JP6290064B2 - Agricultural and horticultural fungicides - Google Patents

Description

  TECHNICAL FIELD The present invention relates to an agricultural and horticultural fungicide containing, as active ingredients, pical butrazox and a specific agricultural and horticultural fungicidal active ingredient.

  In the cultivation of agricultural and horticultural crops, many control agents are used against crop diseases. However, many of these control agents have insufficient control efficacy, are restricted in their use due to the emergence of drug-resistant pathogens, cause phytotoxicity and contamination of plants, or are toxic to human and livestock fish. However, it was not always satisfactory due to the drawbacks such as being strong. Therefore, development of the agricultural and horticultural fungicide which can be used safely with few such faults is desired.

  Patent Document 1 describes that tetrazolyl oxime derivatives and / or salts thereof related to the present invention are useful as active ingredients of agricultural and horticultural fungicides. In addition, Patent Document 2, Patent Document 3, and Patent Document 4 describe a mixture of a tetrazolyl oxime derivative and / or a salt thereof and other agricultural and horticultural bactericidal active ingredients. Patent Document 5 states that picarobutrazox, flutolanil, isoprothiolane, or the like can be mixed or used in combination with an azolyl oxime compound.

WO 2003/016303 A WO 2009/090181 A WO 2009/1119072 A WO 2011/115029 A JP 2014-159413 A

  This invention makes it a subject to provide the agricultural and horticultural fungicide which shows the control effect which was more excellent with respect to the plant disease at low dose.

  As a result of investigating agricultural and horticultural fungicides containing picalbutrazox as an active ingredient in order to solve the above-mentioned problems, a group consisting of picalbutrazox and picoxystrobin, flutolanil, isoprothiolane, and basic copper sulfate It has been found that an agricultural and horticultural fungicide containing at least one selected can obtain an excellent control effect against plant diseases at an extremely low dose. The present invention has been completed based on this finding.

  The agricultural and horticultural fungicide of the present invention exhibits an excellent control effect against plant diseases at an extremely low dose, and further has no worry of phytotoxicity against useful plants.

  The agricultural and horticultural fungicide of the present invention contains a first active ingredient and a second active ingredient described below.

  The first active ingredient used in the present invention is Picarbutrazox. Picalbutrazox is a compound represented by the formula (a). Picalbutrazox is a common name for “tert-butyl (6-{[(Z)-(1-methyl-1H-5-tetrazolyl) (phenyl) methylene] aminooxymethyl} -2-pyridyl) carbamate”. Picalbutrazox is a substance known as a bactericidal agent. Picarubutrazox can be produced by the method described in Patent Document 1.

The second active ingredient used in the present invention is at least one selected from the group consisting of picoxystrobin, flutolanil, isoprothiolane, and basic copper sulfate.
Picoxystrobin is a compound represented by the formula (b). Picoxystrobin is commercially available as a reagent.

  Flutolanil is a compound represented by the formula (c). Flutolanil is commercially available as Moncut wettable powder (manufactured by Nippon Agricultural Chemicals).

Isoprothiolane is a compound represented by the formula (d). Isoprothiolane is commercially available as Fujione Granules (Nippon Agricultural Chemicals).

Basic copper sulfate (tetracopper hexahydroxide sulphate is a compound represented by Cu ₄ (OH) ₆ (SO ₄ ), which is commercially available as Z Bordeaux wettable powder (manufactured by Nippon Agricultural Chemicals). .

  In the agricultural and horticultural fungicide of the present invention, the blending ratio of the first active ingredient and the second active ingredient is not particularly limited, but is preferably a weight ratio of (first active ingredient) :( second active ingredient), preferably 1. : 100,000 to 100,000: 1, more preferably 1: 10,000 to 10,000: 1, and still more preferably 1: 1,000 to 1,000: 1.

  In the agricultural and horticultural fungicide of the present invention, the total content of the first active ingredient and the second active ingredient can be appropriately changed according to the dosage form. For example, in a wettable powder, it is usually 5 to 90% by weight, preferably 10 to 85% by weight; in an emulsion, usually 3 to 70% by weight, preferably 5 to 60% by weight; The amount can be from 01 to 50% by weight, preferably from 0.05 to 40% by weight.

  The agricultural and horticultural fungicide of the present invention may further contain a third active ingredient. Examples of the third active ingredient include other fungicides, insecticides, acaricides, herbicides, plant growth regulators, and the like.

