JP2004010492A - Mixed fungicide composition having reinforced potency and used for agriculture and horticulture - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a fungicide composition which is used for agriculture and horticulture, contains cyflufenamid and a strobilurin-based agent as active ingredients, and can effectively exhibit the synergistic fungicidal activities of both the active ingredients. <P>SOLUTION: An agrochemical composition comprises cyflufenamid, and one or more of azoxystrobin, kresoxim-methyl and trifloxystrobin as active ingredients, and additionally various additives in a ratio described in the specification as an emulsifying agent, emulsifying liquid agent or a hydrating agent. <P>COPYRIGHT: (C)2004,JPO

Description

＊：各単剤の下記組成の製剤を用いた。
シフルフェナミド　　　　　　　　　　　　　　　　　　１７．０％
ドデシルベンゼンスルホン酸カルシウム　　　　　　　　　　　　　　２．０％
ヒマシ油ポリグリコールエーテル
（エチレンオキシド３６モル）　　　　　　　　　　　　　　４．０％
トリブチルフェノールポリエチレングリコール
（エチレンオキシド３０モル）　　　　　　　　　　　　　　４．０％
シクロヘキサノン　　　　　　　　　　　　　　　　　　１５．０％
メチルナフタレン　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　５８．０％
これらを混合し、４０℃以下で加熱溶解させ、乳剤を得た。
クレソキシム−メチル　　　　　　　　　　　　　　　　　　　　１５．０％
ドデシルベンゼンスルホン酸カルシウム　　　　　　　　　　　　　　２．０％
ヒマシ油ポリグリコールエーテル
（エチレンオキシド３６モル）　　　　　　　　　　　　　　４．０％
トリブチルフェノールポリエチレングリコール
（エチレンオキシド３０モル）　　　　　　　　　　　　　　４．０％
シクロヘキサノン　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　１５．０％
メチルナフタレン　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　　６０．０％
これらを混合し、４０℃以下で加熱溶解させ、乳剤を得た。
【００２６】
以上説明したように、本発明は、各種農園芸作物の病害、とりわけ各種うどんこ病を防除する上で、農薬活性成分の相乗的効果により高活性で環境負荷の少ない、農薬組成物を提供するものである。[0001]
[Industrial applications]
The present invention relates to an agricultural and horticultural fungicide composition containing two active ingredients having a synergistic effect.
[0002]
[Prior art]
Numerous fungicides have been used in the agricultural and horticultural fields, but the types of diseases to be controlled are extremely large, and new diseases due to changes in agricultural forms have emerged. There is a need for a fungicidal composition having.
(Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide, one of the active ingredients of the present invention, is disclosed in international publication. WO 96/19442 describes that it is useful as an agricultural and horticultural fungicide. It is also described in WO 97/46097 that this compound exhibits a synergistic bactericidal effect when used in combination with a strobilurin-based agent such as azoxystrobin.
[Problems to be solved by the invention]
The present invention relates to (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide (hereinafter referred to as cyflufenamide) and a strobilurin-based agent It is an object of the present invention to provide a fungicide composition for agricultural and horticultural use containing the following as an active ingredient, which can effectively exhibit synergistic fungicidal activity of both agents.
[0003]
[Means for Solving the Problems]
In the present invention, firstly, (1) 0.1 to 30% by weight of cyflufenamide and one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin as an agrochemical active ingredient are 0.1 to 30% by weight. An emulsifiable concentrate comprising 1 to 30% by weight, (2) 1 to 30% by weight of an emulsifier and an emulsion stabilizer, and (3) 20 to 80% by weight of an organic solvent. ,
Secondly, (1) 0.1 to 20% by weight of cyflufenamide as an agrochemical active ingredient, and 0.1 to 20% by weight of one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin. %, (2) 1 to 30% by weight of an emulsifier and an emulsion stabilizer, (3) 5 to 60% by weight of an organic solvent, and (4) 20 to 80% by weight of water. A composition (emulsion, oil in water),
Third, (1) 0.1 to 20% by weight of cyflufenamide as an agrochemical active ingredient and 0.1 to 50% by weight of one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin %, (2) 1 to 30% by weight of emulsifier and emulsion stabilizer, (3) 5 to 60% by weight of organic solvent, (4) 0.6 to 30% by weight of wetting agent and dispersant, (5) An emulsified suspension composition (suspoemulsion), comprising 20 to 80% by weight of water, wherein the average particle size of the solid suspension component is less than 5 microns.
