JP4848168B2 - Agricultural / horticultural fungicide composition and method for controlling plant diseases - Google Patents

Description

  The present invention relates to a fungicide composition for agricultural and horticultural use having a plant disease control effect, particularly an effect of preventing and / or treating a plant disease, and a method for controlling a plant disease using the composition.

  WO99 / 21851 describes that a specific indole compound is useful as an agricultural and horticultural fungicide, and that it can be used in combination with or combined with other fungicides, insecticides, etc., if necessary. There is. WO03 / 53145 discloses 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl), which is one of the indole compounds. A fungicidal composition characterized by containing sulfonyl-1,2,4-triazole and holpet, simoxanyl, fosetyl or manzeb as active ingredients is described. Furthermore, a process for producing 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2,4-triazole is disclosed in WO03 / 82860. On the other hand, JP-A-2005-866 discloses (a) at least one auxiliary agent selected from the group consisting of surfactants, animal and vegetable oils, mineral oils, water-soluble polymers, resins and waxes, and (b) 1 A plant disease control composition containing-(N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2,4-triazole Are listed.

International Publication No. WO99 / 21851 International Publication WO03 / 53145 International Publication WO03 / 82860 Japanese Patent Laid-Open No. 2005-8586

  The indole compounds represented by the following formula (I) are not sufficiently effective against specific plant diseases in their plant disease control effects, their therapeutic effects are weak, and their residual effects are relatively short. In some application scenes, there may be a practically insufficient control effect against plant diseases.

  As a result of studies to solve the above-mentioned problems, the present inventors have used each compound alone by mixing and using a specific fungicide with the indole compound represented by the following formula (I). As a result, the inventors have obtained the knowledge that a further excellent plant disease control effect that cannot be predicted as compared with the case of the above is obtained, and the present invention has been completed.

  That is, the present invention provides the compound (a) as an active ingredient (a):

[Wherein, R ¹ and R ² are each independently C _1-4 alkyl, or a C _4-6 alkylene or C _4-6 alkyleneoxy formed by R ¹ and R ^{2 taken} together. Y is a hydrogen atom, halogen, cyano group, nitro group, C _1-4 alkylsulfonyl, C _1-4 alkyl, C _1-4 alkoxy, C _1-4 alkylthio, C _1-4 haloalkyl, C _{1- 4} haloalkoxy or C _1-4 haloalkylthio; R ³ and R ⁴ are each independently a hydrogen atom, C _1-4 alkyl, C _3-6 cycloalkyl, C _2-4 alkenyl, C _2-4. Alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, halogen, C _1-4 haloalkyl, nitro group, cyano group, formyl group or C _1-4 alkoxycarbonyl; R ⁵ , R ⁶ , R ⁷ and R Each ⁸ is independently a hydrogen atom, C _1-4 alkyl, C _2-4 alkenyl, C _2-4 Alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, C _1-4 haloalkyl, C _1-4 haloalkoxy, C _1-4 haloalkylthio, C _2-4 haloalkenyl, C _2-4 haloalkynyl, C _{1 -4} alkoxycarbonyl, C _1-4 alkylcarbonyl, C _1-4 haloalkylcarbonyl, C _1-4 alkylcarbonyloxy, C _1-4 alkylsulfonyl, C _1-4 haloalkylsulfonyl, C _1-4 alkylsulfoxy, C _1-4 alkoxysulfonyl, C _1-4 alkylsulfonyloxy, cyano group, hydroxyl group, nitro group, formyl group or halogen, or two of R ⁵ , R ⁶ , R ⁷ and R ⁸ together A C _1-3 alkylenedioxy group or a C _3-6 alkylene which may be substituted with halogen formed in the above, and (b) as an active ingredient , Dimethomorph, chlorothalonil, copper-based compound, iprovaricarb, zoxamide, phosphorous acid or a salt thereof, fluazinam, cyazofamide, flumorph, benchavaricarb-isopropyl, ethaboxam, metalaxyl M and benalaxyl M And a fungicide composition for agricultural and horticultural use. The present invention also relates to a method for controlling plant diseases, which comprises applying the agricultural and horticultural fungicide composition to plants.

In the compound of formula (I), examples of the C _1-4 alkyl of R ¹ and R ² include methyl, ethyl, n- or iso-propyl.

The C _4-6 alkylene and R ¹ and R ² form together, for example, including the nitrogen atom to which R ¹ and R ² are attached, piperidine, and the like.

The C _4-6 alkyleneoxy which R ¹ and R ² form together, for example, including the nitrogen atom to which R ¹ and R ² are attached, morpholine and the like.

Y, the definition of each substituent of ^{R 3, R 4, R 5} , R 6, R 7 and R ⁸ have the following meanings.

C _1-4 alkyl includes, for example, methyl, ethyl and the like.

Examples of C _3-6 cycloalkyl include cyclopropyl, cyclobutyl, cyclopentyl and the like.

Examples of C _2-4 alkenyl include allyl and vinyl.

Examples of C _2-4 alkynyl include propargyl and the like.

Examples of C _1-4 alkoxy include methoxy, ethoxy and the like.

C _1-4 alkylthio includes, for example, methylthio, ethylthio and the like.

Examples of C _1-4 haloalkoxy include trifluoromethoxy and the like.

Examples of C _1-4 haloalkylthio include trifluoromethylthio and the like.

Examples of C _1-4 haloalkyl include chloromethyl, dichloromethyl, dichlorofluoromethyl, trifluoromethyl and the like.

Examples of C _2-4 haloalkenyl include 2-chlorovinyl and the like.

Examples of C _2-4 haloalkynyl include iodopropargyl and the like.

Examples of C _1-4 alkoxycarbonyl include methoxycarbonyl and the like.

Examples of C _1-4 alkylcarbonyl include acetyl and the like.

Examples of C _1-4 haloalkylcarbonyl include trifluoroacetyl and the like.

