WO2019124564A1 - Synergistic insecticide composition including nitrophenol compound and insecticidally active compound - Google Patents

Abstract

The purpose of the invention is to provide an insecticide composition having even better preventing/controlling effects against agricultural pests. The invention relates to a synergistic insecticide composition comprising (A) a nitrophenol compound and (B) an insecticidally active compound. The invention relates to an insecticidal method characterized by treating a habitat (except for human beings) of agricultural pests with said synergistic insecticide composition. The invention relates to a plant protection method characterized by treating a plant infested with agricultural pests, or the vicinity thereof, with said synergistic insecticide composition. The invention relates to a method for using a nitrophenol compound for enhancing insecticidal activity. The invention relates to an insecticidal activity enhancer comprising a nitrophenol compound.

Description

Synergistic insecticide composition comprising a nitrophenol compound and a pesticidally active compound

The present invention relates to synergistic insecticide compositions comprising a nitrophenol compound and a pesticidally active compound.

Conventionally, insecticides have been developed for the purpose of controlling pests that damage crops, and various drugs have been put to practical use. However, in recent years, a population having reduced sensitivity to existing insecticides has appeared, and the existing insecticides have significantly reduced the control effect on agricultural pests.

Therefore, various developments have been made to improve the control activity against such pests. For example, an insecticide composition has been developed in which the insecticidal activity is improved by a synergistic effect by combining two or more existing insecticidally active compounds (Patent Document 1).

On the other hand, nitrophenol compounds are disclosed to have a plant growth promoting effect (patent document 2) and a BT toxin (insecticidal protein) production promoting effect (patent document 3), but the nitrophenol compound is an insecticide There is no description or suggestion that it is an activity enhancer for

JP, 2016-199527, A Chinese Patent Application Publication No. 104628481 WO 2004/013286

An object of the present invention is to provide a synergistic insecticide composition having an even better control effect on agricultural pests.

MEANS TO SOLVE THE PROBLEM As a result of repeating earnest research in order to solve the said subject, this inventor discovered that the nitrophenol compound enhances the control activity of an insecticide. The present invention has been completed based on such findings.

That is, the present invention relates to a synergistic insecticide composition containing the following nitrophenol compound and an insecticidally active compound.

Item 1.
Synergistic insecticide composition comprising (A) a nitrophenol compound and (B) a pesticidally active compound.
Item 2.
(B) insecticidally active compounds
(b1) acetylcholinesterase inhibitors,
(b2) GABAergic chloride ion channel antagonist agents,
(b3) sodium channel modulator agent,
(b4) nicotinic acetylcholine receptor antagonist modulator agent,
(b5) Nicotinic acetylcholine receptor allosteric modulator agent,
(b6) glutamatergic chloride ion channel allosteric modulator agent,
(b7) Juvenile hormone mimics,
(b8) Other nonspecific (multisite) inhibitors,
(b9) Chords organ TRPV channel modulator agent,
(b10) ticks growth inhibitors,
(b11) A microorganism-derived insect midgut-disrupting agent,
(b12) mitochondrial ATP biosynthesis inhibitor,
(b13) oxidative phosphorylation uncoupling agent,
(b14) Nicotinic acetylcholine receptor channel blocker agent,
(b15) chitin biosynthesis inhibitors,
(b16) a molt inhibitor,
(b17) molting hormone (ecdysone) receptor agonist agent,
(b18) octopamine receptor agonist agent,
(b19) mitochondrial electron transport complex III inhibitor,
(b20) mitochondrial electron transport complex I inhibitor
(b21) voltage-gated sodium channel blocker agents,
(b22) acetyl-CoA carboxylase inhibitor,
(b23) mitochondrial electron transport complex IV inhibitor,
(b24) mitochondrial electron transport complex II inhibitor,
(b25) ryanodine receptor modulator agent,
(b26) chord tone organ modulator agent, and
(b27) The synergistic insecticide composition according to item 1, which is at least one compound selected from the group consisting of insecticides and acaricides whose action mechanism is not specified.
Item 3.
(B) insecticidally active compounds
(B1) acetylcholinesterase inhibitors,
(B2) GABAergic chloride ion channel antagonist agents,
(B3) sodium channel modulator agent,
(B4) nicotinic acetylcholine receptor antagonist modulator agent,
(B8) Methyl bromide, chloropicrin, cryolite, sulfuryl fluoride, borax, tartar, dazomet, metam,
(B9) Chords organ TRPV channel modulator agent,
(B14) Nicotinic acetylcholine receptor channel blocker agent,
(B20) mitochondrial electron transport complex I inhibitor, and (b25) ryanodine receptor modulator agent (b27) selected from the group consisting of azadirachtin, benzoxmate, bromopropyrate, quinomethionate, zicophor, pyridalyl, and amidoflumet The synergistic insecticide composition according to Item 1 or 2, which is at least one compound.
Item 4.
(B) insecticidally active compounds
(B1) acetylcholinesterase inhibitors,
(B2) GABAergic chloride ion channel antagonist agents,
(B3) sodium channel modulator agent,
(B4) nicotinic acetylcholine receptor antagonist modulator agent,
(B9) Chords organ TRPV channel modulator agent,
(B14) Nicotinic acetylcholine receptor channel blocker agent,
4. The synergistic compound according to any one of Items 1 to 3, which is at least one compound selected from the group consisting of (b20) mitochondrial electron transport complex I inhibitor, and (b25) ryanodine receptor modulator Insecticide composition.
Item 5.
(B) The insecticidally active compound is selected from the group consisting of benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrodine 5. The synergistic insecticide composition according to any one of paragraphs 1 to 4, which is at least one compound of
Item 6.
The synergistic insecticide composition according to any one of Items 1 to 5, wherein the (A) nitrophenol compound is a phenol compound having one nitro group.
Item 7.
7. The synergistic insecticide according to any one of items 1 to 6, wherein the blending ratio of (A) the nitrophenol compound is 0.5 to 1000 parts by weight with respect to 100 parts by weight of (B) the insecticidally active compound Composition.
Item 8.
Item 8. An insecticidal method comprising treating the synergistic insecticidal composition according to any one of items 1 to 7 to agricultural pest habitats (except for humans).
Item 9.
Item 8. A method for controlling insects, which comprises treating the pesticidal composition according to any one of items 1 to 7 in the habitat of a pest.
Item 10.
Item 8. A plant protection method comprising treating the synergistic insecticidal composition according to any one of items 1 to 7 on or in the vicinity of a plant parasitic to agricultural pests.
Item 11.
Methods of using nitrophenolic compounds to enhance insecticidal activity.
Item 12.
A method of using a nitrophenol compound to enhance the insecticidal activity of an insecticidally active compound (except for human application),
The insecticidally active compound is at least selected from the group consisting of benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrodine Method of use, which is one type of compound.
Item 13.
The use method according to item 11 or 12, wherein the nitrophenol compound is a phenol compound having one nitro group.
Item 14.
Insecticidal activity enhancer containing a nitrophenol compound.
Item 15.
An insecticidal activity enhancer containing a nitrophenol compound for an insecticidally active compound,
The insecticidally active compound is at least selected from the group consisting of benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrodine Insecticidal activity enhancer, which is one type of compound.
Item 16.
Item 16. The insecticidal activity enhancer according to item 14 or 15, wherein the nitrophenol compound is a phenol compound having one nitro group.

