JP2015160813A - Pest control agent composition and method for controlling pest - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a pest control agent composition for controlling undesirable pests.SOLUTION: There is provided a pest control agent composition which comprises a [component A] selected from a compound group A consisting of an alkyl phenyl sulfide derivative represented by the following formula and an agriculturally acceptable salt thereof and a [component B] selected from the following compound group B. [Compound group A] (wherein, n represents an integer of 0 to 2; Rand Rrepresent a halogen atom and an alkyl group having 1 to 6 carbon atoms; Rrepresents a phenyl group which may be substituted, an alkyl group having 1 to 6 carbon atoms substituted with a haloalkylthio group or a pyridyl group which may be substituted or the like.) [Compound group B] Fenothiocarb, Chlorfenapyr, Pyridaben, Tebufenpyrad or the like.

Description

  The present invention relates to a novel pest control composition comprising an agricultural and horticulturally useful pest control active ingredient suitable for selective control of pests against useful plants. The present invention also relates to a method for controlling pests on useful plants and the use of a novel pest control composition therefor.

  The alkylphenyl sulfide derivative represented by the following formula [I], which is [Component A] contained in the pesticidal composition of the present invention, is described in Patent Documents 1 and 2. Moreover, the compound of the postscript [component B] contained in the pesticidal composition of this invention is described in the nonpatent literatures 1-7.

  On the other hand, a wide variety of pesticides have been put into practical use over many years of research and development, and these pesticides have contributed to the improvement of the productivity of agricultural and horticultural crops. However, even today, there is a demand for the development of a pest control agent having safer and superior pest control activity.

  Furthermore, conventionally, pest control agents used against pests have been reduced by being applied to pests, useful plants or useful crops, or to the soil or the vicinity where useful plants, useful crops, etc. are vegetated. It is desirable that the drug has a sufficient control effect on a wide range of pests and can maintain the effect for a certain period of time.

  In addition, in the use of conventional pest control agents, temperature conditions, weather conditions such as wind and light, soil conditions such as soil properties and soil organic matter content, conditions for applying chemicals such as heterogeneous and overdose application of pest control agents, etc. Although it is known that phytotoxicity may occur in crops due to various factors, pesticides with high safety that do not have to worry about causing phytotoxicity in crops under such conditions are also desired. Yes.

WO2013 / 111864 specification WO2013 / 157229 specification

Pesticide Manual 13th Edition (2003 BCPC) Shibuya Index 10th Edition, 11th Edition (SHIBUYA INDEX 10th Edition, 11th Edition, Publisher: SHIBUYA INDEX Study Group) Ag Chem New Compound Review 2006 Ag Chem New Compound Review 2009 Ag Chem New Compound Review 2010 Pesticide Manual 15th Edition (2010 BCPC) Ag Chem New Compound Review 2013

  The present invention has been made in view of the above problems, and its main purpose is to maintain high safety for useful crops or useful plants, and to maintain an undesired pest in cultivation. It is an object of the present invention to provide a pest control agent that has a control effect, has a low dose, and has a wide range of control effects.

  That is, the present inventors have conducted extensive research to achieve the above object, and as a result, from the specific alkylphenyl sulfide derivative represented by any of the following formulas [I] to [VI] and salts thereof: By combining components selected from the group consisting of components selected from known pest control agents, the pest control spectrum is expanded compared to the pest control effect of each single agent, and at the same time harmful The present inventors have found that the biological control effect is achieved early, the control effect is sustained, and further, a sufficient effect is exhibited at a dose lower than the dose of each used alone, and the safety is high.

  Furthermore, the present inventors have found that the combined use of two or more components not only provides each pest control effect in an additive manner, but also exhibits a synergistic effect. The present invention was completed by discovering that it has a controlling effect on spider mite pests represented by the spider mite, Kanzawa spider mite, citrus spider mite, apple spider mite and the like.

  The present invention completed as described above has the following gist.

［Ｉ］
（式中、
ｎは０〜２の整数を示し、
Ｒ_１はハロゲン原子、Ｃ_１〜Ｃ_６アルキル基を示し、
Ｒ_２はハロゲン原子、Ｃ_１〜Ｃ_６アルキル基を示し、
Ｒ_３はＣ_１〜Ｃ_６アルキル基（該基はＲ_４によりモノ置換又はポリ置換されてもよい）、フェニル基（該基はＲ_５によりモノ置換又はポリ置換されてもよい）、ピリジル基（該基はＲ_５によりモノ置換又はポリ置換されてもよい）、ピリミジニル基（該基はＲ_５によりモノ置換又はポリ置換されてもよい）を示し、
Ｒ_４はＣ_１〜Ｃ_６ハロアルキルチオ基、フェニル基（該基はＲ_５によりモノ置換又はポリ置換されてもよい）を示し、
Ｒ_５はハロゲン原子、Ｃ_１〜Ｃ_６ハロアルキル基を示す。）
で表されることを特徴とするアルキルフェニルスルフィド誘導体又はその農業上許容される塩。 (1) [Component A] selected from the compound group A consisting of alkylphenyl sulfide derivatives represented by the following formula [I] and agriculturally acceptable salts thereof, and [Component A selected from the following compound group B] And B] as an active ingredient.
[Compound Group A]

[I]
(Where
n represents an integer of 0 to 2,
R ₁ represents a halogen atom, a C ₁ -C ₆ alkyl group,
R ₂ represents a halogen atom, a C ₁ -C ₆ alkyl group,
R ₃ is a C ₁ -C ₆ alkyl group (the group may be mono-substituted or poly-substituted by R ₄ ), a phenyl group (the group may be mono-substituted or poly-substituted by R ₅ ), a pyridyl group (which may be mono-substituted or poly-substituted by R _5), shows a pyrimidinyl group (which may be mono-substituted or poly-substituted by R _5),
R ₄ represents a C ₁ -C ₆ haloalkylthio group, a phenyl group (the group may be mono-substituted or poly-substituted by R ₅ ),
R ₅ represents a halogen atom or a C _{1 to} C ₆ haloalkyl group. )
Or an agriculturally acceptable salt thereof.

[Compound group B]
Acrinathrin, azadirachtin, azamethiphos, azinphos-ethyl, azinphos-methyl, acequinocyl, acetamiprid, acetoprole, acetoprole, acetoprole, acetoprole (acephate), azocyclotin, abamectin, afidopyropen, amidoflumet, amitraz, alanycarb, aldicarb, aldoxycarb, allethrin ) [Including d-cis-trans- and d-trans-isomers], isazophos, isamifos, isocarbophos, isoxathion, isofenphos-methyl, isoprocarb , Isopropyl O- (methoxyaminothiofosophoryl) salicylate (Isopropyl O- (methoxyaminothio-phosphoryl) salicylate), ivermectin, ivermectin, imicyafos, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, ethiofencarb ), Etion, ethiprole, ethylene dibromide, etoxazole, etofenprox, ethoprophos, etrimfos, emamectin benzoate, endosulfan (endosulfan), empenthrin, oxamyl, oxydemeton-methyl, oxydeprofos, omethoate, cadusafos, karanjin, cartap , Carbaryl, carbosulf Carbosulfan, carbofuran, gamma-BHC (gamma-BHC), xylylcarb, quinalphos, quinoprene, chinomethionat, coumaphos, cryolite , Clothianidin, clofentezine, chromafenozide, chlorantraniliprole, chlorethoxyfos, chlorethoxyne, chlordane, chloropicrin, chlorpyrifos, chlorpyrifos・ Methyl (chlorpyrifos-methyl), chlorfenapyr (chlorfenapyr), chlorfenvinphos (chlorfluazuron), chlormephos (chlormephos), cyanophos (cyanophos), diafenthiuron (diamidafos) ), Cyantraniprolol (cyantr) aniliprole), dienochlor, cyenopyrafen, dioxabenzofos, diofenolan, cyclaniliprole, dicrotophos, dichlofenthion, prothrocyclopropyl , Dichlorvos, 1,3-dichloropropene, dicohol, dicyclanil, disulfoton, dinotefuran, dinobuton, cyhalothrin [ gamma-form, lambda-form], cyphenothrin [includes (1R) -trans-form], cyfluthrin [includes beta-form], diflubenzuron, cyflumetofen, Diflovidazin, cyhexatin, cypermethrin [alpha-form, beta-form, theta-form, zeta- Dimethylvinphos, dimefluthrin, dimethoate, silafluofen, cyromazine, spintoram, spinosad, spirodiclofen, spirodiclofen, spiroclofen Tetramat (spirotetramat), spiromesifen (sulcofuron-sodium), sulfluramide (sulfluramid), suloxaflor (sulfoxaflor), sulfluramide (sulfluramid), sulfotep (sulfotep), diazinon (diazinon), thiacloprid (thiacloprid) Thiamethoxam, tioxazafen, thiodicarb, thiocyclam, thiosultap, thionazin, thiofanox, thiometon, tetrachlorvinphos, Tetradiphone (tet radifon, tetramethylfluthrin, tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, teflubenzuron, S -methyl), temephos, deltamethrin, terbufos, tralomethrin, transfluthrin, triazamate, triazophos, trichlorfon, triflumuron , Triflumezopyrim, trimethacarb, tolfenpyrad, nared, nitenpyram, novaluron, noviflumuron, verticillium lecanii, verticillium lecanii hy droprene), Pasturiapenetrans, bamidothion, parathion, parathion-methyl, halfenprox, halofenozide, bioallethrin, Bioallethrin S-cyclopentenyl, bioresmethrin, bistrifluron, hydramethylnon, bifenazate, bifenthrin, pifirpiper (piflubumide), piperonperyl butoxide), pymetrozine, pyraclofos, pyrafluprole, pyridaphenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprop, proxy yriproxyfen), pirimicarb, pyrimidifen, pyriminostrobin, pirimiphos-methyl, pyrethrine, famphur, fipronil, fenazaquin, Fenamiphos, fenitrothion, phenoxycarb, phenoxycarb, phenothrin (including (1R) -trans-form), fenobucarb, fenthion, phenthoate ), Fenvalerate, fenpyroximate, fenbutatin oxide, fenpropathrin, fonofos, sulfuryl fluoride, butocarboxim, Butoxycarboxim, buprofezin (b uprofezin, furathiocarb, prallethrin, fluacrypyrim, fluazuron, fluensulfone, sodium fluoroacetate, flucycloxuron, flucitrinate flucythrinate), flusulfamide, fluvalinate [including tau-form], flupirazifuron, flupyrazofos, flufiprole, flufenerim, flufenoxystrobin Flufenoxuron, flubendiamide, flumethrin, prothiofos, protrifenbute, flonicamid, propaphos, propargite, profenfos ) Profluthrin, propetamphos, propoxur, flometoquin, bromopropylate, hexathhiazox, hexaflumuron, pacilimyces tenuipes, pacilimyces tenuipes (Paecilomyces fumosoroceus), heptafluthrin, heptenophos, permethrin, benclothiaz, bensultap, benzoximate, bendiocarb, benfuracarb , Beauveria tenella, Beauveria bassiana, Beauveria brongniartii, phoxim, phosalone, fosthiazate, phosthietan ), Phosphamidon, phosmet, polynactins, formetanate, phorate, malathion, milbemectin, mecarbam, mesulfenfos, mesoprene (Methoprene), methomyl, metaflumizone, metamidophos, metham, methiocarb, methidathion, methyl isothiocyanate, methyl bromide, methoxychlor (methoxychlor), methoxyfenozide, methothrin, mettofluthrin, metoprene, metolcarb, mevinphos, meperfluthrin, monacrosporium fimatopaum (Mona) ), Monocrotophos, momfluorothrin, littlel A (litlure-A), littlelah B (litlure-B), aluminum phosphide, zinc phosphide, hydrogen phosphide (phosphine), lufenuron, rescalure, resmethrin, lepimectin, rotenone, fenbutatin oxide, calcium cyanide, nicotine-sulfate (Z) -11-tetradecenyl acetate, (Z) -11-hexadecenal, (Z) -11-hexadecenyl acetate, (Z) -9,12-tetradecadienyl acetate, (Z) -9- Tetradecen-1-ol, (Z, E) -9,11-tetradecadienyl acetate, (Z, E) -9,12-tetradecadienyl acetate Bacillus popilliae, Bacillus subtillis, Bacillus sphaericus, Bacillus thuringiensis subsp. Aizawai, Bacillus thuringiensis subspecies・ Isla Elensis (Bacillus thuringiensis subsp. Israelensis), Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. Tenebrionis, Bt protein (Cry1Ab , Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1), CL900187 (code number), DCIP (DCIP) (bis- (2-chloro-1-methylethyl) ether), DDT (DDT) (1 , 1,1-Trichloro-2,2-bis (4-chloro Phenyl) ethane), DEP (DEP) (dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate), DNOC (DNOC) (4
, 6-dinitro-O-cresol), DSP (DSP) (O, O-diethyl-O- [4- (dimethylsulfamoyl) phenyl] -phosphorothionate), EPN (EPN) (ethyl-P- Nitrophenylthionobenzenephosphonate), NA-85 (code number), NA-89 (code number), NC-515 (code number), RU15525 (code number), ZDI-2501 (code number), XMC (XMC) At least one compound selected from the group consisting of Z-13-icosen-10-one, ME5382 (code number), ZXI8901 (code number), and salts thereof.

