JP3428112B2 - Composite acaricide composition - Google Patents

Description

Description: BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to 2- (2,6-difluorophenyl) -4- (2-ethoxy-4-tert-butylphenyl) -2-oxazoline. (Hereinafter compound A
) And at least one compound having a known acaricidal activity. [0002] The development of biocides for controlling agricultural and horticultural pests, forest pests, livestock pests and sanitary pests has been widely promoted at present.
A wide variety of drugs are in practical use. However,
Conventional acaricides lack the balance of lethal efficacy, fast-acting properties, residual efficacy, systemic transferability, etc., and even if they have good acaricidal activity, they are toxic to humans or fish and shellfish, or useful insects and natural enemies. It is hard to say that the safety against such factors is always satisfactory. In particular, recently, there is a demand for establishment of a control technique for resistant pests whose sensitivity to various drugs has been reduced due to long-term use, and development of drugs for reducing the amount of drug dropped and reducing the cost. [0003] In view of the above situation, the present inventors have studied various effective uses of compound A, which is effective as an acaricide, and have studied various existing acaricide-active compounds. We conducted diligent research on the combination with. As a result, the composition obtained by combining the compound A with a compound selected from the compounds having a known acaricidal activity has an unpredictable superior acaricidal activity as compared with the case where each compound is used alone. The present invention was found to be effective, and the present invention was completed. That is, the present invention relates to compound A and tertiary butyl-4-[(1,3-dimethyl-5-
Phenoxypyrazol-4-yl) methyleneiminooxymethyl] benzoate (hereinafter referred to as compound 1), 2-
Tertiary butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one (hereinafter referred to as compound 2), N- (4-tert-butylbenzyl) -4-chloro-3 -Ethyl-1-methyl-5-pyrazolecarboxamide (hereinafter referred to as compound 3), 5-chloro-N- {2,3-dimethyl-4- (2
-Ethoxyethyl) phenoxyethyl {-6-ethyl-
4-pyrimidineamine (hereinafter, referred to as compound 4), 2-
(Acetyloxy) -3-dodecyl-1,4-naphthalenedione (hereinafter referred to as compound 5), dimethyl-2,2-
Dichlorovinyl phosphate (hereinafter referred to as compound 6),
Hexakis (β, β-dimethylphenethyl) distannoxane (hereinafter referred to as Compound 7), isopropyl 4,4-dibromobenzylate (hereinafter referred to as Compound 8), 1,1-
Bis (chlorophenyl) -2,2,2-trichloroethanol (hereinafter referred to as compound 9), ethyl 4,4-dichlorobenzylate (hereinafter referred to as compound 10), 2- (4-tert-butylphenoxy) cyclohexylprovinyl Sulfite (hereinafter referred to as compound 11), 2,4,5
4'-tetrachlorodiphenyl sulfone (hereinafter referred to as Compound 1
2), parachlorophenylparachlorobenzenesulfonate (hereinafter referred to as compound 13), and 1,5-bis (2,4-dimethylphenyl) -3-methyl-1,
A composite acaricide composition comprising as an active ingredient at least one known acaricidal compound selected from 3,5-triazapenta-1,4-diene (hereinafter referred to as compound 14). Things. [0005] In the composition of the present invention, Compound A has already been filed by the present applicant and has been published in PCT International Application Publication WO092 /
No. 5599. Compound 1 is disclosed in JP-A-63-183564, compound 2 is disclosed in JP-A-60-4173, and compound 3 is disclosed in JP-A-64-4173.
No. 25763, compound 4 is described in JP-A-62-67, compound 5 is described in JP-A-52-48648, and compound (6-14) is described in The pesticidem.
annual ninth edition 1991 (The British
crop protection countil). [0006] The composition of the present invention was unexpectedly found to have a synergistic effect in which the sum of the acaricidal efficacy was clearly larger than that in the case of application of each agent alone, as shown in the test examples described later. did. In particular, it shows an acaricidal effect at lower concentration than that of the spider mites, which are parasitic on agricultural and horticultural crops (eg, vegetables, fruit trees, and trees), and has excellent fast-acting and residual effects. Was. [0007] The composition of the present invention can be applied as an agent for controlling a variety of mites that cause harm on a wide range of agricultural and horticultural crops and / or epidemics. Specific examples thereof include the spider mite (Tetranychus urticae) and the Kanzawa spider mite (Tetranychus Kanzawa).