Fourth, (1) 0.1 to 40% by weight of cyflufenamide as an agrochemical active ingredient, and 0.1 to 50% by weight of one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin %, (2) 0.6 to 30% by weight of a wetting agent and a dispersant, (3) 20 to 80% by weight of water, and the average particle size of the solid suspension component is less than 5 microns. A hydrated suspension composition, characterized by:
Fifth, (1) 0.1 to 50% by weight of cyflufenamide as an agrochemical active ingredient and 0.1 to 60% by weight of one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin %, (2) 0.6 to 30% by weight of a wetting agent and a dispersing agent, and (3) 20 to 80% by weight of a bulking agent. A wettable powder comprising:
Sixth, (1) 0.1 to 50% by weight of cyflufenamide as an agrochemical active ingredient, and 0.1 to 60% by weight of one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin %, (2) 0.6 to 30% by weight of a wetting agent and a dispersing agent, and (3) 20 to 80% by weight of a bulking agent. A water dispersible granule comprising:
Seventh, (1) 0.1 to 10% by weight of cyflufenamide as an agrochemical active ingredient, and 0.1 to 20% by weight of one or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin %, (2) 70 to 99.8% by weight of a bulking agent.
[0004]
BEST MODE FOR CARRYING OUT THE INVENTION
The present invention relates to a fungicidal composition comprising cyflufenamide, one or more compounds selected from azoxystrobin, kresoxim-methyl and trifloxystrobin, and various adjuvants selected according to the dosage form It is.
[0005]
Cyflufenamide and strobilurin compound are contained in the composition in a weight ratio of 1:50 to 10: 1, preferably 1:20 to 2: 1 in order to exert their synergistic effect.
[0006]
In the composition of the present invention, emulsions, emulsions, emulsifiers in emulsion suspensions, emulsifiers as emulsification stabilizers, hydration suspensions, wettable powders, wettable powders, surfactants as wetting agents, dispersants. Used.
[0007]
Emulsifiers and those used as emulsion stabilizers are mainly aliphatic or alicyclic alcohols which are nonionic surfactants, or polyglycol ether derivatives of saturated or unsaturated fatty acids, alkylphenols and styrenated phenols. Derivatives have 3 to 30 glycol ether groups, 8 to 20 carbon atoms in the (aliphatic) hydrocarbon group, and 6 to 18 carbon atoms in the alkyl group of the alkylphenol, and 1 to 3 carbon atoms in the styrenated phenol. Including substituted styryl groups. Other suitable nonionic surfactants include polymeric surfactants of the so-called pluronic / tetranic type containing as copolymers 20 to 250 ethylene glycol ether groups and 10 to 100 propylene glycol ether groups, and polyoxygenated surfactants. Fatty acid esters of ethylene sorbitan, such as polyoxyethylene sorbitan triolate, are also suitable.
[0008]
Further, as an emulsion stabilizer, anionic surfactants such as aliphatic sulfonic acid, aliphatic sulfuric acid, aliphatic sulfosuccinic acid, alkylarylsulfonic acid, esters of alkylarylsulfuric acid, and sulfuric acid of polyglycol ether derivative of styrenated phenol or It may contain a phosphate ester and its alkali neutralized product.