［Ｉ−１］
（式中、Ｒ_１、Ｒ_２及びＲ_４は前記と同じ意味を示し、Ｒ_３１はＣ_１〜Ｃ_６アルキル基を示す。） (2) The pest control composition according to (1), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [I-1].

[I-1]
(Wherein R ₁ , R ₂ and R ₄ have the same meaning as described above, and R ₃₁ represents a C _{1 to} C ₆ alkyl group.)

［ＩＩ］ (3) The pest control composition according to (1), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [II].

[II]

［ＩＩＩ］ (4) The pest control composition according to (2), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [III].

[III]

［ＩＶ］ (5) The pest control composition according to (2), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [IV].

[IV]

［Ｉ−２］
（式中、Ｒ_１、Ｒ_２及びＲ_５は前記と同じ意味を示し、Ｒ^３２はフェニル基又はピリジル基を示す。） (6) The pest control composition according to (1), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [I-2].

[I-2]
(Wherein R ₁ , R ₂ and R ₅ have the same meaning as described above, and R ³² represents a phenyl group or a pyridyl group.)

［Ｖ］ (7) The pest control composition according to (6), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [V].

[V]

［ＶＩ］ (8) The pest control composition according to (6), wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [VI].

[VI]

(9) Any of (1) to (8), wherein the total content of [Component A] and [Component B] is 0.1 to 80% by mass relative to the total amount of the pest control composition. The pest control composition as described in 1.

(10) Any one of (1) to (9), containing [Component A] and [Component B] at a mass ratio of [Component A]: [Component B] of 1: 0.001 to 1: 1000 The pest control composition as described in 1.

(11) The pesticidal composition according to any one of (1) to (10), further comprising at least one inert liquid carrier and / or solid carrier.

(12) The pesticidal composition according to (11), further comprising at least one surfactant.

(13) A method for producing a pesticidal composition, comprising at least [Component A] and [Component B] in an amount exhibiting pesticidal activity, and optionally at least one inactive type The method for producing a pesticidal composition according to (11) or (12), wherein a liquid carrier and / or a solid carrier is further mixed with at least one surfactant.

(14) The pest control composition as described in (11) or (12) is applied to a useful plant or a place where the useful plant is to be grown or is growing at the same time or dividedly. By controlling undesirable pests on useful plants.

(15) A method of using the pest control composition according to (11) or (12) for controlling pests undesirable for useful plants.

(16) The method according to (15), wherein the amount of the pesticidal composition used is 0.1 to 50,000 ppm as the total amount of [Component A] and [Component B].

(17) The method according to (15), wherein the amount of the pest control composition used is 0.1 to 5,000 g as the total amount of [Component A] and [Component B] per 1 ha.

(18) The method according to any one of (15) to (17), wherein the useful plant is at least one selected from the group consisting of paddy field crops, field crops, horticultural crops, turf, and fruit trees.

(19) The method according to any one of (15) to (18), wherein the pest control composition is used in non-agricultural land.

  The pest control composition of the present invention is, in particular, hemiptidal pests, lepidopterous pests, coleopterous pests, diptera pests, hymenopterous pests, straight-eyed pests, termite pests, thrips pests, spider mites It exhibits an excellent control effect against a wide range of pests such as plant parasitic nematodes, and can also control pests with resistance.

  Hereinafter, the present invention will be described in detail.

  The present invention is selected from [Component A] selected from the compound group A consisting of alkylphenyl sulfide derivatives represented by the following formula [I] and agriculturally acceptable salts thereof, and the above compound group B [ And a component p] as an active ingredient.

［Ｉ］ [Compound Group A]

[I]

In the above formula, n represents an integer of 0 to 2,
R ₁ represents a halogen atom, a C ₁ -C ₆ alkyl group,
R ₂ represents a halogen atom, a C ₁ -C ₆ alkyl group,
R ₃ is a C ₁ -C ₆ alkyl group (the group may be mono-substituted or poly-substituted by R ₄ ), a phenyl group (the group may be mono-substituted or poly-substituted by R ₅ ), a pyridyl group (which may be mono-substituted or poly-substituted by R _5), shows a pyrimidinyl group (which may be mono-substituted or poly-substituted by R _5),
R ₄ represents a C ₁ -C ₆ haloalkylthio group, a phenyl group (the group may be mono-substituted or poly-substituted by R ₅ ),
R ₅ represents a halogen atom or a C _{1 to} C ₆ haloalkyl group.

  The symbols and terms used in this specification will be described.

  In the present invention, the halogen atom represents a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom.

In the present invention, the notation such as C _{1 to} C ₆ indicates the number of carbon atoms of the subsequent substituent, and in this case, the number of carbon atoms is 1 to 6.

In the present invention, the C ₁ -C ₆ alkyl group means a linear or branched alkyl group having 1 to 6 carbon atoms unless specifically limited, and examples thereof include a methyl group, an ethyl group, and an n-propyl group. Isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, n-hexyl group and the like.

In the present invention, a C ₁ -C ₆ haloalkyl group is a linear or branched haloalkyl group having 1 to 6 carbon atoms, which is substituted with 1 to 13 halogen atoms which are the same or different unless otherwise specified. For example, fluoromethyl, difluoromethyl, trifluoromethyl, chloromethyl, dichloromethyl, trichloromethyl, bromomethyl, dibromomethyl, tribromomethyl, iodomethyl, chlorodifluoromethyl, dichlorofluoromethyl, and the like.

In the present invention, the C ₁ -C ₆ haloalkylthio group means a (C ₁ -C ₆ haloalkyl) -S— group in which the haloalkyl part has the above meaning unless otherwise specified, and examples thereof include fluoromethylthio, difluoromethylthio, Examples thereof include trifluoromethylthio and trichloromethylthio.

［Ｉ−１］
（式中、Ｒ_１、Ｒ_２及びＲ_４は前記と同じ意味を示し、Ｒ_３１はＣ_１〜Ｃ_６アルキル基を示す。）、
又は、下記式［Ｉ−２］

［Ｉ−２］
（式中、Ｒ_１、Ｒ_２及びＲ_５は前記と同じ意味を示し、Ｒ^３２はフェニル基又はピリジル基を示す。）
で表される化合物を挙げることができる。 Accordingly, as the alkylphenyl sulfide derivative represented by the above formula [I], for example, the following formula [I-1]

[I-1]
(Wherein R ₁ , R ₂ and R ₄ have the same meaning as described above, and R ₃₁ represents a C _{1 to} C ₆ alkyl group),
Or the following formula [I-2]

[I-2]
(Wherein R ₁ , R ₂ and R ₅ have the same meaning as described above, and R ³² represents a phenyl group or a pyridyl group.)
The compound represented by these can be mentioned.

  Further, specific examples of the alkylphenyl sulfide derivative represented by the above formula [I] include those represented by the following formula [II], formula [III], formula [IV], formula [V] and formula [VI]. Can be mentioned.

［ＩＩ］

[II]

［ＩＩＩ］

[III]

［ＩＶ］

[IV]

［Ｖ］

[V]

［ＶＩ］

[VI]

  In addition, [Component B] which is a remaining component of the pest control composition of the present invention is selected from the above compound group B.

  On the other hand, the pesticidal composition of the present invention can contain additive components that are usually used in agricultural chemical formulations as necessary.

  As this additional component, a carrier such as a solid carrier or a liquid carrier, a surfactant, a binder, a tackifier, a thickener, a colorant, a spreading agent, a spreading agent, an antifreezing agent, an anti-caking agent, Examples include disintegrants and decomposition inhibitors.

  In addition, antiseptic | preservative, a plant piece, etc. may be used for an additional component as needed, and these additional components may be used 1 type and may be used in combination of 2 or more type. These additive components will be described below.

  Examples of solid carriers include natural minerals such as quartz, clay, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, diatomaceous earth; calcium carbonate, ammonium sulfate, sodium sulfate, potassium chloride, and the like. Inorganic salts; organic solid carriers such as synthetic silicic acid, synthetic silicate, starch, cellulose, plant powder; and plastic carriers such as polyethylene, polypropylene, and polyvinylidene chloride.

  Examples of the liquid carrier include monohydric alcohols such as methanol, ethanol, propanol, isopropanol, and butanol; polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol, and glycerin; Polyhydric alcohol derivatives such as propylene glycol ethers; Ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, cyclohexanone; Ethers such as ethyl ether, dioxane, cellosolve, dipropyl ether, tetrahydrofuran; normal paraffin, naphthene , Isoparaffin, kerosene, mineral oil and other aliphatic hydrocarbons; benzene, toluene, xylene, solvent naphtho , Aromatic hydrocarbons such as alkylnaphthalene; halogenated hydrocarbons such as dichloroethane, chloroform and carbon tetrachloride; esters such as ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate and dimethyl adipate; γ-butyrolactone, etc. Lactones; amides such as dimethylformamide, diethylformamide, dimethylacetamide, N-alkylpyrrolidinone; nitriles such as acetonitrile; sulfur compounds such as dimethyl sulfoxide; vegetable oils such as soybean oil, rapeseed oil, cottonseed oil, castor oil; Water etc. can be mentioned.

  Although it does not restrict | limit especially as surfactant, Preferably it is what was gelatinized in water or what shows swelling property. For example, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene resin acid ester, polyoxyethylene fatty acid diester, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, Polyoxyethylene dialkyl phenyl ether, polyoxyethylene alkyl phenyl ether formalin condensate, polyoxyethylene polyoxypropylene block polymer, alkyl polyoxyethylene polypropylene block polymer ether, polyoxyethylene alkylamine, polyoxyethylene fatty acid amide, polyoxyethylene Fatty acid bisphenyl ether, polyalkylene benzyl phenyl ether, poly Nonionic surface activity such as oxyalkylene styryl phenyl ether, acetylene diol, polyoxyalkylene-added acetylene diol, polyoxyethylene ether type silicon, ester type silicon, fluorine surfactant, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil Agents: alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, polyoxyethylene styryl phenyl ether sulfates, alkyl benzene sulfonates, lignin sulfonates, alkyl sulfosuccinates, naphthalene sulfonic acids Salt, alkylnaphthalene sulfonate, salt of formalin condensate of naphthalene sulfonic acid, salt of formalin condensate of alkyl naphthalene sulfonic acid, fatty acid salt Anionic surfactants such as polycarboxylate, N-methyl-fatty acid sarcosinate, resinate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkylphenyl ether phosphate; laurylamine hydrochloride, stearylamine hydrochloride Cationic surfactants such as salts, alkylamine salts such as oleylamine hydrochloride, stearylamine acetate, stearylaminopropylamine acetate, alkyltrimethylammonium chloride, alkyldimethylbenzalkonium chloride; amphoteric interfaces such as amino acid type and betaine type Examples include activators.

  Examples of binders and tackifiers include carboxymethyl cellulose and salts thereof, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinyl pyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, sodium polyacrylate, average molecular weight Examples include polyethylene glycol having a molecular weight of 6,000 to 20,000, polyethylene oxide having an average molecular weight of 100,000 to 5,000,000, and natural phospholipids.

  Examples of the thickener include xanthan gum, guar gum, carboxymethyl cellulose, polyvinyl pyrrolidone, carboxyvinyl polymer, acrylic polymer, starch derivative, water-soluble polymer such as polysaccharide, high purity bentonite, inorganic fine powder such as white carbon. Etc.

  Examples of the colorant include inorganic pigments such as iron oxide, titanium oxide, and Prussian blue, organic dyes such as alizarin dyes, azo dyes, and metal phthalocyanine dyes.

  Examples of the spreading agent include silicone surfactant, cellulose powder, dextrin, modified starch, polyaminocarboxylic acid chelate compound, crosslinked polyvinylpyrrolidone, maleic acid and styrenes, methacrylic acid copolymer, polyhydric alcohol polymer. And a half ester of dicarboxylic acid anhydride and a water-soluble salt of polystyrene sulfonic acid.

  Examples of the spreading agent include surfactants such as sodium dialkylsulfosuccinate, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, and polyoxyethylene fatty acid ester; paraffin; terpene; polyamide resin; polyacrylate; Examples thereof include oxyethylene; wax; polyvinyl alkyl ether; alkylphenol formalin condensate; synthetic resin emulsion.

  Examples of the antifreezing agent include polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, and glycerin.

  Examples of the anti-caking agent include polysaccharides such as starch, alginic acid, mannose, and galactose, polyvinyl pyrrolidone, white carbon, ester gum, and petroleum resin.

  Examples of disintegrants include sodium tripolyphosphate, sodium hexametaphosphate, metal stearate, cellulose powder, dextrin, methacrylic acid ester copolymer, polyvinylpyrrolidone, polyaminocarboxylic acid chelate compound, sulfonated styrene / isobutylene / maleic anhydride Examples include acid copolymers and starch / polyacrylonitrile graft copolymers.