The synergistic insecticide compositions of the invention are effective against agricultural pests at low doses.

The synergistic insecticide composition of the present invention exerts similarly excellent control effects even on agricultural pests that have acquired resistance to existing insecticidally active compounds.

Furthermore, according to the synergistic insecticide composition of the present invention, resistance to agricultural pests to each insecticidal active compound can be reduced since the treatment dose can be reduced as compared with the case where each existing insecticide is used alone. It can also suppress sexual development.

Synergistic Insecticide Composition The synergistic insecticidal composition containing the nitrophenol compound of the present invention and the insecticidally active compound (hereinafter sometimes referred to as “the present composition”) will be described below.

(A) Nitrophenol Compound (A) The nitrophenol compound is not particularly limited as long as it is an aromatic ring compound having one or more nitro groups and one or more hydroxyl groups (OH groups). Furthermore, you may have substituents other than the said nitro group and a hydroxyl group.

The substituent is not particularly limited, for example, a halogen _{atom, C 1 ~ 6} alkyl _{group, C 1 ~ 6} haloalkyl _{group, C 1 ~ 6} alkoxy _{group, C 1 ~ 6} haloalkoxy _{group, C 2 ~ 6} alkenyl group , _{C 2 ~ 6} haloalkenyl _{groups, C 2 ~ 6} alkenyloxy _{groups, C 2 ~ 6} haloalkenyloxy _{groups, C 2 ~ 6} alkynyl _{groups, C 2 ~ 6} haloalkynyl _{groups, C 2 ~ 6} alkynyloxy groups, C etc. _2-6 haloalkynyloxy group.

The nitrophenol compound in the present specification also includes a salt-formed nitrophenol compound (a salt of a nitrophenol compound).

Examples of salts in the present specification include alkali metal salts (sodium salt, potassium salt and the like), alkaline earth metal salts (calcium salt, magnesium salt and the like), ammonium salt (ammonia; morpholine, piperidine, pyrrolidine, lower mono, Di- or trialkylamines, organic amines such as lower mono-, di- or trihydroxyalkylamines, etc., and the like, and the like, preferably water-soluble, agrochemically advantageous salts, more preferably alkali metal salts. is there.

Among them, as the nitrophenol compound, for example, the following general formula (1):

(Wherein, X represents a C—R ′ group or a nitrogen atom.
R, and R 'are the same or different, a hydrogen atom, a halogen atom, a hydroxyl group, a nitro _{group, C 1 ~ 6} alkyl _{group, C 1 ~ 6} haloalkyl _{group, C 1 ~ 6} alkoxy _{group, C 1 ~ 6} haloalkoxy _{groups, C 2 ~ 6} alkenyl _{groups, C 2 ~ 6} haloalkenyl _{groups, C 2 ~ 6} alkenyloxy _{groups, C 2 ~ 6} haloalkenyloxy _{groups, C 2 ~ 6} alkynyl _{groups, C 2 ~ 6} haloalkynyl groups, C _2-6 alkynyloxy group, or an _{C 2-6} haloalkynyl group. )
The nitrophenol compound or its salt etc. which are represented by these are mentioned.

Furthermore, as the nitrophenol compound, the following general formula (2):

(Wherein, R ¹ , R ² , R ³ , R ⁴ and R ⁵ groups are the same or different and are a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C _1-6 alkyl group, a C _1-6 haloalkyl _{groups, C 1 ~ 6} alkoxy _{groups, C 1 ~ 6} haloalkoxy _{groups, C 2 ~ 6} alkenyl _{groups, C 2 ~ 6} haloalkenyl _{groups, C 2 ~ 6} alkenyloxy _{groups, C 2 ~ 6} haloalkenyloxy groups, C _2-6 alkynyl _{group, C 2-6} haloalkynyl _group, a _{C 2-6} alkynyloxy group, or a _{C 2-6} haloalkynyl group.)
The nitrophenol compound or its salt etc. which are represented by these are mentioned.

Each group in the present specification is described below.

There is no limitation in particular as a halogen atom, For example, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom etc. are mentioned.

The C _1-6 alkyl group is not particularly limited, and examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, an s-butyl group, a t-butyl group, and n- Examples thereof include linear or branched alkyl groups having 1 to 6 carbon atoms such as pentyl group, isopentyl group, neopentyl group, n-hexyl group and isohexyl group. In the present specification, "n-" indicates normal, "s-" indicates secondary, and "t-" indicates tertiary.

The C _1-6 haloalkyl group is not particularly limited, and examples thereof include a fluoromethyl group, a chloromethyl group, a bromomethyl group, an iodomethyl group, a difluoromethyl group, a trifluoromethyl group, a 1-fluoroethyl group and a 2-fluoroethyl group. , 2-chloroethyl group, 2,2,2-trifluoroethyl group, pentafluoroethyl, 1-fluoropropyl group, 2-chloropropyl group, 3-fluoropropyl group, 3-chloropropyl group, 1-fluorobutyl group And a linear or branched alkyl group having 1 to 6 carbon atoms substituted with 1 to 9, preferably 1 to 5 halogen atoms such as 1-chlorobutyl and 4-fluorobutyl.

The C _1-6 alkoxy group is not particularly limited, and examples thereof include a methoxy group, an ethoxy group, an n-propoxy group, an isopropoxy group, an n-butoxy group, an isobutoxy group, an s-butoxy group, an s-butoxy group, and an n-butoxy group. And C1-C6 linear or branched alkoxy groups such as pentyloxy group, isopentyloxy group, neopentyloxy group, n-hexyloxy group and isohexyloxy group.

The C _1-6 haloalkoxy group is not particularly limited. For example, a fluoromethoxy group, a chloromethoxy group, a bromomethoxy group, an iodomethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 1-fluoroethoxy group, 2- Fluoroethoxy group, 2-chloroethoxy group, 2,2,2-trifluoroethoxy group, pentafluoroethoxy, 1-fluoropropoxy group, 2-chloropropoxy group, 3-fluoropropoxy group, 3-chloropropoxy group, 1 -C1-C6 linear or branched alkoxy substituted with 1 to 9, preferably 1 to 5 halogen atoms such as -fluorobutyl, 1-chlorobutoxy, 4-fluorobutoxy and the like Group is mentioned

The C _{2 ~ 6} alkenyl group is not particularly limited, for example, vinyl group, 1-propenyl group, allyl group, isopropenyl group, 1-butenyl, 2-butenyl, 3-butenyl group, 1-methyl - And C2-C6 linear or branched alkenyl groups such as 2-propenyl group and 1,3-butadienyl group.

