JP2002080311A - Insect pest control agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an excellent insect pest control agent composition and to provide a method for controlling insect pests. SOLUTION: This insect pest control agent composition contains 4- phenoxyphenyl 2-(2-pyridyloxy)propyl ether and 2-tert-butyl-5-(4-tert- butylbenzylthio)-4-chloropyridazin-3(2H)-one as active ingredients, and the method for controlling insect pests is characterized by treating an insect pest-living plate with 4-phenoxyphenyl 2-(2-pyridyloxy)propyl ether and 2-tert-butyl-5-(4-tert- butylbenzylthio)-4-chloropyridazin-3(2H)-one.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a pesticidal composition.

[0002]

2. Description of the Related Art
It is known that phenoxyphenyl 2- (2-pyridyloxy) propyl ether has an insecticidal activity (JP-A-60-215671). Also, 2-tert
-Butyl-5- (4-tert-butylbenzylthio) -4
It is also known that -chloropyridazin-3 (2H) -one has insecticidal activity (JP-A-60-4173). However, since the insecticidal activity of these compounds may not always be sufficient, development of a more excellent insect control agent is desired.

[0003]

The inventor of the present invention has made intensive studies in such a situation, and as a result, the expression (1)

Embedded image 4-phenoxyphenyl 2- (2-pyridyloxy) propyl ether represented by the formula:

Embedded image 2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazine-3 (2H)-
Pest control composition containing ON as an active ingredient,
When each compound is used alone, it can effectively control pest species with insufficient control effect, and can exhibit a synergistic synergistic effect to reduce the amount of treatment of each compound. And found the present invention.

That is, the present invention relates to 4-phenoxyphenyl 2- (2-pyridyloxy) propyl ether (hereinafter, referred to as compound A) represented by the formula (1) and 2-tert-type represented by the formula (2). Pest control composition containing butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one (hereinafter referred to as compound B) as an active ingredient (hereinafter referred to as the present invention). And 4-phenoxyphenyl 2- (2-pyridyloxy) propyl ether and 2-tert-butyl-.
A method for controlling pests, comprising treating 5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one with a place where the pests live (hereinafter referred to as the pest control method of the present invention). .)I will provide a.

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION Compound A constituting the composition of the present invention
Is a compound (generic name: pyriproxyfen) described in Japanese Patent Publication No. 5-64140, which can be produced according to the description in the publication, and a commercially available product can also be used. Compound B is a compound (generic name: pyridaben) described in JP-A-60-4173, and can be produced according to the description of the publication, and a commercially available product can also be used.

Examples of the pests to which the composition of the present invention has a controlling effect include the following arthropods and nematodes such as insects and mites.

[0007] Hemiptera pests: Brown planthopper (Laodelphax)
striatellus, brown planthopper (Nilaparvata luge)
ns), planthoppers such as white-tailed planthopper (Sogatella furcifera), and leafhopper (Nephotettix cincticep)
s), Leafhopper (Nephotettix viresc)
ens) and leafhoppers such as cotton aphids (Aphis gossyp
ii), peach aphid (Myzus persicae), citrus aphid (Aphis citricola), radish aphid (Lipaphis pserudobrassicae), Nasipolmio aphid (Nippolachnus piri), citrus aphid (Toxoptera aurantii), citrus aphid ), Aphids, Nezara antennata, Coleus punctiger, Riptort
us clavetus), a green stink bug (Plautia sta)
li) and other stink bugs and whiteflies (Trialeurod
es vaporariorum), whitefly (Bemisia tab)
aci), Silverleaf whitefly (Bemisia argentif)
olii) and other whiteflies;
diella aurantii), San Jose scale insect (Comsto)
ckaspis perniciosa), citrus snow scale (Una
spis citri, Pseudaulacasp
is pentagona), Olive Insect (Saisset)
ia oleae), Tangerine scale insect (Lepidosaphe)
s beckii), Ruby beetle (Ceroplastes ruben)
s), scale insects such as Icerya purchasi, hornworms, lice and the like.

[0008] Lepidopteran pests: Chilo suppres
salis), Cleoptera (Cnaphalocrocis medinali)
s), European Corn Borer (Ostrinia nubilal)
is), Parapediasia teterrella, Notarcha derogata, Plodia interpunctella and the like, Spodoptera litura, Pseudaleti
a separata), armyworms (Mamestra brassicae), tamanayaga (Agrotis ipsilon), trichoplastia, heliotis, helicoverpa, etc., white butterflies such as cabbage butterfly (Pierisrapae), adoxophyes, Grapholita molesta
Coleoptera, such as codling moth (Cydia pomonella), Singing moths, such as peach moth (Carposina niponensis), Leaf moths, such as genus Rionetia, Ligustria, e.g.
Laxylostella, etc., Stag beetles (Pectinop)
higa gossypiella), squirrels such as Hyphantria cunea, and iga (Tinea)
translucens), Hiroga moth (Tineola bisselliella), etc.