  Examples of the decomposition inhibitor include desiccants such as zeolite, quicklime, and magnesium oxide; antioxidants such as phenols, amines, sulfurs, and phosphates; UV absorbers such as salicylic acid and benzophenone. It is done.

  Examples of the preservative include potassium sorbate, 1,2-benzthiazolin-3-one, and the like.

  Examples of plant pieces include sawdust, palm, corn cob, tobacco stem and the like.

  The pest control composition of the present invention comprising the above-described components and additional components used as necessary is at least [Component A] and [Component B] in an amount exhibiting pesticidal activity, and if necessary. And a method for producing a pesticidal composition comprising mixing at least one kind of the above-mentioned additive components, for example, an inert liquid carrier and / or a solid carrier, and further at least one kind of surfactant. it can.

  The pest control composition of the present invention produced as described above comprises a liquid, an emulsion, a wettable powder, a wettable granule, a powder, an oil, a flowable, a granule, a tablet, a jumbo, It is used by formulating into any dosage form such as emulsion, microcapsule, paste, seed coating, fumigant, smoke agent, Tofu (trade name) agent and the like.

  The content ratio of the total amount of [Component A] and [Component B] in the pesticidal composition of the present invention is usually about 0.1 to 80% by mass with respect to the total amount of the pesticidal composition. Specifically, for example, when used in liquids, emulsions, wettable powders, granular wettable powders, flowable powders, etc., it is usually about 1 to 80% by mass, preferably about 1 to 50% by mass. For example, when used in oils, powders, etc., it is usually about 0.1 to 50% by mass, preferably about 0.1 to 20% by mass. For example, when used in granules, tablets, jumbo agents, etc., it is usually about 0.5 to 50% by mass, preferably about 0.5 to 20% by mass.

  In the pest control composition of the present invention, [Component A] and [Component B] are contained in a mass ratio of 1: 0.001 to 1: 1000, and a mass ratio of 1: 0.1 to 1:20. It is preferable to contain it by the ratio, and it is still more preferable to contain by mass ratio 1: 0.2-1: 10.

  In the pesticidal composition of the present invention, when an additive other than the above [Component A] and [Component B] is used, the content is the type, content, and formulation of [Component A] and [Component B]. Although it varies depending on the dosage form and the like, it is usually 0.001 to 99.9% by mass, preferably about 1 to 99% by mass with respect to the total amount of the pest control composition.

  More specifically, with respect to the total amount of the pesticidal composition, the carrier is usually 5 to 95% by mass, preferably 20 to 90% by mass, and the surfactant is usually 0.1 to 30% by mass, preferably Is 0.5 to 10% by mass, and other additives are usually 0.1 to 30% by mass, preferably 0.5 to 10% by mass.

  In actual use of these preparations, they can be used as they are or diluted to a predetermined concentration with a diluent such as water.

  Moreover, in the pest control composition of the present invention, in addition to [Component A] and [Component B], at least one or more other agricultural chemicals such as other fungicidal active ingredients, herbicidal active ingredients, herbicidal microorganisms ( Drechslera monoceras, Xanthomonas campestris pv.poae, etc.), plant growth-regulating active ingredients, phytotoxicity-reducing ingredients, etc., and fertilizers may be used as appropriate Is possible.

  Examples of such bactericidal active ingredients, herbicidal active ingredients, plant growth regulating active ingredients and phytotoxicity reducing ingredients are described below.

Bactericidal active ingredient:
Azaconazole, acibenzolar-S-methyl, azoxystrobin, anilazine, amisulbrom, ametoctradin, aldimorph, isothianil , Isopyrazam, isofetamid, isoprothiolane, ipconazole, iprodione, iprovalicarb, iprobenfos, imazalil in octylate ), Iminoctadine-triacetate, imibenconazole, edifenphos, etaconazole, ethaboxam, ethirimol, ethoxyquin, ethidiazole, etridiazole Enes Robrin (enestroburin), enoxastrobin, epoxiconazole, organic oils, oxadixyl, oxazinylazole, oxathiapiprolin, oxycarboxin (oxycarboxin), oxyquinoline copper (oxine-copper), oxytetracycline (oxytetracycline), oxpoconazole-fumarate, oxolinic acid (copolin dioctanoate), octhilinone ), Ofurace, orysastrobin, ortho-phenylphenol, kasugamycin, captafol, carpropamid, carbendazim, carboxin, carbonone carvone), quinoxyfen, quinomethione (chinomethionat), captan, quinconazole, quintozene, guazatine, cufraneb, cufraneb, coumoxystrobin, kresoxim-methyl, clozylacon ), Clozoolinate, chlorothalonil, chloroneb, cyazofamid, diethofencarb, diclocymet, dichlofluanid, diclomezine, diclomezine Diphenzoquat-methyl sulfate ), Cyflufenamide (cy flufenamid, diflumetorim, cyproconazole, cyprodinil, simeconazole, dimethirimol, dimethyl disulfide, dimethomorph, cymoxanil, cymoxanil Robin (dimoxystrobin), ziram, silthiofam (silthiofam), streptomycin, spiroxamine, sedaxane, zoxamide, dazomet, thiabendazole, thiabendazole Thiuram, thiophanate, thiophanate-methyl, thifluzamide, tecnazene, tecloftalam, tetraconazole, debacarb, tebuconazole Tebufloquine (te bufloquin, terbinafine, dodine, dodemorph, triadimenol, triadimefon, triazoxide, triazoxide, trichlamide, triclopyricarb, tricyclazole ), Triticonazole, triridemorph, triflumizole, trifloxystrobin, triforine, tolylfluanid, tolclofos-methyl, Tolnifanide, tolprocarb, nabam, natamycin, naftifine, nitrapyrin, nitrothal-isopropyl, nuarimol, copper nonylphenol sulfonate copper nonyl phenol sulphonate), Bacillus Bacillus subtilis (strain: QST 713), validamycin, valifenalate, picarbutrazox, bixafen, picoxystrobin, bitertanol, Binapacryl, biphenyl, piperalin, hymexazol, pyraoxystrobin, pyraclostrobin, pyrazophos, pyrametostrobin, fenone (pyriophenone) ), Pyrisoxazole, pyrifenox, pyributicarb, pyribencarb, pyrimethanil, pyroquilon, vinclozolin, ferbam, faxamone, faxamone Oxide (phenazine oxide) Fenamidone, fenaminstrobin, fenarimol, fenoxanil, ferimzone, fenpiclonil, fenpyrazamine, fenbuconazole, fenfuram, fenfuram, fenfuram Fenpropidin, fenpropimorph, fenhexamid, folpet, phthalide, bupirimate, fuberidazole, blasticidin-S (blasticidin-S) ), Furametpyr, furaxaxyl, furancarboxylic acid, fluazinam, fluoxastrobin, fluopicolide, fluopyram, fluoroimide, fluxa Piroxad (fluxapyroxad), full Fluquinconazole, fluconazole, furconazole-cis, fludioxonil, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol ), Flufenoxystrobin, flumetover, flumorph, flumorph, proquinazid, prochloraz, procymidone, prothiocarb, prothioconazole, bronopol ), Propamocarb-hydrochloride, propiconazole, propineb, propenazole, bromuconazole, hexaconazole, benalaxyl, benalaxyl M (ben alaxyl-M), benodanil, benomyl, pefurazoate, penconazole, pencazole, pencycuron, benzovindiflupyr, benthiazole, bench avaricarb isopropyl (benthiavalicarb-isopropyl), penthiopyrad, penflufen, boscalid, fosetyl (alminium, calcium, sodium), polyoxin, polycarbamate, Bordeaux mixture, Mancozeb, mandipropamid, mandestrobin, maneb, microbutanil, mineral oils, mildiomycin, methasulfocarb, metam ( metam), metalaxyl, metalaxyl-M, methyla Metiram, metconazole, mettominostrobin, metrafenone, mepanipyrim, meptyldinocap, mepronil, iodocarb, laminarin, laminarin Phosphorous acid and salts, basic copper oxychloride, silver, cuprous oxide, cupric hydroxide, potassium hydrogen carbonate (potassium) bicarbonate, sodium bicarbonate, sulfur, oxyquinoline sulfate, copper sulfate, (3,4-dichloroisothiazol-5-yl) methyl 4- (tert- Butyl) benzoic acid ester (chemical name, CAS Registry Number: 1231214-23-5), 3-((3,4-dichloroisothiazol-5-yl) methoxy) benzo d] Isothiazole-1,1-dioxide (chemical name, CAS registration number: 957144-77-3), BAF-045 (code number), BAG-010 (code number), DBEDC (DBEDC) (dodecylbenzenesulfonic acid) Bisethylenediamine copper complex [II]), MIF-1002 (code number), TPTA (TPTA) (triphenyltin acetate), TPTC (TPTC) (triphenyltin chloride), TPTH (TPTH) (triphenyltin hydroxide)