The C _{2 ~ 6} haloalkenyl group is not particularly limited, for example, 2,2-dichlorovinyl group, 2,2-dibromo-vinyl group, 3-chloro-2-propenyl group, 3,3-difluoro-2- Allyl group, 3,3-dichloro-2-allyl group, 4-chloro-2-butenyl group, 4,4,4-trifluoro-2-butenyl group, 4,4,4-trichloro-3-butenyl group, A linear or branched alkenyl group having 2 to 6 carbon atoms having at least one double bond at any position such as 5-chloro-3-pentenyl group, 6-fluoro-2-hexenyl group, etc. And alkenyl groups substituted with 1 to 13, preferably 1 to 7 halogen atoms.

C The _2-6 alkenyloxy group is not particularly limited, for example, vinyloxy group, 1-propenyloxy group, allyloxy group, isopropenyloxy group, 1-butenyloxy, 2-butenyloxy, 3-butenyloxy group, 1 And C2-C6 linear or branched alkenyloxy groups such as -methyl-2-propenyloxy group and 1,3-butadienyloxy group.

The C _{2 ~ 6} haloalkenyloxy group is not particularly limited, for example, 2,2-dichlorovinyl group, 2,2-dibromo-vinyl group, 3-chloro-2-propenyloxy group, 3,3 Difluoro-2-allyloxy group, 3,3-dichloro-2-allyloxy group, 4-chloro-2-butenyloxy group, 4,4,4-trifluoro-2-butenyloxy group, 4,4,4-trichloro-3 —C2-C6 linear or branched chain having at least one double bond at any position such as butenyloxy group, 5-chloro-3-pentenyloxy group, 6-fluoro-2-hexenyloxy group and the like Examples thereof include alkenyl groups substituted with 1 to 13 and preferably 1 to 7 halogen atoms.

The C _{2 ~ 6} alkynyl group include an ethynyl group, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl group, 1-butynyl group, 2-butynyl group, carbon atoms such as 3-butynyl group And 2 to 6 straight or branched chain alkynyl groups.

C The _2-6 haloalkynyl group is not particularly limited, for example, 3,3,3-trifluoro-propynyl group, 3,3-difluoro-propynyl group, 3,3,3-trifluoro-butynyl group, 4, A linear or branched alkynyl group having 2 to 6 carbon atoms which has at least one triple bond at any position such as 4,4-trifluoro-2-butynyl group, 3,3-difluoro-butynyl group, etc. And an alkynyl group substituted with 1 to 13, preferably 1 to 7 halogen atoms.

The C _{2 ~ 6} alkynyloxy group is not particularly limited, for example, ethynyl group, 1-propynyloxy group, 2-propynyl group, 1-methyl-2-propynyl group, 1-butynyloxy group, 2- Examples thereof include linear or branched alkynyloxy groups having 2 to 6 carbon atoms, such as butynyloxy group and 3-butynyloxy group.

The C _{2 ~ 6} haloalkynyloxy group is not particularly limited, for example, 3,3,3-trifluoro-propynyl group, 3,3-difluoro-propynyloxy group, 3,3,3-trifluoro-butynyl-oxy Group, linear or branched having 2 to 6 carbon atoms having at least one triple bond at any position such as 4,4,4-trifluoro-2-butynyloxy, 3,3-difluoro-butynyloxy and the like Examples of the alkynyloxy group include alkynyloxy groups substituted with 1 to 13, preferably 1 to 7 halogen atoms.

The aromatic ring compound is not particularly limited, and examples thereof include carbocyclic compounds such as benzene, naphthalene and anthracene; and heterocyclic compounds such as pyridine, pyrimidine, pyridazine, pyrazine and pyrazole.

In the nitrophenol compound represented by the above general formula (1), X is preferably a C-R 'group.

In nitrophenol compound represented by the above general formula (1), R is a hydrogen atom, a halogen atom, is preferably from C 1 _{~ 6} alkyl group or a C _{1 ~ 6} alkoxy group, more hydrogen atom or a methoxy group preferable.

In the nitrophenol compound represented by the above general formula (2), R ¹ is preferably a hydrogen atom, a halogen atom, a nitro group, a C _1-6 alkyl group or a C _1-6 alkoxy group, A nitro group or a methoxy group is more preferred.

In the nitrophenol compound represented by the above general formula (2), R ² is preferably a hydrogen atom, a halogen atom, a nitro group, a C _1-6 alkyl group or a C _1-6 alkoxy group, A nitro group or a methoxy group is more preferred.

In the nitrophenol compound represented by the above general formula (2), R ³ is preferably a hydrogen atom, a halogen atom, a nitro group, a C _1-6 alkyl group or a C _1-6 alkoxy group, A nitro group or a methoxy group is more preferred.

In the nitrophenol compound represented by the above general formula (2), R ⁴ is preferably a hydrogen atom, a halogen atom, a nitro group, a C _1-6 alkyl group or a C _1-6 alkoxy group, A nitro group or a methoxy group is more preferred.

In the nitrophenol compound represented by the above general formula (2), R ⁵ is preferably a hydrogen atom, a halogen atom, a nitro group, a C _1-6 alkyl group or a C _1-6 alkoxy group, A nitro group or a methoxy group is more preferred.

And nitrophenol compounds such as 4-nitrophenol, 4-nitrophenol sodium salt, 3-nitrophenol, 3-nitrophenol sodium salt, 2-nitrophenol, 2-nitrophenol sodium salt or salts thereof; Particularly preferred are guaiacol (alias: guaiacol) compounds such as nitroguaiacol, 5-nitroguaiacol sodium salt, 4-nitroguaiacol, 4-nitroguaiacol sodium salt and the like or salts thereof.

The nitrophenol compound contained in the composition of the present invention is a known compound, and a commercially available product (Atonic (registered trademark)) or a compound produced by a known production method can be used. The manufacturing method thereof is described, for example, in JP-A-10-67716. The above atomic is an aqueous solution containing 4-nitrophenol (0.3%), 2-nitrophenol (0.2%) and 5-nitroguaiacol (0.1%).

The insecticidally active compound contained in the composition of the present invention is not particularly limited as long as it is a compound known as a compound having a controlling effect on agricultural pests. In addition, as long as the composition of the present invention exerts the effects of the present invention, other acaricides and germicides can be appropriately used in combination as a pesticide.

(B) Insecticidally Active Compound (B) The insecticidally active compound is not particularly limited. For example, in the action classification according to IRAC (Insictide Resistance Action Committee; Insecticide Resistance Measures Committee), groups 1 to 29, group UN And compounds to which it belongs. Among them, the following groups 1 to 14, 21 to 28 and UN are preferable, the following groups 1 to 6, 9 to 14, 21 to 25, 28 and UN are more preferable, and the following groups 1 to 4, 9, 14, and 25 are Particularly preferred.