Diptera pests: Culex pipiens
pallens), Culex tritaeniorhy (Culex tritaeniorhy)
house mosquitoes such as nchus), (Aedes aegypti), (Aedes
albopictus, etc. (Anopheles sinensi)
s), Anopheles, midges, housefly (Musca)
domestica), Housefly (Muscina stabulans)
House flies, blowflies, flies, flies, flies (Deliaplatura), onions (Deli)
a flies, fruit flies, Drosophila, Drosophila, blackflies, flies, flies,
Leaf fly, etc.

Coleoptera insects: Western corn worm (Diabrotica virgifera virgifera), Southern corn root worm (Diabrotica undecimpunctata howar)
di) and other corn rootworms,
omala cuprea), turtle (Anomala rufocuprea)
Beetles such as Sitophiluszeam
ais), rice water weevil (Lissorhoptrus oryzophilu)
s), Alfalfa weevil (Hypera pastic)
a), Adzuki beetle (Callosobruchuys chienensis)
Weevil, etc., Tenebrion beetle (Tene
brio molitor, Tridium (Tribolium cast)
aneum) and other beetles, Aulicophor
a femoralis), Phyllotreta stri
olata), Colorado potato beetle (Leptinotarsa decemlineat)
a) etc., epilacunas such as Epilachna vigintioctopunctata, leaf beetles such as Eleachna vigintioctopunctata, leaf beetles, long-spotted beetles, longhorn beetles, and a paddy beetle
scipes) etc.

Cockroach pests: German cockroaches (Blat
tella germanica), black cockroach (Periplaneta ful)
iginosa), American cockroach (Periplaneta american)
a), a brown cockroach (Periplaneta brunnea), a brown cockroach (Blatta orientalis) and the like. Thrips pests: Thrips palmi,
Thrips (Thrips tabaci), Thrips (Thrips hawaiiensis), and Thrips (Thrips tabaci)
cirtothrips dorsalis, Thrips thrips (Fra)
nkliniella intonsa), Thrips palmi (Thra
nkliniella occidentalis, Thrips palmi
nticulothrips diospyrosi) and the like. Hymenoptera pests: ants, wasps, stag bees, and wasps such as Japanese wasps (Athalia japonica).

Orthoptera pests: Kera, grasshoppers and the like. Laminaria pests: cat flea (Ctenocephalides felis), dog flea (Ctenocephalides canis), and human flea (Pulex i
rritans). Louse pests: White lice (Pediculus humanus co)
rporis), psyllium (Phthirus pubis) and the like. Termite pests: Reticulitermes sp.
eratus), House termite (Coptotermes formosanus)
etc.

Acarid pests: Tetranychus u
rticae), Tetranychus kanzawa
i), mandarin mites (Panonychus citri), apple spider mites (Panonychus ulmi), spider mites such as Oligonicus spp. Species, red spider mites, Haemaphysalis japonica, red mite (Haema)
physalis flava) and Haemaphysalis
longicornis) and Boophils microplu
s), Tick (Ixodes ovatus), Schulz tick
Ticks such as (Ixodes persulcatus), mites such as Tyrophagusputrescentiae; Dermatophagoides farinae;
eyletus malaccensis), Southern red mite (Cheyletus m
oorei), mites, mites and the like.

Nematodes: Southern nematode (Prat)
ylenchus coffeae), Kitanagusa nematode (Praty)
lenchus fallax), Pranetle
nchus loosi, walnut nematode (Pratylen)
chus vulnus, soy cyst nematode (Heterodera)
glycines), potato cyst nematode (Globoder)
a rostochiensis), Kitaneko nematode (Meloidog)
yne hapla), Sweet potato nematode (Meloidog)
yne incognita).

In the composition of the present invention, the mixing ratio of the compound A and the compound B is usually 30: 1 to 1:50, preferably 5: 1 to 1: 5, more preferably 4: 1 by weight. : 1 to 1: 2.

The composition of the present invention may be a mixture of compound A and compound B itself, but is usually further a solid carrier, liquid carrier, gaseous carrier and / or bait (poison bait base).
And the like, and, if necessary, adding a surfactant and other auxiliaries for preparation, and oils, emulsions, flowables, granules, powders, aerosols, aerosols, smokers, poison baits, microcapsules, ULV Preparations, spot-on preparations, pour-on preparations,
It is formulated into shampoo formulations, sheet formulations, resin formulations and the like. These preparations generally contain compound A and compound B in a total amount of 0.01 to 95% by weight.