Herbicidal active ingredient, plant growth regulating ingredient:
Ioxynil, aclonifen, acrolein, azafenidin, acifluorfen-sodium, azimsulfuron, ashlam, acetochlor, atrazine ), Anilofos, amicarbazone, amidosulfuron, amitrole, aminocyclopyrachlor, aminopyralid, amiprofos-methyl, amethrin , Alachlor, alloxydim, isouron, isoxachlortole, isoxaflutole, isoxaflutole, isoxaben, isoproturon, ipfencarbazone , Imazaquin, imazaquin (i mazapic) (including salts with amines, etc.), imazapyr (including salts such as isopropylamine), imazamethabenz-methyl, imazamox, imazethapyr, imazosulfuron, imidasulfuron (imazosulfuron) indaziflam), indanofan, eglinazine-ethyl, esprocarb, ethametsulfuron-methyl, ethalluralin, ethidimuron, ethoxysulfuron, Ethoxyfen-ethyl, ethofumesate, etobenzanid, endothal-disodium, oxadiazon, oxadiargyl, oxaziclomefone, oxyfluorfen, oxyfluorfen Oryzalin , Orthosulfamuron, orbencarb, cafenstrole, carfentrazone-ethyl, carbutilate, carbetamide, quizalofop-ethyl, quizalofop hop P-ethyl, quizalofop-P-tefuryl, quinoclamine, quinclorac, quinmerrac, cumyluron, clacyfos , Glyphosate (including salts such as sodium, amine, propylamine, isopropylamine, dimethylamine or trimesium), glufosinate (including salts such as amine or sodium), clethodim, clodinafop -propargyl), clopyralid, chroma Clomazone, chlomethoxyfen, clomeprop, cloransulam-methyl, chloramben, chloridazon, chlorimuron-ethyl, chlorsulfuron ), Chlorthal-dimethyl, chlorthiamid, chlorphthalim, chlorflurenol-methyl, chlorpropham, chlorbromuron, chloroxuron, chlorotolulone (chlorotoluron), saflufenacil, cyanazine, cyanamide, diuron, diethatyl-ethyl, dicamba (amine, diethylamine, isopropylamine, diglycolamine, sodium or lithium) Including salt ), Cycloate, cyclooxydim, diclosulam, cyclosulfamuron, cyclopyrimorate, dichlobenil, dicloofop-P-methyl , Diclofop-methyl, dichlorprop, dichlorprop-P, diquat, dithiopyr, siduron, dinitramine, sinidone Cinidon-ethyl, cinosulfuron, dinoterb, cyhalofop-butyl, diphenamid, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr (simazine), dimethachlor, dimethametryn, dimethate Dimethenamid, dimethenamid-P, dimethenamid-P, simetryn, dimepiperate, dimefuron, cinmethylin, swep, sulcotrione, sulfentrazone ( sulfentrazone), sethoxydim, terbacil, daimuron, dalapon, thiazopyr, tiafenacil, thiencarbazone (including sodium salt, methyl ester, etc.), thiocarbazyl tiocarbazil), thiobencarb, thidiazimin, thifensulfuron-methyl, desmedipham, desmethrin, tenylchlor, tebutam, tebuthiuron , Tepraloxydim, tefrilt Tefuryltrione, tembotrione, terbuthylazine, terbutryn, terbumeton, topramezone, tralkoxydim, triaziflam, triazisulfon, triasulfon , Tri-allate, trietazine, triclopyr, triclopyr-butotyl, tritosulfuron, triflusulfuron-methyl, trifluralin , Trifloxysulfuron-sodium, tribenuron-methyl, naptalam (including salts with sodium, etc.), naproanilide, napropamide, napropamide-M ( napropamide-M), nebro Neburon, norflurazon, vernolate, paraquat dichloride, halauxifen-methyl, haloxyfop, haloxyfop-P, haloxyhop-etyl -etotyl), halosulfuron-methyl, picloram, picolinafen, bicyclopyrone, bispyribac-sodium, pinoxaden, bifenox, Piperophos, pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazolynate, bilanafos, pyraflufen-ethyl, pyridafol, pyrithiofol sodium salt (pyrithiobac-sodium), Date, pyrifalid, pyributicarb, pyribenzoxim, pyrimisulfan, pyriminobac-methyl, pyroxasulfone, pyroxsulam, pyroxsulam phenisopham), fenuron, fenoxasulfone, fenoxaprop-P-ethyl, fenquinotrione, fenthiaprop-ethyl, fenthrazpropamide fentrazamide), phenmedipham, foramsulfuron, butachlor, butafenacil, butamifos, butate, butyrate, butenachlor, butralin, butroxydim ), Frazasulfuron (f lazasulfuron), flamprop (including methyl, ethyl, isopropyl ester), flamprop-M (including methyl, ethyl, isopropyl ester), fluazifop-butyl, fluazifop-butyl (fluazifop-butyl) fluazifop-P-butyl, fluazolate, fluometuron, fluoroglycofen-ethyl, flucarbazone-sodium, fluchloralin, flucetosulfuron, fluthiaset -Methyl (fluthiacet-methyl), flupirsulfuron-methyl-sodium, flufenacet, flufenpyr-ethyl, flupropanate, flupoxame, flumioxazine ( flumioxazin), full microrack-pentyl, Metram (flumetsulam), fluridone (fluridone), flurtamone (flurtamone), fluroxypyr (fluroxypyr), flurochloridone (flurochloridone), pretilachlor, procarbazone sodium (procarbazone-sodium), prodiamine (prodiamine), prosulfo Carb (propsulfocarb), propaquizafop, propachlor, propazine, propanil, propyzamide, propisochlor, propyrisulfuron, propham ), Profluazol, propoxycarbazone-sodium, propoxydim, bromacil, brompyrazon, promethrin, prometon, bromoxynil (Butyric acid, octanoic acid or Including esters such as heptanoic acid), bromofenoxim, bromobutide, florasulam, pethoxamid, benazolin, penoxsulam, heptamaloxyloglucan, Beflubutamid, bebbutazone, bencarbazone, pendimethalin, benzfendizone, bensulide, bensulfuron-methyl, benzobicyclon, Benzofenap, bentazone, pentanochlor, pentoxazone, benfluralin, benfururalate, fosamine, fomesafen, mecoprop (sodium) ,potassium , Isopropylamine, triethanolamine, dimethylamine, etc.), mecoprop-P. Potassium salt (mecoprop-P), mesosulfuron-methyl, mesotrione, metazachlor, metazosulfuron (metazosulfuron), metabenzthiazuron, metamitron, metamifop, methiozolin, methyldymuron, metoxuron, metoxuron, metulomuron, metobromuron (metobenzuron), metolachlor, metribuzin, mefenacet, monolinuron, molinate, iodosulfuron, iodosulfuron methyl sodium salt (iodosulfulon-methyl-sodium) , Yofensle Ron (iofensulfuron), iofensulfuron-sodium, lactofen, linuron, lenacil, 2,3,6-TBA (2,3,6-TBA) (2 , 3,6-trichlorobenzoic acid), 2,4,5-T (2,
4,5-T) (2,4,5-trichlorophenoxyacetic acid), 2,4-D (2,4-D) (2,4-dichlorophenoxyacetic acid) (amine, diethylamine, triethanolamine, isopropylamine) 2,4-DB (2,4-DB) (4- (2,4-dichlorophenoxy) butyric acid), AE-F-150944 (code number), DNOC (DNOC ) (4,6-dinitro-O-cresol) (including salts such as amine or sodium), EPTC (EPTC) (S-methyldipropylthiocarbamate), MCPA (MCPA) (2-methyl-4-chlorophenoxy) Acetic acid), MCPA-thioethyl, MCPB (MCPB) (2-methyl-4-chlorophenoxybutyric acid) (including sodium salt, ethyl ester, etc.), SL-573 (code number), S YP-298 (code number), SYP-300 (code number), S-metolachlor, TCA (TCA) (2,2,2-trichloroacetic acid) (sodium, calcium or ammonia salt) Including)
Plant growth regulator:
1-naphthylacetamide, 1-methylcyclopropene, 2,6-diisopropylnaphthalene, 4-CPA (4-CPA) (4-chlorophenoxyacetic acid) 4-oxo-4- (2-phenylethyl) aminobutyric acid (chemical name, CAS registry number: 1083-55-2), aviglycine, ansimidol, inabenfide, indoleacetic acid ( indole acetic acid, indole butyric acid, uniconazole, uniconazole-P (uniconazole-P), etychlozate, ethephon, epocholone, carbonone, cloxiphonac (cloxyfonac), cloxyfonac-potassium, cloprop, chlormequat, cytokini Cytokinins, cyclanilide, dikegulac, gibberellin acid, dimethipin, sintofen, daminozide, thidiazuron, decyl alcohol (n-decanol), tria Contanol (triacontanol), trinexapac-ethyl, paclobutrazol, flumetralin, flurprimidol, flurenol, prohydrojasmon, prohydrojasmon Hexadione-calcium, benzylaminopurine, forchlorfenuron, maleic hydrazide, mepiquat chloride, mefluidide

Chemical damage-reducing ingredients:
AD-67 (4-dichloroacetyl-1-oxa-4-azaspiro [4.5] decane), DKA-24 (N1, N2-diallyl-N2-dichloroacetylglycinamide), MG-191 (2-dichloromethyl) -2-methyl-1,3-dioxane), MON 4660 (code number), N- (2-methoxybenzoyl) -4-[(methylaminocarbonyl) amino] benzenesulfonamide (chemical name, CAS registry number: 129531-) 12-0), PPG-1292 (2,2-dichloro-N- (1,3-dioxan-2-ylmethyl) -N- (2-propenyl) acetamide), R-29148 (3-dichloroacetyl-2, 2,5-trimethyl-1,3-oxazolidine), TI-35 (code number), isoxadifen, isoxadifen Phen-ethyl, isoxadifen-ethyl, oxabetrinil, cloquintcet-mexyl, ciometrinil, dichlormid, dicyclonone, cyprosulfamide, naphthalic acid Anhydride (1,8-Naphthalic Anhydride), fenchlorazole-O-ethyl, fenclorim, furilazole, flxofenim, flurazole, benoxacor, mefenpyr (Mefenpyr), mefenpyr-ethyl, mefenpyr-diethyl, benzoic acid substituted with lower alkyl group (s)

  Various preparations or dilutions thereof containing the pest control composition of the present invention are usually used in a generally used manner in a useful plant, or a place where the useful plant is to be grown or grown. It can be applied to control or be used to control undesirable pests on useful plants. Further, each of [Component A] and [Component B] can be mixed at the time of application, and each of [Component A] and [Component B] can be used separately, for example, 1 to 30 days. Preferably, the application treatment may be performed at intervals of 1 to 10 days.

  The useful plant may include at least one selected from the group consisting of paddy field crops, field crops, horticultural crops, turf, and fruit trees, and may be non-agricultural land.

  Examples of such applications include spraying (eg spraying, misting, atomizing, dusting, dusting, water surface application, box application, etc.), soil application (eg soil irrigation, soil mixing, bed soil mixing, nursery box treatment, nursery bed) Treatment, plant root treatment, grooving treatment, cropping treatment, side stripe application, etc.), seed surface application (eg seed dressing, seed dressing, seed soaking, seed coating, etc.), soaking, trunk irrigation, trunk application, poison bait Examples thereof include, but are not limited to, fertilizer admixture and irrigation water admixture.

  The application time by mixing the pest control composition of the present invention or the single component preparation may be any time before planting seeds, seed pods or bulbs. For example, when treating the soil, it is efficient at the time of sowing, during the seedling raising period, or at the time of planting the seedling, but it can also be treated during the growing period after planting. In addition, when spraying foliage, it may be a seedling raising period or a growing period in this field.

  It is also possible to feed livestock with the pesticidal composition of the present invention mixed with feed and control the occurrence or growth of harmful insects, particularly harmful insects, with the excreta.

  The pest control composition of the present invention or a single-component preparation mixture is seeded on a mixed seedling culture soil, temporarily planted using the culture soil, or solution irrigated to the soil during the seedling period including seeding time Insect pests generated during the seedling raising period can also be controlled by spraying or spraying the granules.

  Here, the plants that can be treated with the pest control composition of the present invention also include plants obtained by conventional plant cultivation methods, biotechnology methods such as genetic recombination methods, combinations of these methods, and the like.

  The application of the pesticidal composition of the present invention generally has an active ingredient concentration (concentration of the total amount of [Component A] and [Component B]) of 0.1 to 50,000 ppm, preferably 1 to 10,000 ppm. Do.

  The active ingredient concentration can be appropriately changed depending on the form of the preparation, the method to be applied, the purpose, time, place, occurrence of pests, and the like. For example, in the case of aquatic pests, control can be achieved by spraying a chemical solution in the above-mentioned concentration range to the place where it is generated, so the active ingredient concentration range in water can be reduced to the above concentration range or less.

  The application amount per unit area is 0.1 to 5,000 g, preferably 1 to 1,000 g as active ingredients (total amount of [component A] and [component B]) per 1 ha. It is not limited.

  The pest control composition of the present invention comprises a grasshopper pest, a thrips pest, a stink bug, a coleopteran insect, a fly eye pest, a butterfly pest, a bee eye pest, a terrestrial pest, a spotted pest, and a cockroach pest , Termite pests, staghorn pests, whitefly pests, lice pests, plant parasitic mites, plant parasitic nematodes, plant parasitic molluscs, and other pests such as unpleasant animals, sanitary pests, parasites In contrast, it exhibits an excellent control effect. Examples of such pests include the following biological species.

  Examples of grasshopper pests include the grasshopper (Ruspolia lineosa), the cricket family (Teleogryllus emma), the querciform wiggly (Gryllotalpa orientalis), the grasshopper moth (Oxya hyla intricate), and the locust grasshopper (Locusta migrata) ), Mygratly grass hoppers (Melanoplus sanguinipes), etc., Atractomorpha lata, Euchyrtus japonicus, Xya japonicus, etc.

  Examples of the thrips of the order Thripsidae (Frankliniella intonsa), Citrus thrips (Scirtothrips dorsalis), Scirtothrips dorsalis, Thrips thrips, Thrips Examples include the family Thrips thrips (Ponticulothrips diospyrosi), and Thrips thrips (Haplothrips aculeatus).

  Examples of the insects of the order of the stink bug, Mogannia minuta, etc., Aphrophora intermedia, etc., Machaerotypus sibiricus, etc. , Empoasca onukii, Nephotettix cincticeps, Recilia dorsalis, etc., Pentastiridius apicalis, etc. (Sogatella furcifera), etc., such as Nisia nervosa, etc., Kamendaka saccharivora, etc., red fungus back (Achilus flammeus), etc. Orosanga japonicus etc., Aobahagoromidae, Mimophantia maritima, etc., Cacopsylla pyrisuga, etc. Adelges laricis, Adelges tsugae, etc., Acyrthosiphon pisum, Aphis gossypii, spira phi Japanese radish aphid (Lipaphis erysimi), peach aphid (Myzuspersicae), barley beetle (Schizaphis graminum), barley beetle (Rhopalosiphum padi), etc. iniferus), Aleurocanthus camelliae, Tobacco whitefly (Bemisia tabaci), Silverleaf whitefly (Bemisia argentifolii), Onle stag beetle (Trialeurodes vaporariorum) etc. purchasi), etc., pineapples, scales (Dysmicoccus brevipes), citrus scales (Planococcus citri), Pseudococcus comstocki, etc., crabs Aceryda takahashii, etc., Aonidiella aurantii, Diaspidiotus perniciosus, Unaspis yano nensis), Lygus hesperus (Lygus hesperus), Trigonotylus caelestialium, etc., Stephanitis pyrioides, Stephanitis nashi, etc. (Eysarcoris aeneus), rice beetle (Lagynotomus elongatus), southern blue beetle (Nezara viridula), chabae stink bug (Plautia crossota), etc. saccharivorus), etc. a chinensis), Anacanthocoris striicornis, etc., Rhopalus maculatus, etc., Cexex lectularis, etc.

  As for Coleoptera, for example, Anomara cuprea, Anomara rufocuprea, Japanese beetle (Popillia japonica), Rhinoceros beetle (Oryctes rhinoceros), etc. Shimetetsu (Melanotus okinawensis), Marcubikushimetsume (Melanotus fortnumi), etc., Anthrenus verbasci, etc. Such as Leopardidae (Pitinus clavipes), Lepidoptera (Tenebroides manritanicus), etc., Necrobia rufipes (Necrobia rufipes), Clear (Carpophilus hemipterus), etc. vigintioctopunctata, etc., Tenebrio molitor, Tribolium castaneum, etc., Epicauta gorhami, etc. Xylotrechus pyrrhoderus), pinewood beetle beetle (Monochamus alternatus), etc., beetle weevil (Callosobruchus chinensis), etc., rotiferous beetle (Leptinotarsa decemlineata), western corn route Diabrotica virgifera, Phaedon brassicae, Phyllotreta striolata, etc., Cylas formicarius, etc. costirostris), weevil (Euscepes postfasciatus), etc. Tomicus piniperda), and the like, and the crested beetle (Crossotarsus niponicus) and the like, and the flatworm beetle (Lyctus brunneus) and the like.