(B1) Group 1: Acetylcholinesterase Inhibitor As the acetylcholine esterase (AChE) inhibitor, for example, alanical carb (alanycarb), aldicarb (aldicarb), bendio carb (bendiocarb), benfracarb (benfuracarb), butocarboxim (butocarboxim) , Butoxycarboxim, carbaryl (NAC), carbofuran (carbofuran), carbosulfan (carbosulfan), ethiophene carb (ethiofencarb), fenobucarb (fenobucarb: BPMC), phenothiocarb (fenoticarb), formenate (formetanate), (Furathiocarb), isoprocarb (Isoprocarb: MIPC), methiocarb (methiocarb), methomil (methomyl), metolcarb (metolcarb), oxamyl (oxamyl), pirimicarb (pirimicarb), propoxysul (Propoxur: PHC), Thiodicarb (thiocarb), Thiophanox (thiophanox), Triazamate (triazamate), Trimetacarb (trimethacarb), Carbamate-based compounds (1A) such as xylylcarb (acephate), Azamethyphos (azamethiphos) , Azinphos ethyl (azinphos-ethyl), azinphos methyl (azinphos-methyl), kadusaphos (cadusafos), chlorethoxiphos (chlorethoxyfos), chlorfenvinphos (chlorfenvinphos), chlormephos (chlormephos), chlorpyrifos (chlorpyrifos), chlorpyriphos methyl (chloripyrthiol methylillol) , Coumaphos (coumaphos), cyanophos (cyanophos: CYAP), demeton-S-methyl (demeton-S-methyl), diazinon (diazinon), dichlorvos (dichlorovos: DDVP), dicrotophos (dicrotophos), dimethoate (dimethoate), dimethoate Vinyphos (diethylvinphos), disulfoton (disulfoton), EPN, ethion (ethion), ethoprofhos (ethoprophos), fenfulhos (fenamiphos), fenitrothion (fenithothion: MEP), fenthion (fenthion: MPP), fossiazate (fosthiazate) ), Heptenophos (heptenophos), imicyafos (imicyafos), isofenphos (isofenphos), isopropyl-O- (methoxyaminothiophosphoryl) salicylate or isocarbophos (isopropyl-O- (methoxyaminothiophosphoryl) salicylate or isocarbophos), isoxathion (isoxathion), malathion), mecarbam (mecarbam), methamidophos (methhamidophos), methidathion (DMTP), mevinphos (mevinphos), monocrotophos (monocrotophos), nared (BRP), omethoate, Oxydimethone methyl (oxydemeton-methyl), parathion (parathion), parathion methyl (parathion-methyl), phentoate (phenthoate: PAP), phorate (phorate), phosalone (phosalone), phosmet (phosmet: PMP), phosphamidone (phosphamidon) , Phoxim, pyrimiphos methyl (pirimiphos-methyl), profenophos (profenofos), propetamphos (propetamphos), prothiophos (prothiofos), pyraclofos, pyridaphenthion (pyridaphenthion), quinalphos (quinalphos), organic compounds such as tebupirimfos), temephos (temephos), terbufos (terbufos), tetrachlorvinphos (tetrachlorvin phos), thiometon (thiometon), triazophos (triazophos), trichlorfon (tricholfon: DEP), vamidothion, etc. Ton-based compounds (1B) and the like can be mentioned.

(B2) Group 2: GABAergic Chloride Channel Antagonist Drug As a GABAergic Chloride Channel Antagonist (blocker) drug, cyclic diene organochlorines such as chlordane, endosulfan, dienochlor, etc. Examples of the compound (2A) include phenylpyrazole compounds (2B) such as ethiprole, fipronil, flufiprole and the like.

(B3) Group 3: Sodium Channel Modulator Agents Examples of sodium channel modulator agents include acritinathrin (acrinathrin), allethrin (allethrin), bifenthrin (bifenthrin), kappa bifenthrin (kappa-bifenthrin), bioallethrin (bioallethrin), bioresmethrin (bioresthrin) bioresmethrin), cycloprotorin (cycloprothrin), cyfluthrin (cyfluthrin), beta-cyfluthrin (beta-cyfluthrin), cyhalothrin (cyhalothrin), gamma cyhalothrin (gamma-cyhalothrin), lambda cyhalothrin (lambda-cyhalothrin), Permethrin (cypermethrin), alpha cypermethrin (alpha-cypermethrin), betacypermethrin (beta-cypermethrin), theta-cypermethrin (theta-cypermethrin), zeta-cypermethrin (zeta-cypermethrin), sigma cypermethrin sigma-cypermethrin), cypenothrin (cyphenothrin), deltamethrin (deltamethrin), enpentrin (empenthrin), esfenvalerate (esfenvalerate), etofenprox (etofenprox), fenpropathrin (fenpropathrin), fenvalerate (fenvalerate), furcitri Nitrate (flucythrinate), flumethrin (flumethrin), taufluvalinate (tau-fluvalinate), halfenprox (halfenprox), heptafluthrin (heptafluthrin), imiprothrin (imiprothrin), cadestrin (kadethrin), meperfluthrin (Meperfluthrin), montfluorothrin (momfluorothrin), permethrin (permethrin), phenothrin (phenothrin), prarethrin (prallethrin), pyrethrin (pyrethrins), resmethrin (resmethrin), silafluophene (silafl) uofen), tefluthrin (tefluthrin), kappa-tefluthrin (kappa-tefluthrin), tetramethrin (tetramethrin), tetramethylfluthrin (tetramethylfluthrin), tralomethrin (tralomethrin), transfluthrin (transfluthrin), benfluthrin (benfluthrin), flufenprox Pyrethroid (pyrethrin) compounds (3A) such as (flufenoprox), flumethrin (flumethrin), metofuthrin (metofluthrin), profluthrin (profluthrin) and the like, dimefluthrin and the like.

(B4) Group 4: Nicotinic acetylcholine receptor antagonist modulator agent As a nicotinic acetylcholine receptor (nAChR) antagonist modulator agent, for example, acetamiprid (acetamiprid), clothianidin (clothianidin), dinotefuran (dinotefuran), imidacloprid, imidacloprid, Neonicotinoid compounds (4A) such as nitenpyram (thitenlopram), thiacloprid, thiamethoxam, cycloxaprid, dicloromezotiaz (4A); butenolide compounds such as flupyradifurone (4D) Sulfoximine compounds (4C) such as sulfoxaflor (sulfofaflor); meso ion compounds (4E) such as triflumezopyrim; and the like.

(B5) Group 5: Nicotinic acetylcholine receptor allosteric modulator agent As a nicotinic acetylcholine receptor (nAChR) allosteric modulator agent, for example, spinosad, spinetoram spinosyn compounds, and the like can be mentioned.

(B6) Group 6: Glutamatergic Chloride Channel Allosteric Modulator As the glutamatergic chloride ion channel (GluCl) allosteric modulator, for example, abamectin (abamectin), emamectin benzoate (emamectin-benzoate), lepimectin (lepimectin) And milbemectin.

(B7) Group 7: Juvenile hormone mimics Juvenile hormone analogs (7A) such as hydroprene (hydroprene), kinoprene (methoprene), etc. as juvenile hormone mimics (similar) agents Carb (fenoxycarb) (7B); pyriproxyfen (7C) and the like.