Examples of C _1-4 alkylcarbonyloxy include acetyloxy and the like.

Examples of C _1-4 alkylsulfoxy include methylsulfoxy and the like.

Examples of C _1-4 alkylsulfonyl include methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, iso-propylsulfonyl, n-butylsulfonyl, sec-butylsulfonyl, iso-butylsulfonyl, tert-butylsulfonyl and the like. .

Examples of C _1-4 alkylsulfonyloxy include methanesulfonyloxy and the like.

Examples of C _1-4 haloalkylsulfonyl include trifluoromethylsulfonyl and the like.

Examples of C _1-4 alkoxysulfonyl include methoxysulfonyl and the like.

  Examples of the halogen include fluorine, chlorine, bromine and iodine.

Examples of the C _1-3 alkylenedioxy optionally substituted with halogen include difluoromethylenedioxy, tetrafluoroethylenedioxy and the like.

  In addition to the above, Y includes a hydrogen atom, a cyano group, and a nitro group.

In addition to the above, R ³ and R ⁴ include a hydrogen atom, a nitro group, a cyano group, and a formyl group.

Examples of R ⁵ , R ⁶ , R ⁷ and R ⁸ include a hydrogen atom, a cyano group, a hydroxyl group, a nitro group and a formyl group in addition to the above.

  Indole compounds of formula (I) include, for example, 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2 , 4-Triazole (Compound No. 1), 3- (6-Fluoro-2-methylindol-1-yl) sulfonyl-1- (N, N-dimethylsulfamoyl) -1,2,4-triazole ( Compound No. 2), 3- (2-Bromo-3-chloroindol-1-yl) -5-methyl- (N, N-dimethylsulfamoyl) 1,2,4-triazole (Compound No. 3) 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-3-chloro-5,6-difluoroindol-1-yl) sulfonyl-1,2,4-triazole (Compound No. 4) ), 1- (N, N-dimethylsulfur) Compounds such as (amoyl) -3- (2-methyl-3-chloro-4,6-difluoroindol-1-yl) sulfonyl-1,2,4-triazole (Compound No. 5).

  The indole compound of the formula (I) can be produced by a method described in WO99 / 21851, WO03 / 82860, and the like.

  Dimethomorph, Chlorothalonil, Iprovalicarb, Zoxamide, Fluazinam, Cyazofamid, Flumorph, Bench Avaricarb, used as the active ingredient (b) in the present invention -Benthiavalicarb-isopropyl, Ehtaboxam and Metalaxyl-M are the Pesticide Manual (13th edition; BRITISH CROP PROTECTION COUNCIL), 325-326, 169-170, The compounds described on pages 580 to 581, pages 1035 to 1036, pages 446 to 447, pages 217 to 218, pages 462 to 463, pages 79, 374 and pages 633 to 635. Benalaxyl-M (also known as Kiralaxyl) is a compound described on page 116 of the Shibuya Index (2005).

  Examples of the copper compound used as the active ingredient (b) in the present invention include basic copper chloride, cupric hydroxide, basic copper sulfate, and anhydrous copper sulfate. A mixture of these copper compounds may also be used. Examples of basic copper chloride include trade name Germany Bordeaux A (Daiichi Agricultural Chemicals Co., Ltd., Hokuko Chemical Co., Ltd.), trade names Sun Bordeaux (Sankei Chemical Co., Ltd.) and Doujit (Nissan Chemical Co., Ltd.). Examples of cupric hydroxide include trade name Coside Bordeaux (manufactured by Griffin), trade name Coside DF (manufactured by Griffin) and trade name Koside SD (manufactured by Griffin).

Examples of phosphorous acid or a salt thereof used as the active ingredient (b) in the present invention include phosphorous acid, sodium phosphite (Na ₂ HPO ₃ ), potassium phosphite (K ₂ HPO ₃ ), and mixtures thereof. Is mentioned.

  In addition to the active ingredient (a) and the active ingredient (b), the agricultural and horticultural fungicide composition of the present invention includes a nonionic surfactant, an anionic surfactant, and a cationic interface as an efficacy enhancing ingredient (C). It can contain at least one selected from the group consisting of an active agent, an amphoteric surfactant, animal and vegetable oils, mineral oil, water-soluble polymer, resin and wax.

  In the present invention, the nonionic surfactant used as the efficacy-enhancing component (C) includes a silicon surfactant; a polyoxyethylene fatty acid ester; a polyoxyethylene alkylphenyl ether; a formalin condensate of a polyoxyethylene alkylphenyl ether. Polyoxyethylene alkyl ethers; sorbitan higher fatty acid ester surfactants; polyoxyethylene aryl ethers; polyoxyethylene (mono, di or tri) phenyl phenyl ethers; polyoxyethylene (mono, di or tri) benzyl phenyl ethers; Polyoxypropylene (mono, di or tri) benzyl phenyl ether; Polyoxyethylene (mono, di or tri) styryl phenyl ether; Polyoxypropylene (mono, di or tri) styryl phenyl ether Polymer of polyoxyethylene (mono, di or tri) styryl phenyl ether; polyoxyethylene polyoxypropylene block polymer; alkyl polyoxyethylene polyoxypropylene block polymer ether; alkylphenyl polyoxyethylene polyoxypropylene block polymer ether; Oxyethylene bisphenyl ether; polyoxyethylene resin acid ester; glycerol fatty acid ester ethylene oxide adduct; castor oil ethylene oxide adduct; hardened castor oil ethylene oxide adduct; alkylamine ethylene oxide adduct and fatty acid amide ethylene oxide adduct; Polyoxyethylene fatty acid amides; alkylphenoxy polyethoxyethanol and polyoxyethylene rosin ester Ether; acetylene glycol or its ethylene oxide adduct, acetylene alcohol or acetylene-based surfactants of the ethylene oxide adduct and the like.