  Examples of the fly order include, for example, Tipula aino in the family Ganbo, Plecia nearctica, etc. in the family Flies, Exechia shiitakevora in the family Mushrooms, etc. (Pnyxiascabiei), etc., Soybean fly, Asphondylia yushimai, Mayetiola destructor, etc., Aedes aegypti, Culex pipiens pallens, etc., Simulium takah, Simulium takah Chironomus oryzae, etc., Crynomus oryzae, Chrysops suavis, Tabanus trigonus, etc., Eumerus strigatus, etc., Bactrocera dorsalis (Euphranta japonica) (Ceratitis capitata), etc., D. ross Drosophila, D. Drosophila, D. , Hydrellia griseola, etc., Hypobosca equina, etc., Parallelpmma sasakawae, etc., P. Fannia canicularis, etc., Musca domestica, Stomoxys calcitrans, etc., Sarcophaga peregrina, etc., Gasterophilu s intestinalis), Hypoderma lineatum, etc., and Oestrus ovis, etc.

  Examples of the Lepidoptera are Endoclita excrescens, etc., Antispila ampelopsia, etc., Zeuzera leuconotum, etc. Japanese red spider (Adoxophyes orana fasciata), Japanese cypress (Grapholita molesta), Chamonaki (Homona magnanima), Japanese legume (Leguminivora glycinivorella), Codling moth (Cydia pomonella), etc. Bambalina sp.), Eumeta minuscula, etc., Nemapogon granella, Tinea translucens, etc., Bucculatrix pyrivorella, etc. The cha Nohosoga (Caloptilia theivora), Kinmonhosoga (Phyllonorycter ringoniella), etc. Argyresthia conjugella, etc., Nokona regalis, etc., Phthorimaea operculella, Sitotroga cerealella, Pectinophora gossypiella, etc. Carposina sasakii, etc., Idiberis pruni, etc., Monema flavescens, etc. Astragalus (Ostrinia furnacalis), European corn borers (Ostrinia nubilalis), etc. ), Etc., Pieris rapae, etc., Parnara guttata, etc., Ascotis selenaria, etc. Agritis convolvuli, Arna pseudoconspersa, Lymantria dispar, etc., Hyphantria cunea, etc., Agrotis ipsilon, Tamanagin Waba (Autographa nigrisigna), cotton bollworm (Helicoverpa armigera), corn bollworm (Helicoverpa zea), tobacco Bud worm (Heliothis virescens), beet armyworm (Spodoptera exigua), mention may be made of common cutworm (Spodoptera litura) and the like.

  Examples of pests of bees include, for example, Arge pagana in the family Beesidae, Apethymus kuri in the department of bees, Athalia rosae ruficornis, etc. (Vespa simillima xanthoptera) and the like, and ants (Solenopsis invicta) and the like.

  Examples of the insects of the order Viperidae include Bourletiellahortensis of the family Maltovicidae.

  Examples of the spotted pests include Lepisma saccharina and Ctenolepisma villosa.

  Examples of cockroach pests include cockroach family cockroach (Periplaneta americana), German cockroach family (Blattella germanica) and the like.

  Examples of the termite pests include the American termites (Incisitermes minor) of the family Leibite termites, the termites of the termite family (Coptotermes formosanus) and the like, and the termites of the termites (Odontotermes formosanus).

  Examples of the insects of the order of the scallop moth include Trogium pulsatorium, and the like, Liposcelis corrodens.

  Examples of the white-eye pests include the dipteridae (Lipeurus caponis) and the like, and the beech lice (Damalinia bovis).

  Examples of the lice insects include the lice of the lice family, Haematopinus suis, the human lice of the lice family, Pediculus humanus, the dog lice of the white lice family (Linognathus setosus), and the like, Pthirus pubis it can.

  Examples of plant parasitic mites include Penthaleus major, Phytonemus pallidus, Polyphagotarsonemus latus, and other species of lice mite (Siteroptes sp.). Grape spider mite (Brevipalpus lewisi) etc., Phytoseiidae spider mite (Tuckerella pavoniformis), etc. kanzawai), Trisetacus pini, etc., Acarops pelekassi, Aculus schlechtendali, Epitrimerus pyri, Citrus rastomitite (Phylloc) optruta oleivora), Diptacus crenatae, etc., Aleuroglyphus ovatus, Tyrophagus putrescentiae, Rhizoglyphus robini, etc.

  Plant parasitic nematodes include, for example, the Longidors family of grapes (Xiphinema index), the Trichodols family, Paratrichodorus minor, and other species of the Rabditella family (Rhabditella sp.) One species (Aglenchussp.), Etc., one species of the Tyrodolceae family (Cephalenchus sp.), Etc. (Helicotylenchus dihystera), etc., Paratylencus curvitatus, etc., Meloidogyne incognita, Meloidogyne hapla, etc., potato cyst nematodes in the family Heterodera (Globodera rostochiensis), soybean cyst nematode (Heterodera glycines), etc., Tylenchorhynchus claytoni, etc., a kind of Psilenchus sp., Psilenchus sp. sp.), Tylenchulus semipenetrans, etc., Sphaeronema camelliae, etc. ), Bananamemoguri nematode (Radopholus similis), Root-knot nematode (Nacobbus aberrans), Red-breasted nematode (Pratylenchus penetrans), Minamigane-saenchu (Pratylenchus coffeae), etc. Iotonchium ungulatum, etc., Aphelenchus avenae, etc., Aphelenchoides besseyi, Aphelenchoides fragariae, etc., Parasitaferenaceae, etc. For example, Zeiss nematode (Bursaphelenchus xylophilus).

  Examples of plant parasitic molluscs include Pomacea canaliculata from the scorpionidae, Leavicaulis alte from the Asteridae, Achatina fulica, etc. Slug (Meghimatium bilineatum), etc., Succinea lauta, etc. ), Deroceras reticulatum, Parakeliella harimensis, etc., Acusta despecta sieboldiana, Bradybaena similaris, and the like.

  Other pests such as unpleasant animals, sanitary pests, livestock pests and parasites include, for example, Ornithonyssus sylvialum of the order of the tick order, Varroa jacobsoni, etc. Spider mites (Dermanyssus gallinae), etc., Mite, Ornithonyssus sylvialum, Mite, Boophilus microplus, Rhipicephalussanguineus; , Isopods, Armadillidium vulgare, etc., Shrimp, Crayfish, Procambarus clarkii, etc., Paramecidae, Armadillidium vulgare, Armadillidium vulgare, etc. Eye tobism cadet Scolopendra subspinipes), centipede, Oxidus gracilis, millipede pests, theridiidae hasseltii, etc. Afghan stalkers (Androctonus crassicauda), etc., roundworms (Ascaris lumbricoides) such as linear animal endoparasites, Syphacia sp., Etc., filarians (Wuchereria bancrofti), etc. Liver Distoma (Distomum sp.), Pulmonary Distoma (Paragonimus westermanii), Metagonimus yokokawai, Schistosoma japonicum, Taenia solium, Taeniarhynchus saginatus, Examples include Echinococcus sp. And Diphyllobothrium latum.

  The pesticidal composition of the present invention also exhibits a controlling effect on the above-mentioned pests that have acquired resistance to existing pesticidal agents. In particular, it is also effective against pests that are resistant to organophosphorus compounds, carbamate compounds, synthetic pyrethroid compounds, acylurea compounds, or existing insecticides.

  As described above, the alkylphenyl sulfide derivative represented by the general formula [I] and the agriculturally acceptable salt thereof used in the present invention are the compounds described in Patent Documents 1 and 2, and can be produced by various methods. Can do. The typical manufacturing method is illustrated below.

（式中、Ｒ_１１はトリフルオロエチル基であり、Ｌ_１はハロゲン原子等の脱離基を示し、Ｒ_１、Ｒ_２、Ｒ_３は前記と同じ意味を示す。） <Manufacturing method 1>
Among the compounds for producing the alkylphenyl sulfide derivative represented by the general formula [I], the compound represented by the general formula [VII] can be produced, for example, according to the following method.

(In the formula, R ₁₁ represents a trifluoroethyl group, L ₁ represents a leaving group such as a halogen atom, and R ₁ , R ₂ , and R ₃ have the same meaning as described above.)

  That is, the compound represented by the general formula [VII] is obtained by combining the compound represented by the general formula [VIII] and the compound represented by the general formula [IX] in a suitable solvent in the presence of a suitable base or It can be produced by reacting in the absence or presence of a suitable radical initiator.

  Examples of the solvent that can be used in this reaction include ethers such as diethyl ether, tetrahydrofuran, and 1,4-dioxane, aromatic hydrocarbons, halogenated hydrocarbons, aprotic polar solvents, alcohols, and nitriles. And esters, aliphatic hydrocarbons, pyridines, water, or a mixed solvent thereof.

  Examples of the base that can be used in this reaction include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, and alkaline earth metal hydroxides such as alkali metal carbonates and bicarbonates. , Metal hydrides, metal salts of alcohols or organic bases.

  Examples of the radical initiator that can be used in this reaction include sulfite adducts such as sulfite.

（式中、Ｌ_１、Ｒ_１、Ｒ_２、Ｒ_３、Ｒ_１１及びｎは前記と同じ意味を示す。） <Manufacturing method 2>
The alkylphenyl sulfide derivative represented by the general formula [I ′] can be produced according to the method consisting of the reaction formulas exemplified below.

(In the formula, L ₁ , R ₁ , R ₂ , R ₃ , R ₁₁ and n have the same meaning as described above.)

  That is, the compound of the present invention can be produced by reacting compound [X] and compound [XI] in a suitable solvent in the presence of a suitable base.

  Examples of the solvent and base that can be used in this reaction include the same solvents and bases as those in Production Method 1.

（式中、Ｒ_１、Ｒ_２、Ｒ_３及びＲ_１１は前記と同じ意味を示し、ｍは１又は２の整数を示す。） <Manufacturing method 3>
Of the compounds represented by the general formula [I ′], the compounds represented by the general formula [I′-2] are exemplified below using, for example, the compounds represented by the general formula [I′-1]. It can be produced according to a method comprising a reaction formula.

(In the formula, R ₁ , R ₂ , R ₃ and R ₁₁ have the same meaning as described above, and m represents an integer of 1 or 2.)

  That is, the compound represented by the general formula [I′-2] is obtained by reacting the compound [I′-1] with an oxidizing agent in a suitable solvent in the presence or absence of a suitable catalyst. Can be manufactured.

  Examples of the oxidizing agent that can be used in this reaction include hydrogen peroxide, m-chloroperbenzoic acid, sodium periodate, and the like, and examples of the catalyst that can be used in this reaction include sodium tungstate. Can be mentioned.

  Examples of the solvent that can be used in this reaction include the same solvents as those in Production Method 1.

（式中、Ｒ_１、Ｒ_２、Ｒ_３、Ｒ_１１及びｎは前記と同じ意味を示す。） <Manufacturing method 4>
The compound represented by the general formula [X] can be produced, for example, using the compound represented by the general formula [XII] according to the method consisting of the reaction formulas exemplified below.

(Wherein R ₁ , R ₂ , R ₃ , R ₁₁ and n have the same meaning as described above.)

  That is, the compound represented by the general formula [X] can be produced by reacting the compound [XII] with a metal salt, if necessary, after reacting an acid and a nitrous acid derivative in a solvent.

  Examples of acids that can be used in this reaction include mineral acids such as sulfuric acid and nitric acid, and organic acids such as trifluoroacetic acid and trifluoromethanesulfonic acid. Examples of nitrous acid derivatives that can be used in this reaction include sodium nitrite, Examples thereof include nitrites such as potassium nitrite or alkyl esters of nitrite such as n-butyl nitrite, isopentyl nitrite and tert-butyl nitrite.

（式中、Ｒ_１２はボロン酸（基−Ｂ(ＯＨ)_２）又はピナコラートボラン−２−イル基を示し、Ｒ_１、Ｒ_２、Ｒ_１１及びｎは前記と同じ意味を示す。） <Manufacturing method 5>
The compound of the present invention represented by the general formula [X] can also be produced according to the method consisting of the reaction formulas exemplified below.

(In the formula, R ₁₂ represents a boronic acid (group —B (OH) ₂ ) or pinacolatoboran-2-yl group, and R ₁ , R ₂ , R ₁₁ and n have the same meaning as described above.)

  That is, the compound represented by the general formula [X] can be produced by reacting the compound [XIII] with an oxidizing agent in a solvent.

  Examples of the oxidizing agent that can be used in this reaction include hydrogen peroxide and 4-methylmorpholine-N-oxide. Examples of the solvent that can be used in this reaction include those similar to those in Production Method 1. Can be mentioned.

（式中、Ｌ_４はハロゲン原子等の脱離基を示し、Ｒ_１３はＣ_１〜Ｃ_６ハロアルキル基を示し、ｐは１〜６の整数を示し、Ｒ_１、Ｒ_２、Ｒ_１１及びｎは前記と同じ意味を示す。） <Manufacturing method 6>
Among the compounds represented by the general formula [I ′], the compound represented by the general formula [I-4] is, for example, the reaction formula illustrated below using the compound represented by the general formula [I-3]. It can manufacture according to the method which consists of.