(B8) Group 8: Other nonspecific (multisite) inhibitors Other nonspecific (multisite) inhibitors include, for example, alkyl halides such as methyl bromide (8A); chloro Fluoricate compounds (8C), such as chloricrin (8B); cryolite, sulfuryl fluoride, etc .; borates, such as borax, boric acid (8D); Methylisothiocyanate generators (8F) such as dazomet, metam and the like.

(B9) Group 9: Chordonic organ TRPV channel modulator agent Examples of the chordal organ TRPV channel modulator agent include pyridine azomethine derivatives (9B) such as pimetrozine, pyrifluquinazon, and the like.

(B10) Group 10: Mite Growth Inhibitor As the mite growth inhibitor, for example, clofenthezine, diflovidazine, hexythiazox, etoxazole, etc. may be mentioned.

(B11) Group 11: microorganism-derived insect midgut-disrupting agent As a microorganism-derived insect midgut-disrupting agent, for example, Bacillus thuringiensis (Bacillus thuringiensis, strain BD # 32, strain AQ52, etc., subsp. Aizawai (subsp. Aizawai) , ABTS-1857, etc.), Cristarche subspecies (subsp. Kurstaki, HD-1 strain, BMP 123 etc.), Tenebryosis subspecies (subsp. Tenebriosis, NB 176 etc.), Islaelensis variant (var. Israelensis) , Aegypti variants (var. Aegypti), Colmeli variants (var. Colmeri), dermstadeisis variants (var. Darmstadiensis), dendrimus variants (var. Dendrolimus), galeria variants (var. Galleriae), japonensis variants (var. Var. japonensis), morisoni subspecies (subsp. morrisoni), San Diego variant (var. san diego), thuringiensis subspecies (subsp. thuringiensis, etc. strain MPPL002), 7216 variant (var. 7216), T36 variant (var. T36) ), Which confers resistance to lepidopteran insects Tar-endotoxin (Cry1A, Cry1Ab, modified Cry1Ab (partially deleted Cry1Ab), Cry1Ac, Cry1Ab-Ac (hybrid protein in which Cry1Ab and Cry1Ac are fused), Cry1C, Cry1F, Cry1Fa2 (modified cry1F), moCry1 F (Modified Cry1 F), Cry1 A. 105 (Cry1 Ab, Cry1 Ac, Hybrid protein fused with Cry1 F), Cry2 Ab2, Cry2 Ae, Cry2 Ce, Cry9 C, Vip3 A, Vip3 Aa20 etc., Delta-endotoxin (Cry3 A) that confers resistance to Coleoptera insects And Bacillus thuringiensis such as mCry3A (modified Cry3A), Cry3Bb1, Cry34Ab1, Cry35Ab1 and the like, and a produced insecticidal protein (11A); Bacillus sphaericus (11B) and the like.

(B12) Group 12: Mitochondrial ATP biosynthesis enzyme inhibitor As mitochondrial ATP biosynthesis enzyme inhibitor, for example, diafenthiuron (12A); azocyclotin (azocyclotin), cyhexatin (cyhexatin), fenbutatin oxide (fenbutatin oxide) organic tin acaricides (12B) such as oxide); propargite (12C); tetradiphone (12D) and the like.

(B13) Group 13: Oxidative phosphorylation decouplers Oxidative phosphorylation uncouplers include, for example, pyrrole compounds such as chlorfenapyr; dinitrophenol compounds such as DNOC; sulfluramid etc. .

(B14) Group 14: Nicotinic acetylcholine receptor channel blocker agent As a nicotinic acetylcholine receptor (nAChR) channel blocker agent, for example, bensultap (bensultap), cartap (cartap), cartap hydrochloride (cartap hydrochloride), thiocyclam ( and neriis toxin compounds such as thiosultap-2 sodium salt or bisultap-disodium or bisultap, thiosultap-1 sodium salt or monosultap (thiosultap-monosodium or monosultap), and the like.

(B15) Groups 15 and 16: Chitin biosynthesis inhibitors As chitin biosynthesis inhibitors, for example, bistrifluron (bistrifluron), chlorfluazuron (chlorfluazuron), diflubenzuron (diflubenzuron), flucycloxuron (flucycloxuron) , Flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, buprofezin compounds such as buprofezin compounds Etc.

(B16) Group 17: Moulting inhibitor As the molting inhibitor, for example, cyromazine etc. may be mentioned.

(B17) Group 18: molting hormone (ecdysone) receptor agonist agent As molting hormone (ecdysone) receptor agonist agent, for example, chromafenozide, halofenozide, methoxyfenozide, tebufenozide, etc. Diacyl-hydrazine compounds and the like can be mentioned.

(B18) Group 19: Octopamine Receptor Agonist As an octopamine receptor agonist, for example, amitraz and the like can be mentioned.

(B19) Group 20: Mitochondrial electron transport complex III inhibitor As mitochondrial electron transport complex III inhibitor, for example, hydramethylnon (hydramethylnon), acequinocyl (acequinocyl), fluacripyrim (fluacrypyrim), bifenazate (bifenazate) Etc.

(B20) Group 21: Mitochondrial electron transport complex I inhibitor Examples of mitochondrial electron transport complex I inhibitors include, for example, fenpyroximate, pyridaben, pyruvaben, tebufenpyrad, tolfenpyrad, phenazaquin (Fenazaquin), METI agent (21A) such as pyrimidifen (rotimidone), rotenone (21B) and the like.

(B21) Group 22: Voltage-gated sodium channel blocker agent As the voltage-gated sodium channel blocker agent, for example, oxadiazine compounds such as indoxacarb (22A); semicarbazone compounds such as metaflumizone (22B) Etc.

(B22) Group 23: Acetyl CoA carboxylase inhibitor As an acetyl CoA carboxylase inhibitor, for example, tetronic acid or tetramic acid derivative such as spirodiclofen, spiromesifen, spirotetramat etc. Can be mentioned.

(B23) Group 24: Mitochondrial Electron Transfer Complex IV Inhibitor As the mitochondrial electron transfer complex IV inhibitor, for example, phosphine compounds such as aluminum phosphide, calcium phosphide, hydrogen phosphide, zinc phosphide, etc. 24A); cyanide compounds (24B) such as cyanide salts and the like.

(B24) Group 25: Mitochondrial electron transport complex II inhibitor As mitochondrial electron transport complex II inhibitor, for example, β-ketonitrile derivatives (25A) such as cyflumethofen (cyflumetofen), cienopyraphen (cyenopyrafen); and carboxanilide compounds such as pyflubumide).

(B25) Group 28: Ryanodine receptor modulator agent As the ryanodine receptor modulator agent, for example, chlorantraniliprole (chlorantraniliprole), cyanoantraniliprole (cyantraniliprole), cyclaniliprol (cycliliporole), flubendiamide (flubendiamide) And tetraamide compounds such as tetraniriprole (tetraniliprole) and cyhalodiamide (cyhalodiamide).