Examples of the solid carrier used in the formulation include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, bentonite, fubasami clay, acid clay, etc.), talc, ceramics, and other inorganic minerals (sericite, Quartz, sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, phosphorous ammonium, ammonium nitrate, urea, salt ammonium, etc.)
Examples of the liquid carrier include water, alcohols (methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, etc.), and the like.
Aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, kerosene, light oil, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile) , Isobutyronitrile, etc.), ethers (diisopropyl ether, dioxane, etc.), acid amides (N, N-dimethylformamide, N, N-dimethylacetamide, etc.), halogenated hydrocarbons (dichloromethane, trichloroethane, tetrachloride) Carbon), dimethyl sulfoxide and vegetable oils (soy oil, cottonseed oil, etc.). Examples of the gaseous carrier include fluorocarbon, butane gas, LPG (liquefied petroleum gas), dimethyl ether, and carbon dioxide gas.

Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylenates thereof, polyethylene glycol ethers, polyhydric alcohol esters, and sugar alcohols. Derivatives. Other adjuvants for preparation include fixing agents, dispersants and stabilizers, specifically, for example, casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, sugars, Synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids, etc.),
PAP (isopropyl acid phosphate), BHT (2,6-
Di-tert-butyl-4-methylphenol), BHA
(2-tert-butyl-4-methoxyphenol and 3-te
a mixture with rt-butyl-4-methoxyphenol), vegetable oils, mineral oils, fatty acids and fatty acid esters.

Examples of the bait bait include bait ingredients such as cereal flour, vegetable oil, sugar and crystalline cellulose; antioxidants such as dibutylhydroxytoluene and nordihydroguaiaretic acid; preservatives such as dehydroacetic acid; and pepper powder. And a pest-inducing flavor such as a cheese flavor, an onion flavor, and a peanut oil.

The composition of the present invention can be prepared by mixing a compound prepared with compound A and a compound prepared with compound B depending on the form of preparation, or can be mixed at the time of application.

Further, in the pest control method of the present invention,
Usually performed by applying the composition of the present invention,
Compound A or a preparation thereof, and compound B or a preparation thereof,
It is also possible to apply at the same time without prior mixing. In that case, the ratio of the compound A to the compound B used is usually 30: 1 to 1:50, preferably 5: 1 to 1: 5, more preferably 4: 1 to 1 by weight.
1: 2 ratio.

When the composition of the present invention is applied as an agent for controlling agricultural and forestry pests, the application amount is usually 0.1 to 1000 g in total of compound A and compound B per 1000 m ² . Emulsions, wettable powders, flowables and the like are usually applied after being diluted with water so that the active ingredient concentration becomes 10 to 10000 ppm, and granules and powders are usually applied as they are. These preparations may be applied directly to plants such as crops to be protected from pests, or by treating these preparations with soil, pests living in soil can be controlled. Further, a sheet-like or string-like preparation of the composition of the present invention is directly wound around a plant, or placed near a plant,
Alternatively, it can be applied by a method such as laying it on the soil surface of the plant.

When the composition of the present invention is used as a pest control agent for epidemic control, the emulsion, wettable powder, flowable and the like are usually diluted with water so that the active ingredient concentration becomes 0.01 to 10000 ppm. Apply oils, aerosols, smokers, bait etc. as it is.

One of the uses of the composition of the present invention is as follows:
Control of ectoparasites of domestic animals such as sheep, goats and chickens, and small animals such as dogs, cats, rats and mice can be performed. In this case, the ectoparasites can be administered to animals by a method known in veterinary medicine. Specific administration methods include systemic suppression (sy
For the purpose of stemic control), for example, tablets,
It is administered by feed mixing, suppository, injection (intramuscular, subcutaneous, intravenous, intraperitoneal, etc.), etc.
Ontrol), for example, by spraying an oil or aqueous solution, performing a pour-on or spot-on treatment, washing the animal with a shampoo formulation, or attaching the resin formulation to the animal as a collar or ear tag Used. When administered to an animal body, the amount of the composition of the present invention is generally in the range of 0.1 to 1000 mg in terms of the total amount of compound A and compound B per 1 kg of animal.

These application rates and application concentrations differ depending on the type of preparation, application time, application place, application method, type of pest, degree of damage, etc., and can be increased or decreased without being affected by the above range. Can be selected as appropriate.