(In the formula, L ₄ represents a leaving group such as a halogen atom, R ₁₃ represents a C _{1 to} C ₆ haloalkyl group, p represents an integer of 1 to 6, and R ₁ , R ₂ , R ₁₁ and n Indicates the same meaning as above.)

  That is, the compound represented by the general formula [I-4] is produced by reacting the compound [I-3] with a sulfide in an appropriate solvent in the presence or absence of an appropriate base. can do.

  Examples of sulfides that can be used in this reaction include alkali metal hydrosulfides such as sodium hydrosulfide and potassium hydrosulfide, as well as alkali metal thiocyanates, alkyl mercaptans, haloalkyl mercaptans, and cycloalkyl alkyl mercaptans. Examples of the solvent and the base that can be used in this reaction include those similar to those in Production Method 1.

（式中、Ｚ_１はメチル基又はトリフルオロメチル基を示し、Ｙ_１は水素原子又はハロゲン原子を示し、Ｒ_１、Ｒ_２、及びＲ_３は前記と同じ意味を示す。） <Method for producing intermediate>
Among the above compounds, the compound represented by the general formula [VIII] can be produced according to the method consisting of the reaction formulas exemplified in the following Step 1 to Step 4.

(In the formula, Z ₁ represents a methyl group or a trifluoromethyl group, Y ₁ represents a hydrogen atom or a halogen atom, and R ₁ , R ₂ , and R ₃ have the same meaning as described above.)

[Step 1]
The compound represented by the general formula [VIII] is obtained by oxidizing compound [XIII] with an appropriate oxidizing agent to form a corresponding sulfoxide form, and then reacting with acetic anhydride or trifluoroacetic anhydride to convert compound [XVI]. And then hydrolyzing the compound [XVI] according to the method described in Chem. Ber., Vol. 43, p.1407 (1910). Compound [XVI] can also be used in the next reaction (Production Method 1) without isolation and purification.

[Step 2]
The compound represented by the general formula [VIII] can also be produced by reacting the compound [XIV] with a metal or an organometallic compound in a solvent and then reacting with sulfur.

[Step 3]
The compound represented by the general formula [VIII] is produced by converting the compound [XV] into a diazonium salt in the same manner as in Production Method 4 and then reacting with xanthate or thiocyanate, followed by alkali hydrolysis. You can also.

[Step 4]
The compound represented by the general formula [VIII] can also be produced by reacting the compound [XVII] with chlorosulfonic acid to obtain the compound [XVIII] and then reacting with a reducing agent.

  Next, synthesis examples of alkylphenyl sulfide derivatives represented by the general formula [I] used in the pesticidal composition of the present invention, and typical examples and tests relating to the pesticidal composition of the present invention The present invention will be described in detail by way of examples, but the present invention is not construed as being limited thereto, and the types of [Component A], [Component B] and auxiliary agents, and the blending ratio thereof are It can be changed over a wide range. In addition, in the following description, a part shows the mass%.

[Synthesis Example 1]
Preparation of 4-chloro-2-fluoro-5- (2,2,2-trifluoroethylthio) phenol 4-chloro-2-fluoro-5- (2,2,2-trifluoroethylthio) phenylboronic acid 33 g (114 mmol) and 16 g (137 mmol) of N-methylmorpholine-N-oxide were added to 200 ml of toluene and heated to reflux for 1 hour. After confirming the completion of the reaction, it was allowed to cool at room temperature. The solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The obtained organic phase was washed with water and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 24.5 g (yield 82%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 3.43 (2H, q), 5.31 (1H, d), 7.16 (1H, d), 7.31 (1H, d)

[Synthesis Example 2]
Preparation of 5-bromopentyl- [4-chloro-2-fluoro-5- (2,2,2-trifluoroethylthio) phenyl] ether 4-chloro-2-fluoro-5- (2,2,2- Trifluoroethylthio) phenol 3.0 g (11.5 mmol), 1,5-dibromopentane 13.2 g (57.4 mmol), potassium carbonate 2.1 g (15.0 mmol) and tetra-n-butylammonium bromide 0 .37 g (1.15 mmol) was added to 60 ml of acetonitrile and heated to reflux for 1.5 hours. After natural cooling, insoluble matters were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 20: 1) to obtain 4.2 g (yield 89%) of the desired product.
¹ H-NMR data (400 MHz, CDCl ₃ / TMS δ (ppm)): 1.59-1.69 (2H, m), 1.82-1.99 (4H, m), 3.36-3.47 (4H, m), 4.03 (2H, t ), 7.20 (1H, d), 7.23 (1H, d)

[Synthesis Example 3]
Preparation of 5-thiocyanatopentyl- [4-chloro-2-fluoro-5- (2,2,2-trifluoroethylthio) phenyl] ether 5-bromopentyl- [4-chloro-2-fluoro-5 -(2,2,2-trifluoroethylthio) phenyl] ether (4.2 g, 10.3 mmol) and potassium thiocyanate (5.0 g, 51.5 mmol) were added to ethanol (60 ml), and the mixture was heated to reflux for 4 hours. After allowing to cool to room temperature, the solvent was distilled off under reduced pressure, and water and ethyl acetate were added for extraction. The organic phase was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 10: 1) to obtain 3.9 g (yield 98%) of the desired product.
¹ H-NMR data (400 MHz, CDCl ₃ / TMS δ (ppm)): 1.59-1.69 (2H, m), 1.82-1.99 (4H, m), 2.99 (2H, t), 3.42 (2H, q), 4.04 (2H, t), 7.20 (1H, d), 7.23 (1H, d)

[Synthesis Example 4]
Preparation of 5-trifluoromethylthiopentyl- [4-chloro-2-fluoro-5- (2,2,2-trifluoroethylthio) phenyl] ether 5-thiocyanatopentyl- [4-chloro-2-fluoro 3.9 g (10.1 mmol) of -5- (2,2,2-trifluoroethylthio) phenyl] ether and 4.5 g (31.6 mmol) of trifluoromethyltrimethylsilane were added to 60 ml of tetrahydrofuran, and at 0 ° C. Tetra-n-butylammonium fluoride tetrahydrofuran solution (1 mol / l) 1.0 ml (1.04 mmol) was added and reacted, and then stirred at room temperature overnight. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 20: 1) to obtain 2.60 g (yield 60%) of the desired product.
¹ H-NMR data (400 MHz, CDCl ₃ / TMS δ (ppm)): 1.58-1.66 (2H, m), 1.73-1.89 (4H, m), 2.92 (2H, t), 3.41 (2H, q), 4.03 (2H, t), 7.21 (1H, d), 7.23 (1H, d)

[Synthesis Example 5]
Preparation of 5-trifluoromethylthiopentyl- [4-chloro-2-fluoro-5- (2,2,2-trifluoroethylsulfinyl) phenyl] ether (Compound No. [II]) 5-trifluoromethylthiopentyl- [ 2-chloro-4-chloro-5- (2,2,2-trifluoroethylthio) phenyl] ether 2.60 g (6.03 mmol) in chloroform 50 ml solution at 0 ° C. with 3-chloroperbenzoic acid 1 .39 g (purity: about 75%, 6.04 mmol) was added, and the mixture was further stirred overnight at room temperature. The solvent was removed under reduced pressure, 1 ml of triethylamine was added to the residue, and the residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 5: 1) to obtain 2.06 g of the desired product (yield 76%). It was.
¹ H-NMR data (400 MHz, CDCl ₃ / TMS δ (ppm)): 1.57-1.66 (2H, m), 1.74-1.93 (4H, m), 2.92 (2H, t), 3.30-3.43 (1H, m ), 3.66-3.78 (1H, m), 4.13 (2H, t), 7.21 (1H, d), 7.54 (1H, d)

[Synthesis Example 6]
Production of 2,4-dimethyl-5- (2,2,2-trifluoroethylthio) phenol [2,4-Dimethyl-, which is a compound described in Compound No. 55-47 of International Publication No. WO2012 / 176856 5- (2,2,2-trifluoroethylthio) phenyl] -4,4,5,5-tetramethyl-1,3,2-dioxaborolane 20.24 g (58.5 mmol) and N-methylmorpholine-N -8.22 g (70.16 mmol) of oxide was added to 200 ml of toluene, and the mixture was heated to reflux for 2 hours. After cooling at room temperature, the reaction solution was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 20: 1) to obtain 10.54 g (yield 76%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 2.20 (3H, s), 2.36 (3H, s), 3.32 (2H, q), 4.78 (1H, s), 6.93 (1H, s), 6.98 (1H, s)

[Synthesis Example 7]
Preparation of 6-bromohexyl- [2,4-dimethyl-5- (2,2,2-trifluoroethylthio) phenyl] ether 2,4-dimethyl-5- (2,2,2-trifluoroethylthio) ) 1.14 g (4.83 mmol) of phenol, 4.71 g (19.31 mmol) of 1,6-dibromohexane, 0.73 g (5.28 mmol) of potassium carbonate and a catalytic amount of tetra-n-butylammonium bromide in 60 ml. In addition to acetonitrile, the mixture was heated to reflux for 3 hours. After standing to cool at room temperature, insoluble matters were filtered off, and the solvent of the filtrate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 40: 1 to 20: 1) to obtain 1.87 g (yield 97%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 1.53 (4H, m), 1.70-2.03 (4H, m), 2.17 (3H, s), 2.38 (3H, s), 3.26- 3.43 (4H, m), 3.94 (2H, t), 6.96 (1H, s), 6.99 (1H, s)

[Synthesis Example 8]
Preparation of 6-thiocyanatohexyl- [2,4-dimethyl-5- (2,2,2-trifluoroethylthio) phenyl] ether 6-bromohexyl- [2,4-dimethyl-5- (2, 1.87 g (4.68 mmol) of 2,2-trifluoroethylthio) phenyl] ether and 2.28 g (23.46 mmol) of potassium thiocyanate were added to 60 ml of ethanol and heated to reflux for 8 hours. After allowing to cool at room temperature, the solvent was distilled off under reduced pressure, and the mixture was extracted with ethyl acetate and water. The obtained organic phase was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 20: 1) to obtain 1.37 g (yield 77%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 1.53-1.54 (4H, m), 1.82-1.87 (4H, m), 2.17 (3H, s), 2.38 (3H, s), 2.96 (2H, t), 3.31 (2H, q), 3.94 (2H, t), 6.96 (1H, s), 6.70 (1H, s)

[Synthesis Example 9]
Preparation of 6-trifluoromethylthiohexyl- [2,4-dimethyl-5- (2,2,2-trifluoroethylthio) phenyl] ether 6-thiocyanatohexyl- [2,4-dimethyl-5- ( 2,2,2-trifluoroethylthio) phenyl] ether 1.37 g (3.63 mmol) and 1.29 g (9.07 mmol) of trifluoromethyltrimethylsilane were added to 100 ml of tetrahydrofuran, and tetra-n- at 0 ° C. 0.4 ml (0.4 mmol) of butylammonium fluoride tetrahydrofuran 1 mol / l was added, and the mixture was further stirred at 0 ° C. for 4 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 20: 1) to obtain 1.36 g (yield 89%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 1.49-1.53 (4H, m), 1.71-1.82 (4H, m), 2.17 (3H, s), 2.38 (3H, s), 2.90 (2H, t), 3.30 (2H, q), 3.94 (2H, t), 6.96 (1H, s), 6.70 (1H, s)

[Synthesis Example 10]
Preparation of 6-trifluoromethylthiohexyl- [2,4-dimethyl-5- (2,2,2-trifluoroethylsulfinyl) phenyl] ether (Compound No. [III]) 6-trifluoromethylthiohexyl- [2, 1.36 g (3.23 mmol) of 4-dimethyl-5- (2,2,2-trifluoroethylthio) phenyl] ether was dissolved in 40 ml of chloroform. Under ice cooling, 0.67 g of 3-chloroperbenzoic acid (purity: about 70%, 2.72 mmol) was added, and the mixture was further stirred at room temperature for 30 minutes. A saturated aqueous sodium thiosulfate solution was added to the reaction solution to decompose excess peroxide. Thereafter, the solvent was distilled off under reduced pressure, and the mixture was extracted with ethyl acetate and water. The obtained organic phase was washed successively with aqueous potassium carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 5: 1) to obtain 0.87 g (yield 62%) of the desired product.
¹ H-NMR data (400 MHz, CDCl ₃ / TMS δ (ppm)): 1.50-1.52 (4H, m), 1.72-1.85 (4H, m), 2.23 (3H, s), 2.28 (3H, s), 2.90 (2H, t), 3.28-3.47 (2H, m), 4.04 (2H, t), 7.01 (1H, s), 7.36 (1H, s)