  The agricultural and horticultural fungicide of the present invention is not particularly limited in its form as long as it contains the first active ingredient and the second active ingredient. For example, an agricultural and horticultural fungicide obtained by mixing a preparation containing a first active ingredient, a preparation containing a second active ingredient, and, if necessary, a preparation containing a third active ingredient in a predetermined ratio; An agricultural and horticultural fungicide prepared by mixing an active ingredient, a second active ingredient, and, if necessary, a third active ingredient at a predetermined ratio to prepare a formulation; a preparation containing the first active ingredient and a second active ingredient An agricultural and horticultural fungicide formed by adding a preparation containing the preparation and a preparation containing a third active ingredient to water at a predetermined ratio as required.

  Examples of the dosage form include forms that can be taken by general agricultural chemicals, that is, wettable powders, granules, powders, emulsions, aqueous solvents, suspensions, flowables, and the like. Formulation is not particularly limited by the method or procedure, and can be performed by a known method or procedure. In addition, there are no particular limitations on formulation auxiliary materials such as various carriers, solvents, and additives used in formulation.

For example, in solid preparations, plant powders such as soybean flour and wheat flour; mineral fine powders such as diatomaceous earth, apatite, gypsum, talc, bentonite, pyrophyllite and clay; organic compounds such as sodium benzoate, urea, and mirabilite And a carrier such as an inorganic compound can be used.
In liquid formulations, use petroleum fractions such as kerosene, xylene and solvent naphtha, solvents such as cyclohexane, cyclohexanone, dimethylformamide, dimethyl sulfoxide, alcohol, acetone, trichloroethylene, methyl isobutyl ketone, mineral oil, vegetable oil, water, etc. Can do.

  Furthermore, in the preparation, a surfactant can be added as necessary in order to maintain a uniform and stable form. Examples of the surfactant include alkyl phenyl ether added with polyoxyethylene, alkyl ether added with polyoxyethylene, higher fatty acid ester added with polyoxyethylene, sorbitan higher fatty acid ester added with polyoxyethylene, polyoxyethylene Nonionic surfactants such as tristyrylphenyl ether with addition of ethylene; sulfates of alkylphenyl ethers with addition of polyoxyethylene, alkylbenzene sulfonates, sulfates of higher alcohols, alkylnaphthalene sulfonates, poly And ionic surfactants such as carboxylate, lignin sulfonate, alkylnaphthalene sulfonate formaldehyde condensate, isobutylene-maleic anhydride copolymer, and the like.

  The wettable powder, emulsion, or flowable obtained in this manner is diluted with water to a predetermined concentration to give a suspension or emulsion, and the granules or powders are left as they are, seed treatment, foliage. Used for spraying, soil application or water surface application. The agricultural and horticultural fungicide of the present invention is applied in an amount of 0.1 g or more of active ingredient per hectare in soil application or water surface application. In seed treatment, an amount of 0.1 g or more of active ingredient per 100 kg seed is applied. In the foliage treatment, an amount of 0.1 g or more of active ingredient per hectare is applied.

  The agricultural and horticultural fungicide of the present invention is excellent against a wide variety of fungi, for example, fungi belonging to algae (Oomycetes), ascomycetes (Ascomycetes), incomplete fungi (Deuteromycetes), and basidiomycetes It has excellent sterilizing power and can control various plant diseases that occur during cultivation of agricultural and horticultural crops including flower buds, turf, and grass.

Examples of plant diseases to be controlled and their causative bacteria are shown below.
Cucumber: powdery mildew (Sphaerotheca fuliginea), downy mildew (Pseudoperonospora cubensis), vine blight (Mycosphaerella melonis), vine split disease (Fusarium oxysporum), mycorrhizal disease (Sclerotinia sclerotiorum), gray mold disease (Botrytis cinerea) Anthracnose (Colletotrichum orbiculare), black spot (Cladosporium cucumerinum), brown spot (Corynespora cassicola), seedling blight (Pythium debaryanam, Rhizoctonia solani Kuhn), spot bacterial disease (Pseudomonas syringae pv. Lecrymans), etc .;
Eggplant: gray mold disease (Botrytis cinerea), black blight disease (Corynespora melongenae), powdery mildew (Erysiphe cichoracearum), subtle mold disease (Mycovellosiella nattrassii), mycosis (Sclerotinia sclerotiorum), etc .;
Tomato: gray mold disease (Botrytis cinerea), leaf mold disease (Cladosporium fulvum), plague (Phytophthora infestans), half body wilt disease (Verticillium albo-atrum), etc .;
Potatoes: Phytophthora infestans, etc .;
Onion: gray rot (Botrytis allii), gray mold (Botrytis cinerea), white leaf blight (Botrytis squamosa), downy mildew (Peronospora destructor), white plague (Phytophthora porri), etc .;
Cabbage: root-knot disease (Plasmodiophora brassicae), soft rot disease (Erwinia carotovora), black rot (Xanthomonas campesrtis pv. Campestris), black spot bacterial disease (Pseudomonas syringae pv. Maculicala, Pseudomonas syringae pv. Alisalensis), downy mildew Peronospora parasitica), Sclerotinia sclerotiorum, etc .;
Soybean: Purpura (Cercospora kikuchii), downy mildew (Peronospora Manshurica), stem blight (Phytophthora sojae), rust (Phakopsora pachyrhizi), mycoses (Sclerotinia sclerotiorum), anthracnose (Colletotrichum truncatum), etc .;
Kidney bean: Sclerotinia sclerotiorum, gray mold (Botrytis cinerea), etc .;
Peanut: brown spot (Mycosphaerella arachidis), black astringency (Mycosphaerella berkeleyi), etc .;
Rapeseed: sclerotia (Sclerotinia sclerotiorum), rot (Phoma lingam), black spot (Alternaria brassicae), etc .;
Sugar beet: brown spot (Cercospora beticola), black root (Aphanomyces cochlloides), root rot (Thanatephorus cucumeris), leaf rot (Thanatephorus cucumeris), etc .;