(B26) Group 29: Chords Organ Modulator As the chorus organ modulator, for example, flonicamide and the like can be mentioned.

(B27) Group UN: Insecticides whose mechanism of action has not been specified Insecticides / acaricides whose mechanism of action has not been specified are, for example, azadirachtin (azadirachtin), benzoximate, bromox Examples thereof include bromopropylate, quinomethionate, dicofol, pyridalyl, amidoflumet and the like.

In addition, known agricultural and horticultural insecticides and acaricides may be mentioned. These insecticidally active compounds are known compounds and are commercially available products, so they are easily available.

Among them, more preferable insecticides include benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluofen, tolfenpyrado, chlorfenapyr, carbofuran, carbofuran, Ethiprole, flubendiamide, pyrethrin, permethrin, clothianidin, thiocyclam, and pimetrodin.

Among them, more preferable insecticides are benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrozine.

In the present invention, it is essential to use the nitrophenol compound and any one or more of the insecticidally active compounds in combination. By using a nitrophenol compound and an insecticidally active compound in combination, a remarkable controlling effect on pests and diseases is expressed. By synergistic insecticide composition is meant an insecticide composition having a synergistic control effect (synergy effect).

In the present invention, the insecticidally active compound is generally 0.01 to 20000 parts by weight, preferably 0.1 to 10000 parts by weight, more preferably 0.5 to 2000 parts by weight per 100 parts by weight of the nitrophenol compound of the general formula (1). 1000 parts by weight is blended.

In the composition of the present invention, the nitrophenol compound and the insecticidally active compound may be added without adding other components, but usually, a solid carrier, a liquid carrier and a gaseous carrier (propellant) are mixed and necessary. Add surfactants and other pharmaceutical auxiliaries according to the formulation and formulate into oil, emulsion, wettable, flowable, granules, powder, aerosol, aerosol etc according to the usual formulation method Good to use.

In these preparations, the total amount of the nitrophenol compound as the active ingredient and the insecticidally active compound is usually contained in an amount of 0.01 to 95% by weight, preferably 0.1 to 50% by weight.

Examples of solid carriers used in formulation include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, bentonite, hubashi clay, acid clay etc), talcs, ceramics, other inorganic minerals (celite, quartz, Fine powders or particles of sulfur, activated carbon, calcium carbonate, hydrated silica, etc., chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, sodium chloride etc.) and the like can be mentioned.

Examples of the liquid carrier include water, alcohols (methanol, ethanol etc.), ketones (acetone, methyl ethyl ketone etc.), aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, methyl naphthalene etc.), aliphatic hydrocarbons (Hexane, cyclohexane, kerosene, light oil etc.), esters (ethyl acetate, butyl acetate etc.), nitriles (acetonitrile, isobutyronitrile etc.), ethers (diisopropyl ether, dioxane etc.), acid amides (N , N-dimethylformamide, N, N-dimethylacetamide and the like), halogenated hydrocarbons (dichloromethane, trichloroethane, carbon tetrachloride and the like), vegetable oils such as dimethylsulfoxide, soybean oil, cottonseed oil and the like.

Examples of the gaseous carrier include butane gas, LPG (liquefied petroleum gas), dimethyl ether, carbon dioxide gas and the like.

As the surfactant, for example, alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylene derivatives, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives, etc. Can be mentioned.

As a formulation adjuvant, a sticking agent, a dispersing agent, a stabilizer etc. are mentioned, for example.

As the fixing agent and the dispersing agent, for example, casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, alginic acid etc.), lignin derivatives, bentonite, saccharides, synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, poly Acrylic acids and the like). As the stabilizer, for example, PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert- (Butyl 4-methoxyphenol mixture), vegetable oil, mineral oil, fatty acid or ester thereof and the like.

The synergistic insecticide composition of the present invention may be used as it is or diluted with water or the like. It is also used simultaneously with or without mixing with other insecticides, nematocides, acaricides, fungicides, herbicides, plant growth regulators, synergists, soil conditioners, animal feed etc. It can also be done.

When the composition of the present invention is used as a synergistic agricultural insecticide composition, its application rate is usually 0.1 g to 500 g, preferably 1 to 100 g, per 1000 m ² . When the synergistic insecticide composition of the present invention in the form of emulsion, wettable powder, flowable, etc. is used after diluting it with water, its application concentration is usually 1 to 1000 ppm, preferably 10 to 500 ppm. Powders and the like are applied as they are, without dilution. More specifically, the application concentration of the nitrophenol compound is usually about 0.5 to 800 ppm, preferably about 12.5 to 400 ppm, more preferably about 100 to 200 ppm, and the application concentration of the insecticidally active compound is usually 0.1 to It is about 200 ppm, preferably about 0.1 to 50 ppm, and more preferably about 0.4 to 20 ppm.

The application rate and application concentration of these all depend on the type of preparation, application time, place of application, application method, type of pest, degree of damage, etc., and increase or decrease without being limited to the above range It can be done.

Although the nitrophenol compound and the insecticidally active compound were contained in the synergistic insecticide composition of the present invention and its use was described, a composition separately containing the nitrophenol compound and the insecticidally active compound was prepared. Alternatively, these two compositions may be used sequentially or simultaneously, preferably simultaneously, during pest control. In this case, the nitrophenol compound and the insecticidally active compound may be used in combination in the same proportion as described above.