[0009]
Surfactants used as wetting agents and dispersants in hydrating suspensions, wettable powders, and water dispersible granules; nonionic surfactants include polyglycol ether derivatives of styrenated phenol, pluronic / tetranic And a fatty acid ester of polyoxyethylene sorbitan, for example, polyoxyethylene sorbitan monooleate.
[0010]
However, the mainly used surfactants are soaps of anionic surfactants and synthetic surfactants. Suitable soaps are alkali metal, alkaline earth metal or ammonium salts of higher fatty acids (C10-C22), such as the sodium or potassium salts of natural fatty acid mixtures obtained from coconut oil or tallow.
Also so-called synthetic surfactants, especially esters of aliphatic sulfonic acids, aliphatic sulfuric acids, aliphatic sulfosuccinic acids, alkylarylsulfonic acids or alkylarylsulfuric acids are used more frequently. Esters of sulfonic acid, sulfuric acid or sulfosuccinic acid are usually provided in the form of alkali metal salts, alkaline earth metal salts, amine salts or ammonium salts. It usually contains an alkyl group having 8 to 22 carbon atoms, such as lignosulfonic acid, alkyl sulfate, a mixture of aliphatic alcohol sulfate obtained from natural fatty acids, or sodium, calcium or magnesium dialkyl sulfosuccinate. Salt. Examples of alkylaryl sulfonic acid esters are dodecylbenzene sulfonic acid, naphthalene sulfonic acid and its formaldehyde condensation product, or the sodium, calcium or triethanolamine salt of tristyryl phenol sulfate. Suitable phosphates are also suitable, for example salts of alkyl phenols containing 4 to 14 mol of ethylene oxide, and phosphate esters of tristyryl phenol adducts. Also suitable are sodium salts of polycarboxylic acids, copolymers of isobutylene-maleic anhydride, and alkali metal salts, alkaline earth metal salts or ammonium salts.
[0011]
Organic solvents used in emulsions, emulsions and emulsifying suspensions include vegetable oils, petroleum linear hydrocarbons, aromatic hydrocarbons such as alkylated naphthalenes, preferably α-methylnaphthalene, aliphatic or alicyclic hydrocarbons For example paraffin or cyclohexane. Glycols and their ethers such as propylene glycol, dipropylene glycol, ethylene glycol, ethylene glycol monomethyl ether or monoethyl ether. Esters such as methyl oleate and methyl dibasic esters (DBE: manufactured by DuPont). Ketones such as cyclohexanone, isophorone or diacetone alcohol can be used in one or a mixture of two or more thereof.
[0012]
Examples of fillers used in wettable powders, granular wettable powders, and powders include inorganic salts such as potassium chloride, potassium carbonate, phosphate, hydrogen phosphate, ammonium sulfate, and urea; talc; diatomaceous earth; Examples include natural mineral powders such as light or kaolinite clays, and inorganic synthetic extenders having high oil absorbency such as zeolite and silicon oxide. In addition, sugars such as sucrose and lactose, and organic substances such as starch, dextrin, cellulose, cereal flour, and wood sawn flour can also be cited as bulking agents, and one or a mixture of two or more thereof can also be used.
Suitable granulated absorbent carriers for granules are of the porous type, for example pumice, crushed brick, sepiolite or bentonite, and suitable non-absorbed carrier materials are calcite or sand. In addition, numerous granulated inorganic and organic materials can be used.
[0013]
In the preparation of the present invention, an antifreezing agent can be added to a part of the solvent as a specification for cold regions. Examples of the antifreeze include ethylene glycol, propylene glycol, glycerin and the like, and one or a mixture of two or more thereof can be used.
[0014]
In addition, in emulsions, emulsifying suspensions and hydrating suspensions, alkyl cellulose, hydroxyalkyl cellulose, carboxymethyl cellulose and its metal salts, polyvinyl alcohol, natural gums to prevent sedimentation and separation of the pesticidal active ingredient particles It is also possible to add thickeners such as, for example, bentonite.