The composition of the present invention may contain other insecticides, nematicides,
Miticides, fungicides, herbicides, plant growth regulators, synergists,
It can also be used with fertilizers, soil conditioners, animal feeds, and the like.

Examples of such insecticides, acaricides, nematicides include permethrin, cypermethrin, fenvalerate, esfenvalerate, fenproprasulin, bifenthrin, deltamethrin, fluvalinate, flucitrinate, arelesulin, d -Aresulin,
Praletrin, cyphenothrin, phenothrin, resmethrin, tefluthrin, empentrin, acrinatrine, cyhalothrin, cyfluthrin, etofenprox, halfenprox, silafluofen, tralomethrin, cycloprothrin, esbioslin, transfluthrin, terarethrin, imiprotrin, 1
-Ethynyl-2-fluoro-2-pentenyl 3- (2,
Pyrethroid compounds such as 2-dichlorovinyl) -2,2-dimethylcyclopropanecarboxylate;

Cyanophos, phenthion, fenitrothion, parathion, methyl parathion, pyrimiphosmethyl, diazinon, isoxathion, pyridafenthion, chlorpyrifos, chlorpyrifosmethyl, oxydeprofos, bamidion, malathion, fentoate, dimethoate, thiomethone, dismethione, fosathione, fosathione, fosathione, fosathione, fosathione. Sulprofos, profenophos, azinphos-methyl, pyraclofos, salicion, tetrachlorvinphos, dichlorvos, monocrotophos, naled, dimethylvinphos,
Organic phosphorus compounds such as propaphos, acephate, methamidophos, and ethion;

Carbamates such as carbaryl, metolcarb, isoprocarb, fenobcarb, propoxur, XMC, ethiophencarb, bendiocarb, pirimicarb, carbosulfan, carbofuran, benflacarb, fratiothiocarb, mesomil, thiodicarb, oxamil, alanibcarb, methoxadiazon, phenothiocarb and the like.

Nitroimino imidazolidine derivative, N-
[(6-Chloro-3-pyridylmethyl) -N-ethyl-
Nitro vinylidene diamine derivative such as N'- methyl-2-nitro vinylidene diamine, nitroguanidine derivatives, N ¹ - [(6- chloro-3-pyridyl) methyl] -
Cyanoacetamidine derivatives such as N ² -cyano-N ¹ -methylacetamidine; cyanoiminothiazolidine derivatives such as 1- (2-chloro-5-pyridylmethyl) -2-cyanoiminothiazoline; 3-[(2-chloro Neonicotinoids such as nitroiminotetrahydro-1,3,5-oxadiazine derivatives such as -5-thiazolyl) methyl] -5-methyl-4-nitroiminotetrahydro-1,3,5-oxadiazine;

Nereistoxin derivatives such as cartap, bensultap and thiocyclam; chlorinated hydrocarbon compounds such as benzoepine, dicophor and tetradiphone; formamidine derivatives such as amitraz and chlordimeform; phenylpyrazole derivatives such as ethiprole; diflubenzuron, teflubenzuron, chlorflurune Azulone, flufenoxuron, triflumuron, hexaflumuron, lufenuron, benzoylphenylurea compounds such as novalron, triazine derivatives such as cyromazine, thiadiazine derivatives such as buprofezin, mesoprene, hydroprene, phenoxycarb, juvenoid compounds such as diphenolane, tebufenozide , Methoxyfenozide, halofenozide, chromafenozide, chlorfenapyr,
Phenisobromolate, quinomethionate, propargite, fenbutatin oxide, hexthiazox, ethoxazole, clofentezine, fenpyroximate,
Tebufenpyrad, pyrimidifen, polynactin complex, milbemectin, avermectin, ivermectin, azadirachtin and the like.

[0032]

EXAMPLES The present invention is described below by way of formulation examples and test examples.
As will be described in more detail, the present invention is not limited to these examples.

Formulation Example 1 Emulsion An emulsion is obtained by uniformly mixing 15 parts of Compound A, 5 parts of Compound B, 8 parts of polyoxyethylene alkylaryl ether, 2 parts of sodium alkylarylsulfonate and 70 parts of xylene. Formulation Example 2 wettable powder 10 parts of compound A, 5 parts of compound B, 3 parts of sodium alkylbenzenesulfonate, 3 parts of ligninsulfonate and 79 parts of diatomaceous earth are uniformly mixed and pulverized with a jet air mill to obtain a wettable powder. .