Apples: powdery mildew (Podosphaera leucotricha), black spot disease (Venturia inaequalis), monilinia disease (Monilinia mali), black spot disease (Mycosphaerella pomi), rot disease (Valsa mali), spotted leaf disease (Alternaria mali), red star disease (Gymnosporang) yamadae), ring rot (Botryosphaeria berengeriana), anthracnose (Glomerella cingulata, Colletotrichum acutatum), brown spot (Diplocarpon mali), soot spot (Zygophiala jamaicensis), soot spot (Gloeodes pomigena), purple coat rot (Helicobasidium mompa) etc .;
Oysters: powdery mildew (Phyllactinia kakicola), anthracnose (Gloeosporium kaki), deciduous leaf spot (Cercospora kaki), etc .;
Peach: Monilinia fructicola, black scab (Cladosporium carpophilum), homops rot (Phomopsis sp.), Perforated bacterial disease (Xanthomonas campestris pv. Pruni), etc .;
Sugar beet (Monilinia fructicola), anthracnose (Colletotrichum acutatum), etc .;
Grapes: Gray mold (Botrytis cinerea), powdery mildew (Uncinula necator), late rot (Glomerella cingulata, Colletotrichum acutatum), downy mildew (Plasmopara viticola), black scab (Elsinoe ampelina), brown spot (Pseudocercospora) vitis), black rot (Guignardia bidwellii), etc .;
Pear: Black star disease (Venturia nashicola), Red star disease (Gymnosporangium asiaticum), Black spot disease (Alternaria kikuchiana), Ring rot disease (Botryosphaeria berengeriana), Powdery mildew (Phyllactinia mali), Body blight (Phomopsis fukushii), Brown spot Diseases (Stemphylium vesicarium), anthrax (Glomerella cingulata), etc .;
Citrus: scab (Elsinoe fawcetti), blue mold (Penicillium italicum), green mold (Penicillium digitatum), gray mold (Botrytis cinerea), sunspot (Diaporthe citri), scab (Xanthomonas campestris pv.Citri), etc. ;
Banana: Panama disease (Fusarium oxysporum), Sigatoka disease (Mycosphaerella fijiensis, Mycosphaerella musicola), etc .;
Strawberry: Gray mold disease (Botrytis cinerea), powdery mildew (Sohaerotheca humuli), anthracnose (Colletotrichum acutatum, Colletotrichum fragariae), plague (Phytophthora cactorum), etc .;
Cha: Ring spot disease (Pestalotia theae), anthracnose (Colletotrichum theae-sinensis), etc .;

Wheat: powdery mildew (Erysiphe graminis f. Sp. Tritici), red mold (Gibberella zeae), red rust (Puccinia recondita), brown snow rot (Pythium iwayamai), red snow rot (Monographella nivalis), eyeprint Disease (Pseudocercosporella herpotrichoides), leaf blight (Septoria tritici), blight (Leptosphaeria nodorum), snow rot microbe nuclei (Typhula incarnata), snow rot large bacilli (Myriosclerotinia borealis), blight (Gaeumanomyces graminis) )Such;
Barley: leafy leaf disease (Pyrenophora graminea), net leaf disease (Pyrenophora teres), cloud shape disease (Rhynchosporium secalis), naked smut (Ustilago tritici, U.nuda), etc .;
Rice: Rice Blast (Pyricularia oryzae), Rhizoctonia solani, Idiot Seedling (Gibberella fujikuroi), Sesame Leaf Blight (Cochliobolus miyabeanus), Seedling Blight (Pythium graminicolum), White Leaf Blight (Xanthomonas oryzae) , Seedling Bacterial Diseases (Burkholderia plantarii), Brown Stripe Diseases (Acidovorax avenae), Blastknot Bacterial Diseases (Burkholderia glumae), Stem Leaf Blight (Cercospora oryzae), Rice Blight (Ustilaginoidea virens), Brown Rice (Alternaria alternata) , Curvularia intermedia), black rice (Alternaria padwickii), red rice (Epicoccam purpurascenns), etc .;
Tobacco: Sclerotinia sclerotiorum, powdery mildew (Erysiphe cichoracearum), etc .;
Tulip: Gray mold disease (Botrytis cinerea) etc .;
Bentgrass: Sclerotinia borealis, large patch (Rhizoctonia solani), dollar spot (Sclerotinia homoeocarpa), blast (Pyricularia sp.), Red fire (Pythium aphanidermatum), anthracnose (Colletotrichum graminicola) Such;
Orchard grass: powdery mildew (Erysiphe graminis) etc .;