[0015]
The compositions of the present invention may include solid or liquid auxiliaries such as stabilizers, such as epoxidized or non-epoxidized vegetable oils (eg, epoxidized coconut oil, rapeseed oil or soybean oil), defoamers such as silicone oil, It may also contain preservatives, viscosity modifiers, binders and / or adhesives, and other active ingredients such as bactericides, fungicides, bactericides, insecticides or acaricides.
[0016]
The compositions according to the invention can be obtained by grinding, sieving and / or compressing the solid active ingredient or the mixture of active ingredients in the known manner, for example in the absence of auxiliaries, for example to a specific particle size, and then at least It is prepared, for example, by uniformly mixing and / or grinding the active ingredient or a mixture of active ingredients with the auxiliary in the presence of one auxiliary.
[0017]
【Example】
The following examples serve to illustrate the invention. They do not impose limitations on the invention. The percentages in the examples indicate percent by weight, and the amount of preparation is 100 g unless otherwise specified.
Example 1 Emulsion cyflufenamide 3.4%
Klesoxime-methyl 15.0%
Calcium dodecylbenzenesulfonate 2.0%
Castor oil polyglycol ether (ethylene oxide 36 mol) 4.0%
Tributylphenol polyethylene glycol (ethylene oxide 30 mol) 4.0%
Cyclohexanone 15.0%
Methyl naphthalene 56.6%
These were mixed and dissolved by heating at 40 ° C. or lower to obtain an emulsion.
[0018]
Example 2 Emulsion cyflufenamide 2.0%
Cresoxime-methyl 10.0%
Calcium dodecylbenzenesulfonate 1.0%
Castor oil polyglycol ether (ethylene oxide 36 mol) 4.0%
Tributylphenol polyethylene glycol (ethylene oxide 30 mol) 4.0%
Methylnaphthalene 28.0%
These are mixed and dissolved by heating at 40 ° C. or lower, and then benzoisothiazolin-3-one (20% DPG aqueous solution) 0.1%
Dipropylene glycol 7.0%
Tap water 43.9%
And mixed and emulsified with a high shearing elasticity emulsifier (Polytron) to obtain an emulsion.
[0019]
Example 3 emulsified suspension cyflufenamide 3.4%
Tristyryl phenyl ether (ethylene oxide 16 mol) 1.0%
Magnesium dioctyl sulfosuccinate 0.5%
Methyl naphthalene 10.0%
Are mixed and dissolved to obtain an emulsion stock solution for production. This emulsion is
Klesoxime-methyl 15.0%
Sodium dioctyl sulfosuccinate 2.0%
Tristyryl phenyl ether (20 mol of ethylene oxide) 4.0%
Glycerin 5.0%
10% isothiazoline preservative aqueous solution 0.1%
Along with
1.3% sodium bentonite
Tap water 57.7%
And the mixture was wet-mixed and pulverized with a bead mill (Eiger motor mill) using zircon beads having a diameter of 1 mm to obtain an emulsified suspension.
[0020]
Example 4 Hydrating Suspension Cyflufenamide 3.4%
Azoxystrobin 15.0%
Sodium lignosulfonate 2.0%
Sodium tristyryl phenyl ether phosphate (ethylene oxide 16 mol) 5.0%
Diethylene glycol 7.0%
10% isothiazoline preservative aqueous solution 0.1%
Along with
Xanthan gum 0.8%
Tap water 66.7%
Was crushed by a bead mill (Eiger motor mill) using zircon beads having a diameter of 1 mm to obtain a hydrated suspension.
[0021]
Example 5 Hydrating Suspension Cyflufenamide 3.4%
Klesoxime-methyl 15.0%
Sodium lignosulfonate 2.0%
Sodium tristyryl phenyl ether phosphate (ethylene oxide 16 mol) 5.0%
Diethylene glycol 7.0%
10% isothiazoline preservative aqueous solution 0.1%
Along with
Xanthan gum 0.8%
Tap water 66.7%
Was crushed by a bead mill (Eiger motor mill) using zircon beads having a diameter of 1 mm to obtain a hydrated suspension.