Formulation Example 3 Dust A powder is obtained by uniformly mixing and pulverizing 1 part of Compound A, 3 parts of Compound B, 46 parts of talc and 50 parts of clay. Formulation Example 4 Flowable agent 5 parts of polyoxyethylene styryl phenyl ether sulfate salt, 20 parts of 1% aqueous solution of xanthan gum, 3 parts of smectite mineral and 57 parts of water are uniformly dissolved, and 5 parts of compound A and 10 parts of compound B are added and stirred well. After that, the mixture is wet-pulverized with a sand mill to obtain a flowable agent.

Formulation Example 5 Microcapsules 5 parts of Compound A, 5 parts of Compound B, 10 parts of phenylxylylethane and 0.5 part of Sumidur L-75 (Tolylene diisocyanate manufactured by Sumitomo Bayer Urethane Co., Ltd.) are mixed, It is added to 20 parts of a 10% aqueous solution of gum arabic and stirred with a homomixer to obtain an emulsion having an average particle size of 20 μm. Next, add ethylene glycol 2
Then, the mixture is further reacted in a hot bath at 60 ° C. for 24 hours to obtain a microcapsule slurry. On the other hand, 0.2 part of Xanthan gum and 1.0 part of Vegum R (aluminum magnesium silicate manufactured by Sanyo Chemical Co., Ltd.)
Disperse in 6.3 parts to obtain a thickener solution. 42.5 parts of the above microcapsule slurry and 57.5 thickener solution
Parts to obtain 10% microcapsules.

Formulation Example 6 Oil Solution 0.1 part of Compound A and 0.5 part of Compound B are dissolved in 5 parts of xylene and 5 parts of trichloroethane, and this is deodorized kerosene 8
Mix 9.4 parts to obtain an oil. Formulation Example 7 Poison bait Compound A 5 mg, Compound B 5 mg in acetone 0.5 ml
This solution is uniformly mixed with 5 g of a solid feed powder for animals (solid feed powder for breeding and breeding, CE-2: manufactured by Nippon Clea Co., Ltd.), and acetone is air-dried to obtain a poison bait.

Formulation Example 8 Resin Agent 1 part of Compound A and 1 part of Compound B are mixed with 98 parts of a polyethylene resin (Sumikacene: manufactured by Sumitomo Chemical Co., Ltd.) using a pressure kneader and then pelletized. The pellets are heated at 160 ° C. to 1
Extruded at 80 ° C to obtain a 0.1 mm thick film-like resin agent. Formulation Example 9 Heating Smoke Agent 50 mg of Compound A and 50 mg of Compound B are dissolved in appropriate amounts of acetone, and impregnated into a 4.0 cm x 4.0 cm, 1.2 cm thick porous ceramic plate to obtain a heating smoker.

Next, test examples show that the composition of the present invention is useful as an active ingredient of a pesticide.

Test Example 1: Insecticidal test against silver leaf whitefly (Bemisia argentifolii) Emulsion of compound A (trade name Rano emulsion: manufactured by Sumitomo Chemical Co., Ltd.) in water at a predetermined concentration, and compound B flowable (trade name) Sunmite flowable: manufactured by Nissan Chemical Industries, Ltd.) A water diluent having a predetermined concentration and a diluent obtained by adding a flowable agent of compound B to a water diluent having a predetermined concentration of an emulsion of compound A so as to have a predetermined concentration. Adhesive (new renault:
(Manufactured by Nippon Agrochemical Co., Ltd.) was added so that the addition amount of the spreading agent was 1/3000 by volume to prepare a test spray liquid. Cabbage seedlings planted in 3 oz plastic cups were placed in a net cage in which a large number of silver leaf whiteflies inhabit for 24 hours, and the cabbage seedlings were infested with silver leaf whiteflies. Here, each of the test spray liquids was sprayed on the cabbage seedlings using a spray gun. Immediately before and 9 days after the treatment, the number of surviving silver leaf whiteflies on the cabbage seedlings (total number of adults and larvae) was examined. Table 1 shows the test results.

[0040]

[Table 1]

[0041]

The composition of the present invention has an excellent pest control effect.

Claims (3)

[Claims] (1) 4-phenoxyphenyl 2- (2-pyridyloxy) propyl ether and 2-tert-butyl-
A pesticidal composition comprising 5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one as an active ingredient. (2) 4-phenoxyphenyl 2- (2-pyridyloxy) propyl ether and 2-tert-butyl-
The weight ratio with 5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one is 30: 1 to 1
The pest control composition according to claim 1, wherein the ratio is in the range of 1:50. 3. A mixture of 4-phenoxyphenyl 2- (2-pyridyloxy) propyl ether and 2-tert-butyl-
A method for controlling pests, which comprises treating 5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one with a place where the pests live.