  Specific examples of the above-mentioned silicon surfactants include trade name Makupika (containing 93% polyoxyethylene methylpolysiloxane; manufactured by Ishihara Sangyo Co., Ltd.), trade name DyneAmic (produced by STERE CHEMICAL), trade name KINETIC (STERE) CHEMICAL), SILWET L-77 (Witco), and trade name SLIPPA (INTERAGRO). Specific examples of polyoxyethylene fatty acid esters include the product name Panguard KS-20 (Mitsui Toatsu Agricultural Chemicals Co., Ltd.), the product name spray sticker (manufactured by Nippon Agricultural Chemicals Co., Ltd.), and the product name D-3605 (Takemoto Yushi Co., Ltd.) Company name), trade name D-230 (made by Takemoto Yushi Co., Ltd.), trade name D-233 N (made by Takemoto Yushi Co., Ltd.), trade name Neugen ET-120E (Daiichi Kogyo Seiyaku Co., Ltd.), etc. .

  Specific examples of the aforementioned sorbitan higher fatty acid ester surfactant include trade name approach BI (containing 50% polyoxyethylene hexitan fatty acid ester; Kao Corporation), trade name TWEEN20 (fatty acid polyoxyethylene sorbitan ester; Wako Pure) Yakuhin Co., Ltd.). Specific examples of other nonionic surfactants include trade name mix power (polyoxyethylene alkylphenyl ether 40% and polyoxyethylene alkyl ether 40%; manufactured by Tomono Agrika Co., Ltd.), trade name Alsope 30 (polyoxyethylene hexoxy). Tannonyl phenyl ether 30% content; Sankei Chemical Co., Ltd., Takeda Pharmaceutical Co., Ltd.) and the like.

  Examples of the anionic surfactant used as the efficacy enhancing component (C) in the present invention include a carboxylic acid type surfactant, a sulfate type surfactant, a sulfonic acid type surfactant, and a phosphate ester type surfactant. Can be mentioned.

  Examples of the carboxylic acid type surfactant include polyacrylic acid, polymethacrylic acid, polymaleic acid, a copolymer of maleic acid and an olefin (such as isobutylene and diisobutylene), and a copolymer of acrylic acid and itaconic acid. , Copolymers of methacrylic acid and itaconic acid, copolymers of maleic acid and styrene, copolymers of acrylic acid and methacrylic acid, copolymers of acrylic acid and methyl acrylate, acrylic acid and vinyl acetate And a copolymer of acrylic acid and maleic acid, and salts of these carboxylic acids.

  Examples of the sulfate ester type surfactant include higher alcohol sulfate esters such as the product name Monogen Y-100 (Daiichi Kogyo Seiyaku Co., Ltd.); polyoxyethylene alkyl ether sulfates; polyoxyethylene alkyl phenyl ether sulfates Ester; sulfate of polymer of polyoxyethylene alkylphenyl ether; polyoxyethylene benzyl phenyl ether sulfate; polyoxyethylene styryl phenyl ether sulfate; sulfate of polymer of polyoxyethylene styryl phenyl ether, polyoxyethylene polyoxypropylene Examples thereof include sulfate esters of block polymers and sulfate esters such as sulfated olefins; and salts of these sulfate esters.

  Examples of the sulfonic acid type surfactant include polyarylalkane sulfonates; dialkyl sulfosuccinates such as New Calgen EP-70G (manufactured by Takemoto Yushi Co., Ltd.); dialkyl sulfosuccinic acids; alkylbenzene sulfonic acids; α-olefin sulfones. Polyoxyethylene alkylphenyl ether sulfonic acid; polyoxyethylene alkyl ether sulfosuccinic acid half ester; naphthalene sulfonic acid and alkyl naphthalene sulfonic acid, and salts of these sulfonic acids.

  Examples of the phosphoric acid ester type surfactant include polyoxyethylene alkyl ether phosphoric acid ester; polyoxyethylene alkyl phenyl ether phosphoric acid ester; polyoxyethylene alkyl phenyl ether polymer phosphoric acid ester; polyoxyethylene benzyl phenyl ether Polyoxyethylene styryl phenyl ether phosphate ester; Polyoxyethylene styryl phenyl ether polymer phosphate ester and polyoxyethylene polyoxypropylene block polymer phosphate ester; and salts of these phosphate esters It is done.

  Furthermore, in the present invention, nonionic system such as trade name Grameine S (containing 15% polyoxyethylene nonylphenyl ether, 5% polyoxyethylene fatty acid ester and 4% sodium polynaphthylmethanesulfonate; manufactured by Sankyo Agro Co., Ltd.) A mixture of a surfactant and an anionic surfactant can also be used.

  Examples of the cationic surfactant used as the efficacy enhancing component (C) in the present invention include ethoxylated aliphatic amine surfactants; dialkylammonium salts and alkylammoniums. Specific examples of ethoxylated aliphatic amine surfactants include, for example, ethoxylated beef tallow amine-based frigate, Ethylan TT-15, Genamin T-150, and Genamine T-200. Ethomeen T-25, Sorpol 7553, Solpol 7409, New Calgen D-3615T, etc., and ethoxylated soybean amine-based ones such as Solpol 7721, New Calgen D-3605, etc. Examples of ethoxylated coconut amine-based compounds include Solpol 7376, Newkalgen D-3110, Ettomene C-12, and the like. In addition, although what was mentioned here is a brand name, the frigate is a product made by ISK Biotech, Jenamine T-150 and T-200 are made by Hoechst, and Solpol 7553. 7409, 7721 and 7376 are manufactured by Toho Chemical Co., Ltd., and New Calgen D-3615T, D-3605 and D-3110 are manufactured by Takemoto Yushi Co., Ltd. Ethilan TT-15, Ettomene T-25 and C-12 are described in Weed Research, Vol. 20, pages 139-146, 1980. Ethylene TT-15 is also described in Zizaniology, Vol. 2, pages 183-189, 1990. Specific examples of the dialkylammonium salt include trade name needs (containing 18% polyalkyldimethylammonium polynaphthylmethanesulfonate and 44% polyoxyethylene fatty acid ester; manufactured by Kao Corporation).