[Synthesis Example 11]
Preparation of 2,4-dichloro-5- (2,2,2-trifluoroethylthio) phenol 29.0 g of N-methylmorpholine-N-oxide (50% aqueous solution, 124 mmol) was added to 150 ml of toluene for 1 hour. The mixture was heated to reflux to remove moisture. To this reaction solution, an ethyl acetate solution in which 31.5 g (103 mmol) of 2,4-dichloro-5- (2,2,2-trifluoroethylthio) phenylboronic acid was dissolved was dropped, and the mixture was further heated to reflux for 3 hours. . After allowing to cool at room temperature, 10% aqueous hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The obtained organic phase was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 1: 10) to obtain 27.2 g (yield 95%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 3.48 (2H, q), 5.70 (1H, s), 7.20 (1H, s), 7.41 (1H, s)

[Synthesis Example 12]
Preparation of 2,4-dichloro-5- (2,2,2-trifluoroethylsulfinyl) phenol 10.0 g of 2,4-dichloro-5- (2,2,2-trifluoroethylthio) phenol (36. (08 mmol) in 80 ml of chloroform was added 9.80 g of 3-chloroperbenzoic acid (purity: 70%, 39.75 mmol) under ice-cooling, and the mixture was further stirred at room temperature for 30 minutes. A saturated aqueous sodium thiosulfate solution was added to the reaction solution to decompose excess peroxide. Thereafter, the solvent was distilled off under reduced pressure, followed by extraction with ethyl acetate and water. The obtained organic phase was washed successively with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 9.30 g (yield 88%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 3.30-3.44 (1H, m), 3.66-3.80 (1H, m), 7.40 (1H, s), 7.61 (1H, s)

[Synthesis Example 13]
Preparation of 2- (4-trifluoromethylphenyl) ethyl- [2,4-dichloro-5- (2,2,2-trifluoroethylsulfinyl) phenyl] ether (Compound No. [IV]) 2,4-Dichloro -5- (2,2,2-trifluoroethylsulfinyl) phenol 0.5 g (1.71 mmol), 2- (4-trifluoromethylphenyl) ethanol 0.33 g (1.74 mmol) and triphenylphosphine To a solution of 49 g (1.87 mmol) in tetrahydrofuran 30 ml was added 0.38 g (1.87 mmol) of diisopropyl azodicarboxylate at room temperature and stirred for 16 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (developing solvent, n-hexane: ethyl acetate = 5: 1) to obtain 0.41 g (yield 52%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 3.21-3.40 (3H, m), 3.64-3.79 (1H, m), 4.31-4.36 (2H, m), 7.44-7.46 (4H , m), 7.58 (2H, d)

[Synthesis Example 14]
Preparation of 2-fluoro-4-methyl-5- (2,2,2-trifluoroethylthio) phenol 2-Fluoro-4-methyl-5- (manufactured by the method described in International Patent Publication WO2007 / 034755 3,2.0 g (119 mmol) of 2,2,2-trifluoroethylthio) phenylboronic acid and 15.4 g (131 mmol) of N-methylmorpholine-N-oxide were added to 300 ml of toluene, and the mixture was heated to reflux for 1 hour. After allowing to cool at room temperature, the solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The obtained organic phase was washed with water and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 4: 1) to obtain 25.5 g (yield 89%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 2.38 (3H, s), 3.32 (2H, q), 5.28 (1H, brs), 6.95 (1H, d), 7.22 (1H, d)

[Synthesis Example 15]
Preparation of 2- [2-fluoro-4-methyl-5- (2,2,2-trifluoroethylthio) phenoxy] -5-trifluoromethylpyridine 2-Fluoro-4-methyl-5- (2,2 , 2-trifluoroethylthio) phenol 0.72 g (3.00 mmol), 2-chloro-5-trifluoropyridine 0.54 g (2.97 mmol), anhydrous potassium carbonate 0.46 g (3.32 mmol) The mixture was stirred for 1 hour at 100 ° C. in 50 ml of N-dimethylformamide. The reaction mixture was cooled to room temperature, and extracted with ethyl acetate and water. The obtained organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (developing solvent, n-hexane: ethyl acetate = 10: 1) to obtain 0.60 g (yield 52%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 2.49 (3H, s), 3.35 (2H, q), 7.10 (1H, d), 7.41 (1H, d), 7.91-7.95 ( 2H, m), 8.36 (1H, s)

[Synthesis Example 16]
Preparation of 2- [2-fluoro-4-methyl-5- (2,2,2-trifluoroethylsulfinyl) phenoxy] -5-trifluoromethylpyridine (Compound No. [V]) 2- [2-Fluoro- 4-methyl-5- (2,2,2-trifluoroethylthio) phenoxy] -5-trifluoromethylpyridine (0.30 g, 0.78 mmol) was dissolved in 10 ml of chloroform. Under ice cooling, 0.21 g of 3-chloroperbenzoic acid (purity: about 70%, 1.17 mmol) was added, and the mixture was further stirred at room temperature for 30 minutes. A saturated aqueous sodium thiosulfate solution was added to the reaction solution to decompose excess peroxide. Thereafter, the solvent was distilled off under reduced pressure, and the mixture was extracted with ethyl acetate and water. The obtained organic phase was washed successively with aqueous potassium carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, n-hexane: ethyl acetate = 10: 1) to obtain 0.25 g (yield 81%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 2.42 (3H, s), 3.46 (2H, q), 7.12-7.17 (2H, m), 7.87 (1H, d), 7.94- 7.98 (2H, m), 8.36 (1H, s)

[Synthesis Example 17]
Preparation of 3-chloro-2- [2-fluoro-4-methyl-5- (2,2,2-trifluoroethylthio) phenoxy] -5-trifluoromethylpyridine 2-fluoro-4-methyl-5 (2,2,2-trifluoroethylthio) phenol 0.50 g (2.08 mmol), 2,3-dichloro-5-trifluoropyridine 0.50 g (2.31 mmol), anhydrous potassium carbonate 0.32 g (2 .31 mmol) was stirred in 30 ml of N, N-dimethylformamide at 80 ° C. for 2 hours. The reaction mixture was cooled to room temperature, and extracted with ethyl acetate and water. The obtained organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel chromatography (developing solvent, n-hexane: ethyl acetate = 100: 1) to obtain 0.81 g of the desired product (yield 97%).
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 2.51 (3H, s), 3.36 (2H, q), 7.11 (1H, d), 7.42 (1H, d), 8.00 (1H, s), 8.24 (1H, s)

[Synthesis Example 18]
Preparation of 3-chloro-2- [2-fluoro-4-methyl-5- (2,2,2-trifluoroethylsulfinyl) phenoxy] -5-trifluoromethylpyridine (Compound No. [VI]) 2- [2-Fluoro-4-methyl-5- (2,2,2-trifluoroethylthio) phenoxy] -5-trifluoromethylpyridine (0.50 g, 1.19 mmol) was dissolved in 20 ml of chloroform. It was. Under ice cooling, 0.29 g (purity: about 70%, 1.17 mmol) of 3-chloroperbenzoic acid was added, and the mixture was further stirred at room temperature for 30 minutes. A saturated aqueous sodium thiosulfate solution was added to the reaction solution to decompose excess peroxide. Thereafter, the solvent was distilled off under reduced pressure, and the mixture was extracted with ethyl acetate and water. The obtained organic phase was washed successively with aqueous potassium carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with hexane to obtain 0.39 g (yield 75%) of the desired product.
¹ H-NMR data (300 MHz, CDCl ₃ / TMS δ (ppm)): 2.43 (3H, s), 3.46 (2H, q), 7.16 (1H, d), 7.90 (1H, d), 8.02 (1H, s), 8.23 (1H, s)

[Formulation Example 1] Emulsion Component A Compound No. [II] 5 parts Component B Methidathione 30 parts Cyclohexanone 20 parts Polyoxyethylene alkyl aryl ether 11 parts Calcium alkylbenzene sulfonate 4 parts Methyl naphthalene did.

Formulation Example 2 Emulsion Component A Compound No. [III] 4 parts Component B Pyridaben 20 parts Cyclohexanone 20 parts Polyoxyethylene alkyl aryl ether 11 parts Calcium alkylbenzene sulfonate 4 parts Methyl naphthalene did.

[Formulation 3] wettable powder component A compound number [II] 1 part component B pyridaben 10 parts naphthalene sulfonic acid formalin condensate sodium salt 0.5 part polyoxyethylene alkylaryl ether 0.5 part diatomaceous earth 24 parts clay 64 parts The above was mixed and ground uniformly to obtain a wettable powder.

[Formulation Example 4] Wetting Agent Component A Compound No. [II] 0.4 parts Component B Spinosad 20 parts naphthalenesulfonic acid formalin condensate sodium salt 0.5 parts polyoxyethylene alkylaryl ether 0.5 parts diatomaceous earth 24 parts clay 54.6 parts or more were uniformly mixed and ground to obtain a wettable powder.

[Formulation example 5] Powder component A Compound number [II] 0.1 part Component B Pyrifluquinazone 0.4 part Diatomaceous earth 5 parts Clay 94.5 parts or more were mixed and ground uniformly to obtain a powder.

[Formulation Example 6] Granule component A Compound number [II] 0.5 part Component B chlorantraniliprole 2.5 parts lauryl alcohol sulfate sodium salt 2 parts sodium lignin sulfonate 5 parts carboxymethylcellulose 2 parts clay 88 parts The above was mixed and ground uniformly. 20 parts by mass of water was added to 100 parts by mass of the mixture, kneaded, processed into granules of 14 to 32 mesh using an extrusion granulator, and dried to form granules.

[Formulation example 7] Flowable agent component A Compound number [II] 10 parts Component B Chlorfenapyr 20 parts Polyoxyethylene styrenated phenyl ether sulfate 4 parts Ethylene glycol 7 parts Silicone AF-118N (Asahi Kasei Kogyo Co., Ltd.) 0.02 Part water 58.98 parts or more were mixed with a high-speed stirrer for 30 minutes and then pulverized with a wet pulverizer to obtain a flowable agent.

  Next, the effect of the pest control composition of the present invention will be described with test examples.

[Test Example 1] Spider mite control effect test Compound [II] was used as [Component A], a wettable powder prepared according to Formulation Example 3 was used at a concentration of 4 ppm, and phenothiocarb was used as [Component B]. The wettable powder prepared according to Formulation Example 3 was diluted with water to a concentration of 100 ppm. Soybean seedlings that had previously been inoculated with 35 adult females of the spider mite were immersed in the chemical solution and air-dried. The treated soybean seedlings were placed in a thermostatic chamber at 25 ° C., and the number of living female worms was examined after 13 days, and the control value was determined by the formula (1). Moreover, after using Compound [II] as a comparative example and diluting a wettable powder prepared according to Formulation Example 3 to a concentration of 4 ppm with water, the control value was determined in the same manner as in this Test Example.

  Test example 1 clearly showed a higher control effect than the comparative example.

[Test Example 2] Spider mite control effect test Compound [II] was used as [Component A], a wettable powder prepared according to Formulation Example 3 was used at a concentration of 4 ppm, and chlorfenapyr was used as [Component B]. The wettable powder prepared in accordance with Formulation Example 3 was diluted with water to a concentration of 100 ppm, respectively, and a test was conducted in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [II] as a comparative example and diluting the wettable powder with water to a concentration of 4 ppm according to Preparation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test example 2 clearly showed a higher control effect than the comparative example.

[Test Example 3] Spider mite control effect test Compound [III] was used as [Component A], a wettable powder prepared according to Formulation Example 3 was used at a concentration of 4 ppm, and pyridaben was used as [Component B]. The wettable powder prepared in accordance with Formulation Example 3 was diluted with water to a concentration of 100 ppm, respectively, and a test was conducted in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [III] as a comparative example and diluting the wettable powder to a concentration of 4 ppm with water according to Formulation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test Example 3 showed a clearly higher control effect than the Comparative Example.

[Test Example 4] Spider mite control effect test Compound [II] was used as [Component A], a wettable powder prepared according to Formulation Example 3 was used at a concentration of 4 ppm, and Tebufenpyrad was used as [Component B]. The wettable powder prepared in accordance with Formulation Example 3 was diluted with water to a concentration of 100 ppm, respectively, and a test was conducted in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [II] as a comparative example and diluting the wettable powder with water to a concentration of 4 ppm according to Preparation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test Example 4 clearly showed a higher control effect than the Comparative Example.

[Test Example 5] Spider mite control effect test Compound [III] was used as [Component A], a wettable powder prepared according to Formulation Example 3 was used at a concentration of 4 ppm, and methidathion was used as [Component B]. The wettable powder prepared according to Formulation Example 2 was diluted with water to a concentration of 100 ppm and tested in the same manner as in Test Example 1 to obtain the control value. Moreover, after using Compound [III] as a comparative example and diluting the wettable powder to a concentration of 4 ppm with water according to Formulation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test Example 5 clearly showed a higher control effect than the Comparative Example.