[0022]
Example 6 Hydrating Suspension Cyflufenamide 3.4%
Trifloxystrobin 15.0%
Sodium lignosulfonate 2.0%
Sodium tristyryl phenyl ether phosphate (ethylene oxide 16 mol) 5.0%
Diethylene glycol 7.0%
10% isothiazoline preservative aqueous solution 0.1%
Along with
Xanthan gum 0.8%
Tap water 66.7%
Was crushed by a bead mill (Eiger motor mill) using zircon beads having a diameter of 1 mm to obtain a hydrated suspension.
[0023]
Example 7 wettable powder cyflufenamide 3.4%
Klesoxime-methyl 15.0%
Sodium diisobutylnaphthalenesulfonate 3.0%
Sodium lignosulfonate 4.0%
Sodium lauryl sulfate 2.0%
Diatomaceous earth (fired) 16.0%
Pyrophyllite clay 56.6%
Was mixed, and the mixture was ground to a mean particle size of 10 μm or less by a rotary grinding air grinder (jet mill) to obtain a wettable powder.
[0024]
Example 8 Granular wettable powder cyflufenamide 3.4%
Klesoxime-methyl 15.0%
Sodium naphthalene sulfonate formaldehyde condensate 5.0%
Sodium lignosulfonate 7.0%
Sodium lauryl sulfate 2.0%
Potassium chloride 16.0%
Pyrophyllite clay 56.6%
Is mixed, and the mixture is milled to a mean particle size of 10 μm or less with a rotary mill air mill (jet mill), and a wettable powder for production obtained is mixed in a kneader with distilled water equivalent to 21% of the powder weight in a kneader. The mixture is kneaded, kneaded, extruded through a 0.7 mm diameter screen with a uniaxial horizontal extrusion granulator, dried to less than 1.5% moisture in a 40 ° C. hot air drier, and dried for about 2 mm. The resulting mixture was folded to give a granular wettable powder.
[0025]
Example 9 Dust Cyflufenamide 0.34%
Kresoxim-methyl 1.5%
Polymer phenolic antioxidant (Dolphinox 1010) 0.05%
Silicon oxide (amorphous) 1.39%
Were mixed and pulverized with a high-performance (pin type) impact pulverizer (stud mill 63C) to obtain a concentrated powder for production.
Using a stirrer for cooking (Kenmix), use talc clay, which is a driftless (undercut for the purpose of controlling the scattering properties) specification filler,
Talc 30.0%
Pyrophyllite clay 64.1%
Liquid paraffin 1.0%
Was mixed with stirring so that paraffin was dispersed and adhered to the whole to obtain a powder for dilution.
After adding the concentrated powder for production to the powder for dilution and mixing well,
Silicon oxide (amorphous) 1.5%
Was added and mixed to obtain a powder having fluidity.
【The invention's effect】
The test example which used the composition of this invention for plant disease control is shown.
Test Example 1 Wheat powdery mildew control test The mixed emulsion shown in Example 1 and each single agent were diluted to a predetermined concentration and sprayed on wheat seedlings (variety: Chihoku, 1.5 leaf stage) grown in Jiffy pot. did. After air drying at room temperature, wheat powdery mildew (Blumeria graminis f. Sp. Tritici ) conidia sprinkled with inoculation, 7 days infected with a thermostatic chamber at about 20 ° C., allowed to disease. The appearance of lesions on the leaves was compared with the untreated plot, and the control effect was determined. The results are shown in Table 1.
[Table 1]

*: Each preparation had the following composition.
Cyflufenamide 17.0%
Calcium dodecylbenzenesulfonate 2.0%
Castor oil polyglycol ether (ethylene oxide 36 mol) 4.0%
Tributylphenol polyethylene glycol (ethylene oxide 30 mol) 4.0%
Cyclohexanone 15.0%
Methyl naphthalene 58.0%
These were mixed and dissolved by heating at 40 ° C. or lower to obtain an emulsion.