  Examples of the amphoteric surfactant used as the potency enhancing component (C) in the present invention include betaine surfactants and amino acid surfactants.

  Examples of the animal and vegetable oils used as the efficacy enhancing component (C) in the present invention include vegetable oils such as corn oil, soybean oil, linseed oil, sunflower oil, cottonseed oil, rapeseed oil, olive oil, castor oil, palm oil, and avocado oil; Examples include animal oils such as beef tallow and whale oil. These animal and vegetable oils can be used alone or in admixture of two or more.

  Examples of the mineral oil used as the potency enhancing component (C) in the present invention include machine oil, heavy oil, silicon oil, naphthene solvent, methylnaphthalene, 1-phenyl-1-xylylethane and the like. These mineral oils can be used alone or in admixture of two or more.

  The water-soluble polymer used as the potency-enhancing component (C) in the present invention is not particularly limited as long as it is a polymer that is completely or partially dissolved in water, for example, starch, dextrin, cellulose, methylcellulose, ethylcellulose, Natural water-soluble polymers such as carboxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethyl starch, pullulan, sodium alginate, ammonium alginate, propylene glycol alginate, guar gum, locust bean gum, gum arabic, xanthan gum, gelatin, casein and glue Polyvinyl alcohol, polyethylene oxide, polyethylene glycol, ethylene / propylene block polymer, sodium polyacrylate, polyvinyl Synthetic water-soluble polymers such as pyrrolidone, and the like. These water-soluble polymers can be used alone or in admixture of two or more. Desirable among water-soluble polymers are dextrin, carboxymethylcellulose and polyvinylpyrrolidone.

  Examples of the resin used as the potency enhancing component (C) in the present invention include, for example, acrylic resins, vinyl acetate resins, vinyl chloride resins, urethane resins, styrene-acrylic copolymer resins, styrene-acrylic ester copolymer resins, Vinyl acetate copolymer resin, vinyl acetate-ethylene copolymer resin, vinyl acetate-acrylic copolymer resin, vinyl acetate-ethylene-acrylic copolymer resin, vinyl acetate-ethylene-vinyl chloride copolymer resin, etc. It is done. These resins can be used alone or in admixture of two or more. In actual use, it is preferably used in the form of an emulsion. Desirable resins are vinyl acetate resin and urethane resin.

  Examples of the wax used as the efficacy enhancing component (C) in the present invention include paraffin wax, microcrystalline wax, carnauba wax, polyethylene wax, and montan wax. These waxes can be used alone or in admixture of two or more. In actual use, it is preferably used in the form of an emulsion. Desirable among the waxes are microcrystalline wax, montan wax and polyethylene wax.

  The agricultural and horticultural fungicide composition of the present invention comprising a mixture of the active ingredient (a) and the active ingredient (b) is a cultivated crop such as cucumber that is infected with or may be harmful to harmful diseases. It has excellent bactericidal action when applied to sugar beet such as tomato and eggplant, cereals such as rice and wheat, legumes, apples, pears, grapes, citrus and other fruit trees, potatoes, etc. Disease, downy mildew, anthracnose, gray mold, green mold, black star disease, spotted leaf disease, spot bacterial disease, black spot disease, black spot disease, late rot, plague, ring rot, rice blast, crest Suitable for controlling diseases such as blight, seedling blight, and white silk disease. It also has excellent control against soil diseases caused by phytopathogenic fungi other than oomycetes such as Fusarium, Rhizoctonia, Verticillium, Plasmodiohora, and phytopathogenic fungi such as Psium. Show the effect. Since the agricultural and horticultural fungicide composition of the present invention has a long residual effect and a particularly excellent therapeutic effect, it is possible to control diseases by treatment after infection. Furthermore, since it has permeability and transferability, it is possible to control the disease of the foliage by soil treatment.

  The agricultural and horticultural fungicide composition comprising a mixture of the active ingredient (a) and the potency enhancing ingredient (c) is useful for controlling plant diseases, part of which is described in Patent Document 4. Has been. This composition is, for example, rice blast; rice rot; cucumber anthracnose; cucumber powdery mildew; cucumber, melon, cabbage, Chinese cabbage, onion, grape downy mildew; potato, pepper, pepper, watermelon, pumpkin , Tobacco, tomato plague; tomato ringspot; citrus sunspot; citrus green mold; pear scab; apple spotted leaf; various gray molds; mycorrhizal disease; It can control plant pathogens that cause soil diseases such as pathogenic bacteria; Fusarium bacteria; Psium bacteria; Rhizoctonia bacteria; More specifically, plagues of potatoes, peppers, peppers, watermelons, pumpkins, tobacco, tomatoes; cucumbers, melons, cabbage, Chinese cabbage, onions, grape downy mildews, diseases caused by pisumes such as rice, shiba etc. Can be used to control diseases. This agricultural and horticultural fungicide composition has a long residual effect and not only exhibits an excellent preventive effect, but also has an excellent therapeutic effect, so that it can control diseases by treatment after infection.

  The agricultural and horticultural fungicide composition of the present invention comprising a mixture of the active ingredient (a), the active ingredient (b) and the potency-enhancing ingredient (c) comprises the active ingredient (a) and the active ingredient. The agricultural and horticultural fungicide composition of the present invention comprising mixing and using the component (b), and the agricultural and horticultural sterilizing method comprising mixing and using the active ingredient (a) and the potency enhancing component (c) It has the characteristics of both agent compositions and can control plant diseases that can be controlled by both compositions. Specifically, the plant diseases described above can be controlled.