  The effects of the present invention will be described below with reference to specific examples.

Example 1
10 parts by weight of picalbutrazox, 2 parts by weight of polyoxyethylene arylphenyl ether, 0.5 parts by weight of dialkylsulfosuccinate sodium salt, 5 parts by weight of glycerin, 0.3 part by weight of xanthan gum, and 82.2 parts by weight of water The mixture was mixed and wet-pulverized until the particle size became 3 μm or less to obtain a suspension having a first active ingredient content of 10% (this may be referred to as “drug (I)”).
Picoxystrobin was dissolved in N, N-dimethylformamide to obtain an emulsion (drug (II-A)) containing 5% of the active ingredient.
Drug (I) and drug (II-A) were prepared and diluted with water to obtain drug solution A containing 0.4 ppm of picarbutrazox and 1.6 ppm of picoxystrobin.

Example 2
Basic copper sulfate (Z Bordeaux wettable powder: manufactured by Nippon Agricultural Chemicals Co., Ltd.) was diluted with water to obtain a drug (II-B).
The drug (I) and drug (II-B) were prepared and diluted with water to obtain a drug solution B containing 0.4 ppm of picarbutrazox and 100 ppm of basic copper sulfate.

Example 3
Flutolanil was dissolved in N, N-dimethylformamide to obtain an emulsion of 5% active ingredient (drug (II-C)).
Drug (I) and drug (II-C) were prepared and diluted with water to obtain drug solution C containing 0.4 ppm of picarbutrazox and 100 ppm of flutolanil.

Example 4
Isoprothiolane was dissolved in N, N-dimethylformamide to obtain an emulsion of 5% active ingredient (drug (II-D)).
Drug (I) and drug (II-D) were prepared and diluted with water to obtain drug solution D containing 0.4 ppm of picarbutrazox and 50 ppm of isoprothiolane.

Comparative Examples 1 and 2
The drug (I) was diluted with water to obtain a drug solution I ′ containing 0.4 ppm of picarbutrazox and a drug solution I ″ containing 0.1 ppm of picalbutrazox.

Comparative Examples 3-6
Each of the drugs (II-A) to (II-D) is diluted with water, and a drug solution II-A ′ containing 1.6 ppm of picoxystrobin, a drug solution II-B ′ containing 100 ppm of basic copper sulfate, The chemical solution II-C ′ containing 100 ppm of flutolanil and the chemical solution II-D ′ containing 50 ppm of isoprothiolane were obtained.

Tomato plague control test Each of the chemical solutions obtained in Examples 1 to 4 and Comparative Examples 1 to 6 and water (Comparative Example 7) was sprayed on tomato seedlings (variety “Regina”, 5 to 6 leaf stages) grown in an unglazed pot. did. Allow to dry naturally at room temperature. Subsequently, a zoospore suspension of Phytophthora infestans was spray-inoculated. It was kept for 4 days in a high-humidity constant temperature room (20 ° C.) that repeats light and dark every 12 hours. Then, the lesion appearance state on the leaf was compared with no treatment (water spraying) to determine the control value.
The expected value was calculated from the following Colby equation.
E = M + N− (M × N / 100)
Here, E is the expected control value (%), M is the control value when the first active ingredient is used alone (%), and N is the control value when the second active ingredient is used alone (%). Indicates.

  As shown in Table 1, the control value observed when the chemical solutions of Examples 1 to 4 were used exceeded the expected value calculated according to the above Colby equation, and a synergistic effect was observed.

Claims (1)

With Picual Butrazoz,
An agricultural and horticultural fungicide containing a synergistic blending ratio with at least one selected from the group consisting of picoxystrobin, flutolanil, isoprothiolane, and basic copper sulfate.