When the synergistic insecticide composition of the present invention is used as an insecticide, the pests for which the composition can be used are not particularly limited.
Diamondback moth (Plutella xylostella), spiny moth (Agrotis ipsilon), black-tailed moth (Agrotis segetum), tobacco leafworm (Helicoverpa armigera), tobacco leafworm (Helicoverpa assulta), cotton ball worm (Helicoverpa zea), tobacco bad worm (Heliothis virescens cara) ), Moths (Naranga aenescens), snails (Plusia nigrisigna), pseudaletia separata, snails (Spodoptera tigolitras), spodoptera litura (Spodoptera tilolitras), cotton leaf worms (Spodo petit lightulalis) Worm (Spodoptera eridania), Tobacco hornworm (Manduca sexta), Grapeberry moth (Endopiza viteana), Gimmon Hamoguriga (Lyonetia prunifoliella malinella), Kinmon Hosoga (Phyllonory cter ringoneella), Orange Haemo Griga (Phhylllocististidae) ra gossypiella), carposina niponensis, apple cactus salmon (Adoxophyes orana faciata), chanoko cactus salmon (Adoxophys honmai), chahamaki (Homona magnina), codling moth (Cydla pomonella), nasi hides pressalis), Cnaphalocrocis medinalis, Helanula major (Hellula undulis), European corn borer (Ostrinia nubilalis), Soy bean looper (Pseudoplusia includens), nettle (Trichoplusia ni), American moth Lepidoptera pests such as rapaecrucivora), Parmella guttata etc.
Unanebei Bui (Anomala cuprea), Himekogane (Anomala rufocuprea), Bemisugagane (Popillia japonica), Colorado Potato Beetle (Lepinotarsa decemlineata), Green Bean Tetobi (Epilachna varivestis), Squirrel Beetle (Melanotus tamsivichium), Scutellariae (Epuraea domina), Scutellariae japonicus (Henosepilachna vigintioctopunctata), Scutellariata (Tenebrio molitor), Scutellariata (Tribolium castaneum), Scutellaria japonicus (Anoplopha malasiaca), black paper ), Ground beetles (Aulacophora femoralis), ground beetles (Oulema oryzae), ground beetles (Phyllotreta striolata), weed beetles (Cylas formicarius), cotton weed beetles (Anthonomus grandis), rice weevil (Ethinocnemus squameus), Pheasant weevil (Hypera postica), rice water weevil (Lissorhoptrus oryzophilus), bilberry (Sitophilus zeamais), weed beetle (Sphenophrus venatus), granary weevil (Sitophilus granarius), southern corn rootworm (Diabrotica undecimpuntata) Insect pests such as worms (Diabrotica virgifera), Northern corn root worms (Diabrotica barberi), green leafhopper (Paederus fuscipes);
Sea turtle (Eurydema rugosa), White-backed Bug (Eysarcoris ventralis), Brown-backed Bug (Halyomorpha mista), South African White-headed Bug (Nezara viridula), Spider-headed Bug (Leptocorisa chinensis), Ground-winged Bug (Riptortus clavatus), Orionidae Hemipterus), Stephanitis pyrioides, Scutellaria syllabus (Epiacanthus stramineus), Shrimp snail (Empoasca onukii), Potato Leaf Hopper (Empoasca fabae), Scutellaria syllabus (Nephotettix cinctinceps), Nilaparvata lugens, Segroline mosquito (Sogatella furcifera), Scutellaria barbata (Trioza erytreae), Psylla pyrisuga, Bemisia tabaci, Silverleaf whitefly (Bemisia argentifolii), Orangebacks orum, Aphis gossypii, Aphis pomi, Aphis pumi, Myzus persicae, Drosicha corpulenta, Icerya purchasi, Icichea parchasi, Planocucium citri Stink Bug pests such as the scale insect (Pseudococcus comstocki), ruby rotworm (Ceroplastes rubens), Garnet beetle (Unaspis yanonensis), bedbug (Cimex lectularius), etc .;
Thistles pest such as the orange thrips (Frankliniella occidentalis), the yellow thrips (Frankliniella intonsa), the white thrips (Scirtothrips dorsalis), the southern thrips (Thrips palmi), the black-nosed thrips (Thrips tabaci) etc;
Citrus fruit fly (Dacus dorsalis), ground urchin fly (Dacus cucurbitae), nematode fruit fly (Ceratitis capitata), rice leafminer fly (Hydrellia griseola), leafminer leaf fly (Liriomyci bryoniae), bean leafminer fly (Liriocitracitra) pomonella), Hessian fly (Mayetiola destructor), house fly (Musca domestica), red fly (Stomoxys calcitrans), sheep lice fly (Melophagus ovinus), fly fly fly (Hypoderma lineatum), bull fly (Hypoderma bovis), sheepfly ), Buffalo (Prosimulium yezoensis), bullfinch (Tabanus trigonus), flyfly (Telmatoscopus albipunctatus), tokunagakanka (Leptoconops nipponensis), house mosquito (Culex pipiens pallens), Helicoverpa x c fly pest such as yracanus sinesis);
Aphithymus kuri, Athalia rosae japonensis, Nephiprion sertifer, Eciton burchelli (Eciton schmitti), Great Ant (Camponotus japonicus), Great Hornbill (Vescuitatrina cara) Hymenoptera pests (Solenopsis spp.), Pharaoh anto (Monomorium pharaonis), etc .;
Cockroach pests such as the black-tailed cockroach (Periplaneta fuliginosa), the Yamato cockroach (Periplaneta japonica), the German cockroach (Blattella germanica);
Grasshopper pests such as eel cricket (Teleogryllus emma), cricket (Gryllotalpa africana), Tossoda (Locusta migratoria), Koban inago (Oxya yezoensis), and Sacrifice (Schistocerca gregaria);
Termite pests such as house termites (Coptotermes formosanus), Yamato termites (Reticulitermes speratus), and termites (Odontotermes formosanus);
Flea pests such as cat flea (Ctenocephalidae felis), human flea (Pulex irritans), cryopus flea (Xenopsylla cheopis);
White-wing pests such as chicken coax (Menacanthus stramineus), bullfinch (Bovicola bovis), etc.
The lice pest such as the beef lice (Haematopinus eurysternus), the pig lice (Haematopinus suis), the bovine lice (Linognathus vituli), the spiny lice (Solenopotes capillatus) etc .;
Other crustaceans such as Armadallium vulgare;
Redhead spinach (Prathylenchus penetrans), Blackheaded spinach (Prathylenchus vulnus), potato cyst nematode (Globodera rostochiensis), soybean cyst nematode (Heterodera glycines), Northern cattail nematode (Meloidogyne hapla) 、 ブ 、 、 、 、 Nematodes such as (Bursaphelenchus lignicolus);
Examples thereof include molluscs such as the spiny snail (Ponacea canaliculata), the slug (Incilaria bilineata), the scorpionfish (Acusta despecta sieboldiana), and the snail (Euhadra peliomphala).

Useful plants for which the synergistic insecticide composition of the present invention can be used are not particularly limited. For example, grains such as rice, barley, wheat, rye, oats and corn; soybeans, red beans, broad beans, peas, beans Beans such as beans and peanuts;
Fruits and fruits such as apples, citrus fruits, pears, persimmons, peaches, plums, cherry blossoms, walnuts, chestnuts, almonds, bananas, strawberries, etc .;
Leaves, fruits and vegetables such as cabbage, tomato, spinach, broccoli, lettuce, onion, green onion, green pepper, eggplant, pepper and the like;
Carrot, potato, sweet potato, taro, radish, lotus root, turnip, burdock, garlic etc root vegetables;
Processing crops such as cane, hemp, beets, hops, sugar cane, sugar beet, olives, gum, coffee, tobacco, tea, etc .;
Uri species such as pumpkin, cucumber, mackerel, watermelon, melon;
Grasses such as orchardgrass, sorghum, timothy, clover, alfalfa;
Grasses such as Goryeo grass, bent glass;
Lavender, rosemary, thyme, parsley, pepper, ginger, etc .;
Chrysanthemum, roses, carnations, orchids, etc .;
Garden trees such as Ginkgo, cherry blossoms, Aoki
A pine tree, a pine tree, a pine tree, a hiba, a cedar, a forest tree, such as a rose, etc. are mentioned.

The synergistic insecticide composition of the present invention can protect the plants by treating them in the habitat of such insects or in or near the plants which they infest.