  A plurality of active ingredients constituting the agricultural and horticultural fungicide composition in the present invention [the active ingredients (a), (b) and other agrochemicals described later] and the potency-enhancing ingredient (c) are the same as in the case of conventional agrochemical formulations. Similarly, it can be blended with various adjuvants and formulated into various forms such as emulsions, powders, wettable powders, liquids, granules and suspensions. At that time, the active ingredient (a), the active ingredient (b) and other agricultural chemicals described later may be mixed and formulated together, or may be separately formulated and mixed. In actual use of these preparations, they can be used as they are or after diluting to a predetermined concentration with a diluent such as water. Examples of the auxiliary agent include carriers, emulsifiers, suspending agents, thickeners, stabilizers, dispersants, spreading agents, wetting agents, penetrating agents, antifreezing agents, antifoaming agents, and the like. What is necessary is just to add suitably. The carrier is divided into a solid carrier and a liquid carrier, and the solid carrier includes starch, sugar, cellulose powder, cyclodextrin, activated carbon, soybean powder, wheat flour, rice bran powder, wood powder, fish powder, powdered milk and other animal and vegetable powders. Talc, kaolin, bentonite, organic bentonite, calcium carbonate, calcium sulfate, sodium bicarbonate, zeolite, diatomaceous earth, white carbon, clay, alumina, silica, sulfur powder, mineral powder such as slaked lime, etc., liquid carrier As follows: water; vegetable oils such as soybean oil and cottonseed oil; animal oils such as beef tallow and whale oil; alcohols such as ethyl alcohol and ethylene glycol; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and isophorone; ethers such as dioxane and tetrahydrofuran Class: Kerosene, kerosene, fluid paraffin Aliphatic hydrocarbons such as toluene, xylene, trimethylbenzene, tetramethylbenzene, cyclohexane, solvent naphtha and other aromatic hydrocarbons; halogenated hydrocarbons such as chloroform and chlorobenzene; acid amides such as dimethylformamide; Examples thereof include esters such as ethyl acetate and fatty acid glycerol esters; nitriles such as acetonitrile; sulfur-containing compounds such as dimethyl sulfoxide; N-methyl-2-pyrrolidone and N, N-dimethylformamide.

  In the agricultural and horticultural fungicide composition of the present invention, an appropriate mixing weight ratio of the active ingredient (a) and the active ingredient (b) is generally 1: 10000 to 10000: 1, preferably 1: 1000 to 10000: 1, more preferably 1: 100 to 1000: 1.

  A pest control method in which the agricultural and horticultural fungicide composition of the present invention is applied to pests is also included in the present invention. The concentration of active ingredient (a) and active ingredient (b) used in the agricultural and horticultural fungicide composition of the present invention depends on the conditions such as the target crop, method of use, formulation form, application rate, application time, type of harmful disease bacteria, etc. Although it differs depending on the difference and cannot be defined generally, in the case of foliage treatment, the active ingredient (a) is 0.01 to 1,000 ppm, preferably 0.1 to 500 ppm, and the active ingredient (b) is 0 in terms of the active ingredient concentration. 0.01 to 10,000 ppm, preferably 0.1 to 7,000 ppm.

  In the method of the present invention, other agrochemicals such as bactericides, insecticides, acaricides, nematicides, antiviral agents, attractants, herbicides, plant growth preparations, etc. can be used together. In some cases, even better effects may be exhibited. Other typical agrochemicals are azole compounds such as azole compounds such as triflumizole (generic name), quinoxaline compounds such as quinomethionate (generic name), and benzimidazole compounds such as benomyl (generic name). Compounds, phenylamide compounds such as metalaxyl (generic name), oxadixil (generic name), sulfenic acid compounds such as diclofluuride (generic name), isoxazole compounds such as himexazole (generic name), procymidone (generic name) Dicarboximide compounds such as flutolanil (generic name), benzanilide compounds such as (RS) -4-chloro-N- [cyano (ethoxymethyl)] benzamide, methyl (E) -2- {2- [6- (2-Cyanophenoxy) pyrimidin-4-yloxy] Enyl} -3-methoxyacrylate, methyl (E) -methoxyimino [α- (o-tolyloxy) -O-tolyl] acetate, etc., β-methoxyacrylic acid compounds, amino acid amide carbamate compounds, 3-anilino- Oxazolidinedione compounds such as 5-methyl-5- (4-phenoxyphenyl) -1,3-oxazolidine-2,4-dione, 4-chloro-N- [2- [3-methoxy-4- (propyloxy) ) Phenyl] ethyl] -α- (2-propyloxy) -benzeneacetamide and the like.

  In the agricultural and horticultural fungicide composition of the present invention, an appropriate weight ratio of the active ingredient (a) and the active ingredient (b) to the potency enhancing ingredient (c) is generally from 1: 5,000 to 2,000. : 1 is desirably 0.05: 99.95 to 90:10, and more desirably 0.2: 99.8 to 80:20.

  The concentration of the agricultural and horticultural fungicide composition of the present invention varies depending on the conditions of the target crop, method of use, formulation form, application rate, etc., so it is difficult to define it generally. The concentration is 0.1 to 10,000 ppm, and the potency enhancing component concentration is 0.01 to 1000 ppm. In the case of soil treatment, the active ingredient application rate is usually 0.01-100 kg / ha, and the potency enhancing ingredient application rate is 0.1-10 kg / ha.

  Next, the best form in the case of applying the agricultural and horticultural fungicide composition of the present invention and the composition to plants will be described.