Klesoxime-methyl 15.0%
Calcium dodecylbenzenesulfonate 2.0%
Castor oil polyglycol ether (ethylene oxide 36 mol) 4.0%
Tributylphenol polyethylene glycol (ethylene oxide 30 mol) 4.0%
Cyclohexanone 15.0%
Methyl naphthalene 60.0%
These were mixed and dissolved by heating at 40 ° C. or lower to obtain an emulsion.
[0026]
As described above, the present invention provides a pesticidal composition having a high activity and a low environmental load due to a synergistic effect of a pesticidal active ingredient in controlling various diseases of agricultural and horticultural crops, particularly various powdery mildews. Things.

Claims (7)

(1) As an agricultural chemical active ingredient, (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide is 0.1 to 30. weight%,
One or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin in an amount of 0.1 to 30% by weight,
(2) 1 to 30% by weight of an emulsifier and an emulsion stabilizer,
(3) 20 to 80% by weight of an organic solvent,
An emulsion composition characterized by comprising: (Emulsifiable concentrate) (1) 0.1 to 20 (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide as an agricultural chemical active ingredient. weight%,
One or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin in an amount of 0.1 to 20% by weight,
(2) 1 to 30% by weight of an emulsifier and an emulsion stabilizer,
(3) 5-60% by weight of an organic solvent,
(4) 20 to 80% by weight of water,
An emulsion composition characterized by containing: (Emulsion, oil in water) (1) As an agricultural chemical active ingredient, (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide is 0.1 to 20. weight%,
One or more selected from azoxystrobin, kresoxime-methyl and trifloxystrobin in an amount of 0.1 to 50% by weight,
(2) 1 to 30% by weight of an emulsifier and an emulsion stabilizer,
(3) 5-60% by weight of an organic solvent,
(4) 0.6 to 30% by weight of a wetting agent and a dispersing agent,
(5) 20 to 80% by weight of water,
An emulsified suspension composition comprising a solid suspension component having an average particle size of less than 5 microns. (Suspoemulsion) (1) As an agrochemical active ingredient, (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide is 0.1 to 40. weight%,
One or more selected from azoxystrobin, kresoxime-methyl and trifloxystrobin in an amount of 0.1 to 50% by weight,
(2) 0.6 to 30% by weight of a wetting agent and a dispersing agent,
(3) 20-80% by weight of water,
A hydrated suspension composition comprising a solid suspension component having an average particle size of less than 5 microns. (Suspension concentrate) (1) 0.1 to 50 (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide as an agricultural chemical active ingredient. weight%,
One or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin in an amount of 0.1 to 60% by weight,
(2) 0.6 to 30% by weight of a wetting agent and a dispersing agent,
(3) 20-80% by weight of a bulking agent,
A wettable powder composition comprising the mixture and a mixture prepared by pulverizing the mixture to less than 10 microns. (Wettable powder) (1) 0.1 to 50 (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide as an agricultural chemical active ingredient. weight%,
One or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin in an amount of 0.1 to 60% by weight,
(2) 0.6 to 30% by weight of a wetting agent and a dispersing agent,
(3) 20-80% by weight of a bulking agent,
A water-dispersible granular composition characterized by containing and being manufactured by pulverizing a mixture to less than 10 microns. (Water dispersible granule) (1) As an agrochemical active ingredient, (Z) -N- [α- (cyclopropylmethoxyimino) -2,3-difluoro-6- (trifluoromethyl) benzyl] -2-phenylacetamide is 0.1 to 10%. weight%,
One or more selected from azoxystrobin, kresoxim-methyl and trifloxystrobin in an amount of 0.1 to 20% by weight,
(2) 70 to 99.8% by weight of a bulking agent;
A dust composition characterized by containing.