[Test Example 6] Spider mite control effect test Compound [III] was used as [Component A], a wettable powder prepared according to Formulation Example 3 was used at a concentration of 4 ppm, and pyrifluquinazone was used as [Component B]. The wettable powder prepared in accordance with Formulation Example 3 was diluted with water to a concentration of 100 ppm, respectively, and a test was conducted in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [III] and diluting the wettable powder with water to a concentration of 4 ppm according to Formulation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test example 6 clearly showed a higher control effect than the comparative example.

[Test Example 7] Spider Mite Control Effect Test Using Compound [II] as [Component A], a wettable powder prepared according to Formulation Example 3 at a concentration of 4 ppm, and Spinosad as [Component B] The wettable powder prepared in accordance with Formulation Example 3 was diluted with water to a concentration of 100 ppm, respectively, and a test was conducted in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [II] as a comparative example and diluting the wettable powder with water to a concentration of 4 ppm according to Preparation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test example 7 clearly showed a higher control effect than the comparative example.

[Test Example 8] Spider mite control effect test Using Compound [III] as [Component A], wettable powder prepared according to Formulation Example 3 at a concentration of 4 ppm, and chlorantranilip as [Component B] Using a roll, the wettable powder prepared according to Formulation Example 3 was diluted with water to a concentration of 100 ppm, and the test was conducted in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [III] as a comparative example and diluting the wettable powder to a concentration of 4 ppm with water according to Formulation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test Example 8 clearly showed a higher control effect than the comparative example.

[Test Example 9] Spider mite control effect test Using Compound [III] as [Component A], a wettable powder prepared according to Formulation Example 3 at a concentration of 4 ppm, and Cyantraniprolol as [Component B] The wettable powder prepared according to Formulation Example 3 was diluted with water to a concentration of 100 ppm, respectively, and tested in the same manner as in Test Example 1 to determine the control value. Moreover, after using Compound [III] as a comparative example and diluting the wettable powder to a concentration of 4 ppm with water according to Formulation Example 3, the control value was determined in the same manner as in Test Example 1.

  Test example 9 clearly showed a higher control effect than the comparative example.

  The pest control composition of the present invention exhibits a sufficient control effect even at a low dosage, the control effect is achieved early, and the control effect is sustained, and various pests, particularly spider mites that are agricultural and horticultural pests. It exhibits excellent control effects against mosses, lepidopterous insects, semilepidopterous insects, and Coleoptera insects, and is useful in agriculture and horticulture.

Claims (19)

[Component A] selected from the compound group A consisting of alkylphenyl sulfide derivatives represented by the following formula [I] and agriculturally acceptable salts thereof; [Component B] selected from the following compound group B; Is contained as an active ingredient, and the pest control composition characterized by the above-mentioned.
[Compound Group A]

[I]
(Where
n represents an integer of 0 to 2,
R ₁ represents a halogen atom, a C ₁ -C ₆ alkyl group,
R ₂ represents a halogen atom, a C ₁ -C ₆ alkyl group,
R ₃ is a C ₁ -C ₆ alkyl group (the group may be mono-substituted or poly-substituted by R ₄ ), a phenyl group (the group may be mono-substituted or poly-substituted by R ₅ ), a pyridyl group (which may be mono-substituted or poly-substituted by R _5), shows a pyrimidinyl group (which may be mono-substituted or poly-substituted by R _5),
R ₄ represents a C ₁ -C ₆ haloalkylthio group, a phenyl group (the group may be mono-substituted or poly-substituted by R ₅ ),
R ₅ represents a halogen atom or a C _{1 to} C ₆ haloalkyl group. )
Or an agriculturally acceptable salt thereof.
[Compound group B]
Acrinathrin, azadirachtin, azamethiphos, azinphos-ethyl, azinphos-methyl, acequinocyl, acetamiprid, acetoprole, acetoprole, acetoprole, acetoprole (acephate), azocyclotin, abamectin, afidopyropen, amidoflumet, amitraz, alanycarb, aldicarb, aldoxycarb, allethrin ) [Including d-cis-trans- and d-trans-isomers], isazophos, isamifos, isocarbophos, isoxathion, isofenphos-methyl, isoprocarb , Isopropyl O- (methoxyaminothiofosophoryl) salicylate (Isopropyl O- (methoxyaminothio-phosphoryl) salicylate), ivermectin, ivermectin, imicyafos, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, ethiofencarb ), Etion, ethiprole, ethylene dibromide, etoxazole, etofenprox, ethoprophos, etrimfos, emamectin benzoate, endosulfan (endosulfan), empenthrin, oxamyl, oxydemeton-methyl, oxydeprofos, omethoate, cadusafos, karanjin, cartap , Carbaryl, carbosulf Carbosulfan, carbofuran, gamma-BHC (gamma-BHC), xylylcarb, quinalphos, quinoprene, chinomethionat, coumaphos, cryolite , Clothianidin, clofentezine, chromafenozide, chlorantraniliprole, chlorethoxyfos, chlorethoxyne, chlordane, chloropicrin, chlorpyrifos, chlorpyrifos・ Methyl (chlorpyrifos-methyl), chlorfenapyr (chlorfenapyr), chlorfenvinphos (chlorfluazuron), chlormephos (chlormephos), cyanophos (cyanophos), diafenthiuron (diamidafos) ), Cyantraniprolol (cyantr) aniliprole), dienochlor, cyenopyrafen, dioxabenzofos, diofenolan, cyclaniliprole, dicrotophos, dichlofenthion, prothrocyclopropyl , Dichlorvos, 1,3-dichloropropene, dicohol, dicyclanil, disulfoton, dinotefuran, dinobuton, cyhalothrin [ gamma-form, lambda-form], cyphenothrin [includes (1R) -trans-form], cyfluthrin [includes beta-form], diflubenzuron, cyflumetofen, Diflovidazin, cyhexatin, cypermethrin [alpha-form, beta-form, theta-form, zeta- Dimethylvinphos, dimefluthrin, dimethoate, silafluofen, cyromazine, spintoram, spinosad, spirodiclofen, spirodiclofen, spiroclofen Tetramat (spirotetramat), spiromesifen (sulcofuron-sodium), sulfluramide (sulfluramid), suloxaflor (sulfoxaflor), sulfluramide (sulfluramid), sulfotep (sulfotep), diazinon (diazinon), thiacloprid (thiacloprid) Thiamethoxam, tioxazafen, thiodicarb, thiocyclam, thiosultap, thionazin, thiofanox, thiometon, tetrachlorvinphos, Tetradiphone (tet radifon, tetramethylfluthrin, tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, teflubenzuron, S -methyl), temephos, deltamethrin, terbufos, tralomethrin, transfluthrin, triazamate, triazophos, trichlorfon, triflumuron , Triflumezopyrim, trimethacarb, tolfenpyrad, nared, nitenpyram, novaluron, noviflumuron, verticillium lecanii, verticillium lecanii hy droprene), Pasturiapenetrans, bamidothion, parathion, parathion-methyl, halfenprox, halofenozide, bioallethrin, Bioallethrin S-cyclopentenyl, bioresmethrin, bistrifluron, hydramethylnon, bifenazate, bifenthrin, pifirpiper (piflubumide), piperonperyl butoxide), pymetrozine, pyraclofos, pyrafluprole, pyridaphenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprop, proxy yriproxyfen), pirimicarb, pyrimidifen, pyriminostrobin, pirimiphos-methyl, pyrethrine, famphur, fipronil, fenazaquin, Fenamiphos, fenitrothion, phenoxycarb, phenoxycarb, phenothrin (including (1R) -trans-form), fenobucarb, fenthion, phenthoate ), Fenvalerate, fenpyroximate, fenbutatin oxide, fenpropathrin, fonofos, sulfuryl fluoride, butocarboxim, Butoxycarboxim, buprofezin (b uprofezin, furathiocarb, prallethrin, fluacrypyrim, fluazuron, fluensulfone, sodium fluoroacetate, flucycloxuron, flucitrinate flucythrinate), flusulfamide, fluvalinate [including tau-form], flupirazifuron, flupyrazofos, flufiprole, flufenerim, flufenoxystrobin Flufenoxuron, flubendiamide, flumethrin, prothiofos, protrifenbute, flonicamid, propaphos, propargite, profenfos ) Profluthrin, propetamphos, propoxur, flometoquin, bromopropylate, hexathhiazox, hexaflumuron, pacilimyces tenuipes, pacilimyces tenuipes (Paecilomyces fumosoroceus), heptafluthrin, heptenophos, permethrin, benclothiaz, bensultap, benzoximate, bendiocarb, benfuracarb , Beauveria tenella, Beauveria bassiana, Beauveria brongniartii, phoxim, phosalone, fosthiazate, phosthietan ), Phosphamidon, phosmet, polynactins, formetanate, phorate, malathion, milbemectin, mecarbam, mesulfenfos, mesoprene (Methoprene), methomyl, metaflumizone, metamidophos, metham, methiocarb, methidathion, methyl isothiocyanate, methyl bromide, methoxychlor (methoxychlor), methoxyfenozide, methothrin, mettofluthrin, metoprene, metolcarb, mevinphos, meperfluthrin, monacrosporium fimatopaum (Mona) ), Monocrotophos, momfluorothrin, littlel A (litlure-A), littlelah B (litlure-B), aluminum phosphide, zinc phosphide, hydrogen phosphide (phosphine), lufenuron, rescalure, resmethrin, lepimectin, rotenone, fenbutatin oxide, calcium cyanide, nicotine-sulfate (Z) -11-tetradecenyl acetate, (Z) -11-hexadecenal, (Z) -11-hexadecenyl acetate, (Z) -9,12-tetradecadienyl acetate, (Z) -9- Tetradecen-1-ol, (Z, E) -9,11-tetradecadienyl acetate, (Z, E) -9,12-tetradecadienyl acetate Bacillus popilliae, Bacillus subtillis, Bacillus sphaericus, Bacillus thuringiensis subsp. Aizawai, Bacillus thuringiensis subspecies・ Isla Elensis (Bacillus thuringiensis subsp. Israelensis), Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. Tenebrionis, Bt protein (Cry1Ab , Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Ab1), CL900187 (code number), DCIP (DCIP) (bis- (2-chloro-1-methylethyl) ether), DDT (DDT) (1 , 1,1-Trichloro-2,2-bis (4-chloro Phenyl) ethane), DEP (DEP) (dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate), DNOC (DNOC) (4
, 6-dinitro-O-cresol), DSP (DSP) (O, O-diethyl-O- [4- (dimethylsulfamoyl) phenyl] -phosphorothionate), EPN (EPN) (ethyl-P- Nitrophenylthionobenzenephosphonate), NA-85 (code number), NA-89 (code number), NC-515 (code number), RU15525 (code number), ZDI-2501 (code number), XMC (XMC) At least one compound selected from the group consisting of Z-13-icosen-10-one, ME5382 (code number), ZXI8901 (code number), and salts thereof. The pest control composition according to claim 1, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [I-1].

[I-1]
(Wherein R ₁ , R ₂ and R ₄ have the same meaning as described above, and R ₃₁ represents a C _{1 to} C ₆ alkyl group.) The pest control composition according to claim 2, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [II].

[II] The pest control composition according to claim 2, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [III].

[III] The pest control composition according to claim 2, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [IV].

[IV] The pest control composition according to claim 1, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [I-2].

[I-2]
(Wherein R ₁ , R ₂ and R ₅ have the same meaning as described above, and R ³² represents a phenyl group or a pyridyl group.) The pest control composition according to claim 6, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [V].

[V] The pest control composition according to claim 6, wherein the alkylphenyl sulfide derivative is a compound represented by the following formula [VI].

[VI]   The pest according to any one of claims 1 to 8, wherein the content ratio of the total amount of [Component A] and [Component B] is 0.1 to 80% by mass with respect to the total amount of the pest control composition. Control agent composition.   The pest according to any one of claims 1 to 9, comprising [Component A] and [Component B] in a mass ratio of [Component A]: [Component B] of 1: 0.001 to 1: 1000. Control agent composition.   The pest control composition according to any one of claims 1 to 10, further comprising at least one inert liquid carrier and / or solid carrier.   The pesticidal composition according to claim 11, further comprising at least one surfactant.   A method for producing a pesticidal composition, comprising at least [Component A] and [Component B] in an amount exhibiting pesticidal activity, and optionally, at least one inert liquid carrier, and 13. The method for producing a pesticidal composition according to claim 11 or 12, wherein a solid carrier and at least one surfactant are further mixed.   Useful by applying the pest control composition according to claim 11 or 12 to useful plants or places where useful plants are to be grown or grown simultaneously or separately. A method for controlling undesirable pests on plants.   13. A method of using the pest control composition according to claim 11 or 12 to control undesirable pests for useful plants.   The method of Claim 15 that the usage-amount of a pesticidal composition is 0.1-50,000 ppm as the total amount of [component A] and [component B].   The method of Claim 15 that the usage-amount of a pesticidal composition is 0.1-5,000g as the total amount of [component A] and [component B] per ha.   The method according to any one of claims 15 to 17, wherein the useful plant is at least one selected from the group consisting of paddy field crops, field crops, horticultural crops, turf, and fruit trees. The method according to any one of claims 15 to 18, wherein the pest control composition is used in non-agricultural land.