  As one of desirable embodiments in the method for controlling plant diseases of the present invention, there is a method of applying the agricultural and horticultural fungicide composition of the present invention to a plant as an aqueous dispersion. In this method, the agricultural or horticultural fungicide composition is applied as an aqueous dispersion to a place where a plant disease has occurred or is expected to occur. Examples of such places include the foliage and soil of agricultural and horticultural plants, but it is particularly effective in the case of the foliage of agricultural and horticultural plants. As an aqueous dispersion, an active ingredient preparation is dispersed in water, and an efficacy enhancing ingredient is added to this; an active ingredient and an efficacy enhancing ingredient are mixed in advance and then dispersed in water; Or what was disperse | distributed to water by the method according to them is used. When the aqueous dispersion is applied, the aqueous dispersion is prepared and used with 1 liter of water for 0.1 to 10,000 mg of the agricultural and horticultural fungicide composition. The aqueous dispersion is prepared so that the concentration of the active ingredient is 0.1 to 10,000 ppm. The application amount of the aqueous dispersion is 100 to 10,000 liters per ha.

  As one of desirable embodiments in the method for controlling plant diseases of the present invention, there is a method in which an aqueous suspension preparation of the agricultural and horticultural fungicide composition of the present invention is applied to pests as it is in the case of an aqueous dispersion. Can be mentioned. The concentration of the active ingredient in the aqueous suspension preparation is adjusted to 0.1 to 10,000 ppm. The application amount of the aqueous suspension preparation is 100 to 10,000 liters per ha.

Next, some desirable embodiments of the agricultural and horticultural fungicide composition of the present invention will be exemplified, but these do not limit the present invention.
(1) When the active ingredient (a) is the formula (I), R ³ and R ⁴ are each independently a hydrogen atom, C _1-4 alkyl, C _3-6 cycloalkyl, C _2-4 alkenyl, C _{2 -4} alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, halogen, C _1-4 haloalkyl, nitro group, cyano group, formyl group or C _1-4 alkoxycarbonyl; R ⁵ , R ⁶ , R ⁷ And R ⁸ are each independently a hydrogen atom, C _1-4 alkyl, C _2-4 alkenyl, C _2-4 alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, C _1-4 haloalkyl, C _{1 -4} haloalkoxy, C _1-4 haloalkylthio, C _2-4 haloalkenyl, C _2-4 haloalkynyl, C _1-4 alkoxycarbonyl, C _1-4 alkylcarbonyl, C _1-4 haloalkylcarbonyl, C _{1- 4} alkylcarbonyloxy, C _1-4 alkylsulfonyl, C _1-4 Haroaruki Sulfonyl, C _1-4 alkylsulfoxy, C _1-4 alkoxysulfonyl, agricultural and horticultural of C _1-4 alkylsulfonyloxy, cyano group, hydroxyl group, nitro group, the present invention is a compound where a formyl group or a halogen Disinfectant composition.
(2) The active ingredient (a) is 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2,4- Triazole, 3- (6-fluoro-2-methylindol-1-yl) sulfonyl-1- (N, N-dimethylsulfamoyl) -1,2,4-triazole, 3- (2-bromo-3- Chloroindol-1-yl) -5-methyl- (N, N-dimethylsulfamoyl) 1,2,4-triazole, 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-) 3-Chloro-5,6-difluoroindol-1-yl) sulfonyl-1,2,4-triazole and 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-3-chloro-4 , 6-Difluoroindole-1- Fungicidal composition for agricultural or horticultural use of the present invention is at least one compound selected from the group consisting of Le) sulfonyl-1,2,4-triazole.
(3) The active ingredient (a) is 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2,4- The agricultural and horticultural fungicide composition of the present invention which is triazole.
(4) In addition to the active ingredient (a) and the active ingredient (b), as the potency enhancing ingredient (C), nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, animals and plants The agricultural and horticultural fungicide composition of the present invention comprising at least one selected from the group consisting of oil, mineral oil, water-soluble polymer, resin and wax.
(5) The agricultural and horticultural fungicide composition according to (4), wherein the potency enhancing component (C) is at least one selected from the group consisting of a nonionic surfactant, an anionic surfactant and a cationic surfactant. object.
(6) Efficacy enhancing component (C) is a silicone surfactant, polyoxyethylene fatty acid ester, polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ether, sorbitan higher fatty acid ester surfactant, polyoxyethylene nonylphenyl A spreading agent selected from the group consisting of ethers, polyoxyethylene fatty acid esters, ethoxylated aliphatic amine surfactants, sodium polynaphthylmethanesulfonate, dialkyldimethylammonium polynaphthylmethanesulfonate and polyoxyethylene fatty acid esters The agricultural and horticultural fungicide composition of (5), which is at least one kind.
(7) Efficacy enhancing ingredient (C) from the group consisting of trade name Makupika, trade name Panguard KS-20, trade name mix power, trade name Grameen S, trade name approach BI, trade name frigate and trade name needs The agricultural and horticultural fungicide composition according to (6), which is at least one selected spreading agent.
(8) The agricultural and horticultural fungicide composition of the present invention in which the mixing weight ratio of the active ingredient (a) and the active ingredient (b) is 1: 10000 to 10000: 1.
(9) The agricultural and horticultural fungicide composition according to (4), wherein the mixing weight ratio of the active ingredient (a) and the active ingredient (b) to the potency enhancing ingredient (c) is 1: 5000 to 5000: 1.
(10) A method for controlling plant diseases, which comprises applying the agricultural and horticultural fungicide composition of the present invention to plants.

Reference example Cucumber downy mildew treatment effect test (Preparation of aqueous dispersion)
The efficacy enhancing component was dispersed in water so that the concentration was 1000 to 10,000 times, and then added so that the concentration of Compound No. 1 was 63 ppm or 16 ppm to prepare an aqueous dispersion. In addition, the spreading agent shown in Table 1 and Table 2 was used as an efficacy enhancement component. In addition, for comparison, Compound Nos. At predetermined concentrations (63 ppm and 16 ppm) that do not contain efficacy enhancing components. One chemical solution was prepared in the same manner as the aqueous dispersion.