i) Apple spider mite (Panonychus ulm)
i) Citrus red mite (Panonychus citr)
i), citrus red mite (Aculops peleka)
ssi), Chinese mite (Calacaruscar)
inatus), Chinese rust mite (Acaphyl)
la theae), apple rust mite (Aculus)
schlechtendali), pear mite (Ep)
itrimerus pyri)
yrophagus putrescentiae),
Dermatophagoides
farinae) and Haemap
hysalis longicornis) and Haemaphysalis mitesh
imaensis). In the composition of the present invention, the compound A and the compounds (1 to 14) having a known acaricidal activity can be used as they are, but they are usually used in various inert liquid, solid or gaseous carriers. The active compound of the present invention is retained and, if necessary, auxiliaries such as surfactants, dispersants, fixing agents, wetting agents, propellants, and stabilizers are added, and powders, granules, emulsions, oils, It is convenient to use it in the form of a formulation such as a wettable powder, a sol, a flowable, an aerosol, a coating, a fumigant, a smoker and an ULV. Examples of the liquid carrier include water, aromatic hydrocarbons such as xylene, toluene, benzene and dimethylnaphthalene; chlorinated hydrocarbons such as chlorobenzene, chloromethylene, chloroethylene and carbon tetrachloride. Aliphatic or alicyclic hydrocarbons, such as benzene, cyclohexane, hexane, etc .; alcohols,
For example, ethanol, propanol, butanol and the like; ketones such as acetone, methyl ethyl ketone, cyclohexanone and the like can be mentioned. Examples of the solid carrier include natural mineral powders such as bentonite, talc, clay, kaolin, montmorillonite, diatomaceous earth and calcium carbonate; and synthetic mineral powders such as alumina and silicate. Examples of the surfactant include alkyl sulfates, alkyl sulfonates, polyoxyethylene glycol ethers, polyoxyethylene glycol esters, polyhydric alcohol esters, and the like. Examples of the fixing agent and the dispersing agent include casein, gelatin, arabic gum, alginic acid, lignin, bentonite, polyvinyl alcohol and the like. As the stabilizer, for example, PAP (isopropyl phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), TCP (tricresyl phosphate), vegetable oil, mineral oil, surfactant , Fatty acids or esters thereof. [0014] Examples of the propellant include liquefied petroleum gas, dimethyl ether, fluorocarbon and the like. The mixing ratio of the compound A and the known acaricidal compounds (1 to 14) in the composition of the present invention is not strictly limited, but may vary widely depending on the kind, dosage form, application and the like. Can be changed over, but usually
It is suitable to use the latter in an amount of 0.01 to 30 parts by weight, preferably 0.1 to 20 parts by weight, based on 1 part by weight of the former. The total content can generally range from 0.01 to 90% by weight, preferably from 0.1 to 80% by weight. The effective application rate of the composition of the present invention may vary depending on the form of the preparation, the timing of application, the place of application, the method of application, the type of pest, the degree of damage, and the like.
About 0.1 to 1000 as the total amount of the active ingredient per 0 ares
g, preferably in the range of 5 g to 500 g. The composition of the present invention can be applied to a pest or a place where the pest inhabits, for example, directly or by using a device, by spraying, spraying, dusting, dusting, fumigation and the like. Further, the composition of the present invention includes other insecticides, nematicides, acaricides, fungicides, herbicides, plant growth regulators, synergists, fertilizers, soil conditioners, animal feeds, and the like. It can be further compounded or can be used together without compounding. EXAMPLES Next, the composition of the present invention will be described more specifically with reference to Formulation Examples and Test Examples, but the present invention is not limited to these Examples. In the preparation examples, “parts” means “parts by weight”. Formulation Example 1 Dust 1 part of Compound A, 3 parts of Compound 10, and 96 parts of an even mixture of diatomaceous earth and clay are uniformly mixed and pulverized to obtain a dust. At the time of use, the above-mentioned powder can be directly sprayed on plants with a powdering machine at 1 to 5 kg per 10 ares. Formulation Example 2: 2 parts of granular compound A, 3 parts of compound 9, 40 parts of bentonite,
50 parts of clay and 5 parts of lignin sulfonate are uniformly mixed and pulverized, kneaded by adding water, and then granulated and dried to obtain granules. In use, the above granules can be directly sprayed on plants with a granulator at 1 to 5 kg per 10 ares. Formulation Example 3: A wettable powder is obtained by uniformly mixing and pulverizing 10 parts of wettable powder compound A, 20 parts of compound 7, 5 parts of higher alcohol sulfate, and 65 parts of clay with a jet air mill. When used, the above wettable powder can be diluted 500-3000 times and sprayed at 100-600 liters per 10 ares. Formulation Example 4: Wettable powder 10 parts of compound A, 10 parts of compound 1, 5 parts of polyoxyethylene styrylphenyl ether sulfate, and 75 parts of clay are uniformly mixed and pulverized with a jet air mill to obtain a wettable powder. . When used, add the above wettable powder to 500-30
It can be diluted 100 times and sprayed at 100 to 600 liters per 10 ares. Formulation Example 5 Emulsion 5 parts of Compound A, 10 parts of Compound 2, 8 parts of polyoxyethylene alkylaryl ether, 5 parts of dinaphthylmethanedisulfonate and 72 parts of xylol are uniformly mixed to obtain an emulsion. When used, the above emulsion is used in an amount of 1000 to 500
It can be diluted 0 times and sprayed at 100 to 600 liters per 10 ares. Formulation Example 6 Emulsion 10 parts of Compound A, 10 parts of Compound 3, 7 parts of polyoxyethylene styryl phenyl ether, 3 parts of alkyl allyl sulfonate and 70 parts of xylol are uniformly mixed to obtain an emulsion. When used, the above emulsion is used in an amount of 1,000 to 5,000.