[Biological test method and results] Cucumber (variety: Sagamihanjiro) was cultivated in a plastic pot with a diameter of 7.5 cm, and when it reached the second leaf stage, a spore suspension of downy mildew was spray-inoculated. After 17 hours, each test water dispersion was sprayed at a rate of 5 ml per seedling using a spray gun. In addition, the compound No. One chemical solution was sprayed in the same manner. After keeping in a constant temperature room at 22-24 ° C. for 6 days, the area of the diseased area of the first leaf was investigated, the area ratio (%) of the area of disease was determined, and the results are shown in Tables 1 and 2. In addition, the theoretical values of disease incidence calculated by Colby's formula are shown in parentheses in Tables 1 and 2. In addition, Compound No. In place of 1 chemical solution, Compound No. 1 and at least selected from the group consisting of dimethomorph, chlorothalonil, copper-based compounds, iprovaricarb, zoxamide, phosphorous acid or salts thereof, fluazinam, cyazofamide, flumorph, benchavaricarb-isopropyl, ethaboxam, metalaxyl M and benalaxyl M Even when a chemical solution containing one kind is used, the same results as those shown in Tables 1 and 2 are obtained in the same concentration range.

Test example 1
Cucumber downy mildew treatment effect test Cucumber (variety: Sagamihanjiro) was cultivated in a 7.5 cm diameter plastic pot, and when the second leaf stage was reached, a spore suspension of downy mildew was spray-inoculated. After 17 hours, each reagent solution was sprayed at a rate of 5 ml per seedling using a spray gun. In addition, the compound No. One chemical solution was sprayed in the same manner. After keeping in a constant temperature room at 22-24 ° C. for 6 days, the area of the diseased area of the first leaf was investigated to determine the area percentage (%) of the area of disease, and the results are shown in Tables 3 and 4. In addition, the theoretical values of disease incidence calculated by Colby's formula are shown in parentheses in Tables 3 and 4.

Test example 2
Tomato plague prevention effect test Tomato (variety: Ponterosa) is cultivated in a 7.5 cm diameter plastic pot, and each test compound (compound No. 1 and other fungicides) is adjusted to a predetermined concentration when the 4-leaf stage is reached. The sprayed chemical was sprayed at a rate of 10 ml per seedling, or sprayed using a spray gun so that the sprayed amount of the chemical was 300 L per hectare.
Twenty-four hours after spraying the drug, the zoospore suspension of the plague was spray-inoculated. After being kept in a constant temperature room at 22 to 24 ° C. for 3 days, the lesion area was examined to determine the disease area ratio (%). The results are shown in Tables 5-17. Moreover, the theoretical value of the disease incidence calculated by Colby's formula is also shown in parentheses in Tables 5-17. In addition, as basic copper chloride, trade name German Bordeaux A (Daiichi Agricultural Chemicals Co., Ltd., Hokuko Chemical Co., Ltd.) is used, and as cupric hydroxide, trade name Coside Bordeaux (Griffin Corporation) is used. The concentration of is shown as the concentration of copper.

１苗あたり１０ｍｌ散布

10ml sprayed per seedling

ヘクタールあたり３００Ｌ散布(２５０ｇ/ｈａは８３３．３ｐｐｍに相当)
同一系統であるメタラキシル−Ｍも同一濃度域で相乗効果が得られる。

300L sprayed per hectare (250g / ha is equivalent to 833.3ppm)
A synergistic effect is also obtained in the same concentration range of metalaxyl-M which is the same strain.

ヘクタールあたり３００Ｌ散布(２５０ｇ/ｈａは８３３．３ｐｐｍに相当)

300L sprayed per hectare (250g / ha is equivalent to 833.3ppm)

ヘクタールあたり３００Ｌ散布(２５０ｇ/ｈａは８３３．３ｐｐｍに相当)

300L sprayed per hectare (250g / ha is equivalent to 833.3ppm)

ヘクタールあたり３００Ｌ散布(２５０ｇ/ｈａは８３３．３ｐｐｍに相当)

300L sprayed per hectare (250g / ha is equivalent to 833.3ppm)

ヘクタールあたり３００Ｌ散布(１００ｇ/ｈａは３３３．３ｐｐｍに相当)

300L sprayed per hectare (100g / ha is equivalent to 333.3ppm)

ヘクタールあたり３００Ｌ散布(２０００ｇ/ｈａは６６６６．７ｐｐｍに相当)

300L sprayed per hectare (2000g / ha is equivalent to 6666.7ppm)

ヘクタールあたり３００Ｌ散布(４００ｇ/ｈａは１３３３．３ｐｐｍに相当)

300L sprayed per hectare (400g / ha is equivalent to 1333.3ppm)

ヘクタールあたり３００Ｌ散布(２５０ｇ/ｈａは８３３．３ｐｐｍに相当)
同一系統であるベンチアバリカルブ-イソプロピルも同一濃度域で相乗効果が得られる。

300L sprayed per hectare (250g / ha is equivalent to 833.3ppm)
A synergistic effect is also obtained in the same concentration range of Bench Avaricarb-isopropyl, which is the same strain.

ヘクタールあたり３００Ｌ散布(１００ｇ/ｈａは３３３．３ｐｐｍに相当)

300L sprayed per hectare (100g / ha is equivalent to 333.3ppm)

ヘクタールあたり３００Ｌ散布(１５００ｇ/ｈａは５０００ｐｐｍに相当)

300L sprayed per hectare (1500g / ha is equivalent to 5000ppm)

ヘクタールあたり３００Ｌ散布(１００ｇ/ｈａは３３３．３ｐｐｍに相当)

300L sprayed per hectare (100g / ha is equivalent to 333.3ppm)

ヘクタールあたり３００Ｌ散布(４０ｇ/ｈａは１３３．３ｐｐｍに相当)

300L per hectare (40g / ha is equivalent to 133.3ppm)

Claims (9)

(a) As an active ingredient, the formula (I):