It can be diluted by a factor of 1 to spray 100 to 600 liters per 10 ares. Formulation Example 7: 5 parts of a flowable agent polyoxyethylene styryl phenyl ether sulfate salt, 20 parts of a 1% xanthan gum aqueous solution, 3 parts of a smectite-based mineral substance and 52 parts of water are uniformly dissolved, and 10 parts of compound A and 2 parts of compound 2 are dissolved. After adding 10 parts and stirring well, wet pulverization is performed with a sand mill to obtain a flowable agent. When used, the above-mentioned flowable agent is diluted 1000-5000 times and sprayed at 100-600 liters per 10 ares. Test Example 1: Oxidation test of spider mite Spider mite eggs (3 to 4 day old eggs) were applied to leaf pieces of Cryptomeria japonica, which was obtained according to Formulation Example 5 above, to a predetermined effect. 6 ml of the sample solution diluted to the component amount was sprayed. Four days after the chemical treatment, the hatching of the eggs was investigated, and the ovicidal rate was determined. The theoretical ovulation rate (%) and the synergistic effect index (%) were calculated by the following equations. ## EQU1 ## Theoretical Egg Kill Rate (%) = A + ｛(100−A) ×
B} / 100 Synergy index (%) = {Egg kill rate (%) / Theoretical value egg kill rate (%)} × 100 where A is the egg kill rate (%) of compound A, and B is the compound (1 to 1)
The ovicidal rate (%) of each of 14) is shown. Table 1 shows the results.
6 is shown. [Table 1] [Table 2] [Table 3] [Table 4] [Table 5] [Table 6] Test Example 2: Egg killing test of resistant Kanzawa spider mite Emulsion obtained according to Formulation Example 5 described above on leaf pieces of Cryptomeria japonica produced from resistant Kanzawa spider mite eggs (3-4 day old eggs) 6m of the reagent solution diluted with the specified amount of the active ingredient
1 was sprayed. Four days after the chemical treatment, the hatching of the eggs was investigated, and the ovicidal rate was determined. The theoretical ovulation rate (%) and the synergistic effect index (%) were calculated by the following equations. ## EQU2 ## Theoretical Egg Kill Rate (%) = A + ｛(100−A) ×
B / 100 Synergy index (%) = {Egg kill rate (%) / Theoretical value egg kill rate (%)} × 100 where A is the egg kill rate of compound A (%), and B is the compound (1 to 1)
The ovicidal rate (%) of each of 14) is shown. Table 7-
FIG. [Table 7] [Table 8] [Table 9] [Table 10] [Table 11] [Table 12] The composition of the present invention has a low dose that cannot be sufficiently controlled by each compound alone, and has a high controlling effect on pests of the order Acarina, as is clear from the above-mentioned test examples.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-2-85268 (JP, A) WO 93/22297 (WO, A1) WO 93/25079 (WO, A1) (58) Fields surveyed ( Int.Cl. ⁷ , DB name) A01N 43/76 CA (STN) REGISTRY (STN)

Claims (1)

(57) [Claim 1] 2- (2,6-difluorophenyl)-
It is characterized by containing 4- (2-ethoxy-4-tert-butylphenyl) -2-oxazoline and at least one of the following compounds (1) to (14) having a known acaricidal activity as active ingredients. A composite acaricide composition. (1) tert-butyl-4-[(1,3-dimethyl-5-phenoxypyrazol-4-yl) methyleneiminooxymethyl] benzoate (2) 2-tert-butyl-5- (4-tert-butylbenzyl) Thio) -4-chloropyridazine-3
(2H) -one (3) N- (4-tert-butylbenzyl) -4-
Chloro-3-ethyl-1-methyl-5-pyrazolecarboxamide (4) 5-chloro-N- {2,3-dimethyl-4- (2
-Ethoxyethyl) phenoxyethyl {-6-ethyl-
4-pyrimidineamine (5) 2- (acetyloxy) -3-dodecyl-1,4
-Naphthalenedione (6) dimethyl-2,2-dichlorovinyl phosphate (7) hexakis (β, β-dimethylphenethyl) distannoxane (8) isopropyl 4,4-dibromobenzylate (9) 1,1-bis ( Chlorphenyl) -2,2,2-
Trichloroethanol (10) ethyl 4,4-dichlorobenzylate (11) 2- (4-tert-butylphenoxy) cyclohexylprovinylsulfite (12) 2,4,5,4'-tetrachlorodiphenylsulfone (13) ) Parachlorophenyl parachlorobenzenesulfonate (14) 1,5-bis (2,4-dimethylphenyl)-
3-methyl-1,3,5-triazapenta-1,4-diene