[Wherein, R ¹ and R ² are each independently C _1-4 alkyl, or a C _4-6 alkylene or C _4-6 alkyleneoxy formed by R ¹ and R ^{2 taken} together. Y is a hydrogen atom, halogen, cyano group, nitro group, C _1-4 alkylsulfonyl, C _1-4 alkyl, C _1-4 alkoxy, C _1-4 alkylthio, C _1-4 haloalkyl, C _{1- 4} haloalkoxy or C _1-4 haloalkylthio; R ³ and R ⁴ are each independently a hydrogen atom, C _1-4 alkyl, C _3-6 cycloalkyl, C _2-4 alkenyl, C _2-4. Alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, halogen, C _1-4 haloalkyl, nitro group, cyano group, formyl group or C _1-4 alkoxycarbonyl; R ⁵ , R ⁶ , R ⁷ and R Each ⁸ is independently a hydrogen atom, C _1-4 alkyl, C _2-4 alkenyl, C _2-4 Alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, C _1-4 haloalkyl, C _1-4 haloalkoxy, C _1-4 haloalkylthio, C _2-4 haloalkenyl, C _2-4 haloalkynyl, C _{1 -4} alkoxycarbonyl, C _1-4 alkylcarbonyl, C _1-4 haloalkylcarbonyl, C _1-4 alkylcarbonyloxy, C _1-4 alkylsulfonyl, C _1-4 haloalkylsulfonyl, C _1-4 alkylsulfoxy, C _1-4 alkoxysulfonyl, C _1-4 alkylsulfonyloxy, cyano group, hydroxyl group, nitro group, formyl group or halogen, or two of R ⁵ , R ⁶ , R ⁷ and R ⁸ together A C _1-3 alkylenedioxy group or a C _3-6 alkylene which may be substituted with a halogen to be formed], and (b) as an active ingredient , Dimethomorph, chlorothalonil, cupric hydroxide , iprovaricarb, zoxamide, phosphorous acid or salts thereof, fluazinam, cyazofamide, flumorph, benchavaricarb-isopropyl, ethaboxam, metalaxyl-M and benalaxyl-M An agricultural and horticultural fungicide composition comprising at least one kind.


The active ingredient (a) is the formula (I), wherein R ³ and R ⁴ are each independently a hydrogen atom, C _1-4 alkyl, C _3-6 cycloalkyl, C _2-4 alkenyl, C _2-4 alkynyl. C _1-4 alkoxy, C _1-4 alkylthio, halogen, C _1-4 haloalkyl, nitro group, cyano group, formyl group or C _1-4 alkoxycarbonyl; R ⁵ , R ⁶ , R ⁷ and R ⁸ Each independently represents a hydrogen atom, C _1-4 alkyl, C _2-4 alkenyl, C _2-4 alkynyl, C _1-4 alkoxy, C _1-4 alkylthio, C _1-4 haloalkyl, C _1-4 halo. Alkoxy, C _1-4 haloalkylthio, C _2-4 haloalkenyl, C _2-4 haloalkynyl, C _1-4 alkoxycarbonyl, C _1-4 alkylcarbonyl, C _1-4 haloalkylcarbonyl, C _1-4 alkylcarbonyl oxy, C _1-4 alkylsulphonyl, C _1-4 haloalkylsulfenyl Alkylsulfonyl, C _1-4 alkylsulfoxy, C _1-4 alkoxysulfonyl, C _1-4 alkylsulfonyloxy, cyano group, hydroxyl group, nitro group, according to claim 1 which is a compound of case a formyl group or a halogen Agricultural and horticultural fungicide composition. The active ingredient (a) is 1- (N, N-dimethylsulfamoyl) -3- (3-bromo-6-fluoro-2-methylindol-1-yl) sulfonyl-1,2,4-triazole, 3 -(6-Fluoro-2-methylindol-1-yl) sulfonyl-1- (N, N-dimethylsulfamoyl) -1,2,4-triazole, 3- (2-bromo-3-chloroindole- 1-yl) -5-methyl- (N, N-dimethylsulfamoyl) 1,2,4-triazole, 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-3-chloro -5,6-difluoroindol-1-yl) sulfonyl-1,2,4-triazole and 1- (N, N-dimethylsulfamoyl) -3- (2-methyl-3-chloro-4,6- Difluoroindol-1-yl) Agricultural and horticultural fungicidal composition according to claim 1 is at least one compound selected from the group consisting of Ruhoniru-1,2,4-triazole. In addition to the active ingredient (a) and the active ingredient (b), as the potency enhancing ingredient (C), nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, animal and vegetable oils, minerals The agricultural and horticultural fungicide composition according to claim 1, comprising at least one selected from the group consisting of oil, water-soluble polymer, resin and wax. In addition to the active ingredient (a) and the active ingredient (b), at least one selected from the group consisting of nonionic surfactants, anionic surfactants and cationic surfactants as the potency enhancing component (C) The fungicide composition for agricultural and horticultural use according to claim 1, comprising: Efficacy enhancing component (C) is a silicone surfactant, polyoxyethylene fatty acid ester, polyoxyethylene alkylphenyl ether, polyoxyethylene alkyl ether, sorbitan higher fatty acid ester surfactant, polyoxyethylene nonylphenyl ether, polyoxyethylene At least one spreading agent selected from the group consisting of oxyethylene fatty acid esters, ethoxylated aliphatic amine surfactants, sodium polynaphthylmethanesulfonate, dialkyldimethylammonium polynaphthylmethanesulfonate and polyoxyethylene fatty acid esters The agricultural and horticultural fungicide composition according to claim 5. The agricultural and horticultural fungicide composition according to claim 1, wherein the mixing weight ratio of the active ingredient (a) and the active ingredient (b) is 1: 10000 to 10000: 1. The agricultural and horticultural fungicide composition according to claim 4, wherein the mixing weight ratio of the active ingredient (a) and the active ingredient (b) to the potency enhancing ingredient (c) is 1: 5000 to 5000: 1. A method for controlling plant diseases, comprising applying the fungicidal composition for agricultural and horticultural use according to claim 1 to plants.