The habitat of the pest or the plant or its vicinity where the pest infests refers to the vegetation, especially stems, leaves, seeds, bulbs or seeds (hereinafter referred to as seeds, bulbs or seeds) simply as seeds, in which the pest to be controlled is infested It can be applied to fruits, etc. Application methods include, for example, spraying on leaves or stems, or spraying, seed treatment (eg, seed soaking of soaked seeds or granules, etc.), soil application (eg, intercostal spraying or interval spraying of granules, etc.) Etc.).

Insecticidal activity enhancer containing a nitrophenol compound The above-mentioned nitrophenol compound can enhance the insecticidal activity by adding it to known insecticides. That is, nitrophenol compounds can be used to enhance insecticidal activity.

EXAMPLES The present invention will be further clarified by the following Examples, Comparative Examples, Formulation Examples and Test Examples, but the present invention is not limited thereto.

Next, formulation examples are shown. The term "parts" means "parts by weight".

Reference preparation example 1 (emulsion)
10 parts of each of the composition of the present invention is dissolved in 45 parts of Solvesso 150 and 35 parts of N-methylpyrrolidone, 10 parts of an emulsifier (trade name: Sorpol 3005X, manufactured by Toho Chemical Co., Ltd.) is added thereto, and mixed by stirring. Each 10% emulsion was obtained.

Reference preparation example 2 (wettable powder)
Twenty parts of each of the composition of the present invention is added to 2 parts of sodium lauryl sulfate, 4 parts of sodium lignin sulfonate, 20 parts of synthetic hydrous silicon oxide fine powder and 54 parts of clay and mixed by stirring with a juice mixer. % Wettable powder was obtained.

Reference Preparation Example 3 (Particulates)
Two parts of sodium dodecylbenzene sulfonate, 10 parts of bentonite and 83 parts of clay were added to 5 parts of each of the composition of the present invention and thoroughly mixed. The applied amount of water was added, and the mixture was further stirred, granulated with a granulator and blow-dried to obtain 5% granules.

Reference preparation example 4 (powder)
1 part of each of the composition of the present invention is dissolved in an appropriate amount of acetone, 5 parts of synthetic hydrous silicon oxide fine powder, 0.3 parts of isopropyl acid phosphate (PAP) and 93.7 parts of clay are added thereto, and a juice mixer The mixture was stirred and mixed, and acetone was removed by evaporation to obtain 1% powder.

Reference preparation example 5 (flowable agent)
Twenty parts of each of the composition of the present invention, 3 parts of polyoxyethylene tristyryl phenyl ether phosphate ester triethanolamine, and 20 parts of water containing 0.2 parts of Rhodorsil 426R are mixed and wet-milled using a dyno mill, It was mixed with 60 parts of water containing 8 parts of propylene glycol and 0.32 parts of xanthan gum to obtain a 20% suspension in water.

<Nitrophenol compound>
Formulation A
4-nitrophenol sodium salt (Asahi Chemical Industry Co., Ltd. product 0.9 parts, 2-nitrophenol sodium salt (Asahi Chemical Industry Co., Ltd. product) 0.6 parts, 5-nitro guaiacol sodium salt (Asahi Chemical Industry Co., Ltd.) 0.3 part of Co., Ltd. product was dissolved in 998.2 parts of water to prepare a water solvent. This water solvent is hereinafter referred to as "formulation A".

Formulation B
0.9 part of 4-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) was dissolved in 999.1 parts of water to prepare a water solvent. This water solvent is hereinafter referred to as "formulation B".

Formulation C
A water solvent was prepared by dissolving 0.6 part of 2-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) in 999.4 parts of water. This water solvent is hereinafter referred to as "Formulation C".

Preparation D
0.3 part of 5-nitro guaiacol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) was dissolved in 999.7 parts of water to prepare a water solvent. This water solvent is hereinafter referred to as "Formulation D".

<Pesticidal active compound>
Preparation E
As the water dispersible granules containing pimetrozine, Chess (registered trademark) water dispersible granules (water dispersible granules containing 50% by weight of pimetrodine) manufactured by Syngenta Japan Ltd. were prepared. This preparation is referred to as "formulation E".

Formulation F
As a water dispersible powder containing thiamethoxam, Actara® water dispersible granule (water dispersible powder containing 10% by weight thiamethoxam) manufactured by Syngenta Japan Co., Ltd. was prepared. This preparation is referred to as "formulation F".

Formulation G
A BATSA (registered trademark) emulsion (emulsion containing 50% by weight of BPMC) manufactured by Sumitomo Chemical Co., Ltd. was prepared as an emulsion containing BPMC. This preparation is referred to as "formulation G".

Formulation H
A Trebon (registered trademark) emulsion (emulsion containing 20% by weight of etofenprox) manufactured by Mitsui Chemicals Agro Co., Ltd. was prepared as an emulsion containing etofenprox. This preparation is referred to as "formulation H".

Formulation I
As a water solvent containing nitenpyram, Bestgard (registered trademark) water solvent (water solvent containing 10% by weight of nitenpyram) manufactured by Sumitomo Chemical Co., Ltd. was prepared. This preparation is referred to as "formulation I".

Formulation J
As a wettable powder containing silafluophene, MR Joker (registered trademark) wettable powder (a wettable powder containing 20 parts by weight of silafluophene) manufactured by Bayer CropScience Co., Ltd. was prepared. This preparation is referred to as "formulation J".

Formulation K
Oncol (registered trademark) microcapsules (microcapsules containing 20% by weight of Benfracarb) manufactured by OAT Agrio Co., Ltd. were prepared as microcapsules containing Benfracarb.
This preparation is referred to as "formulation K".

Formulation L
Admyer (R) flowable (a flowable containing 20% by weight of imidacloprid) manufactured by Bayer CropScience Co., Ltd. was prepared as a flowable containing imidacloprid.
This preparation is referred to as "formulation L".

Formulation M
Padang (registered trademark) SG water solvent (water solvent containing 75% by weight of cartap hydrochloride) manufactured by Sumitomo Chemical Co., Ltd. was prepared as a water solvent containing cartap. This preparation is referred to as "formulation M".

Formulation N
Alvaline (registered trademark) water dispersible granules (water dispersible granules containing 20% by weight of dinotefuran) manufactured by Agrokanesho Co., Ltd. were prepared as water dispersible granules containing dinotefuran. This preparation is referred to as "formulation N".

Formulation O
Exirel (registered trademark) SE (SE agent containing 10.2% by weight of cyantrani lipol) manufactured by OAT AGRIO CO., LTD. Was prepared as a flowable agent containing cyantrani liprole. This preparation is referred to as "formulation O".

Formulation P
As a flowable agent containing fipronil, Prince (registered trademark) flowable (a flowable agent containing 5% by weight of fipronil) manufactured by BASF Japan Ltd. was prepared. This preparation is referred to as "formulation P".

Formulation Q
Agrothrin (registered trademark) emulsion (emulsion containing 6% by weight of cypermethrin) manufactured by Kumiai Chemical Industries, Ltd. was prepared as an emulsion containing cypermethrin. This preparation is referred to as "formulation Q".

Formulation R
Dissolve 4 parts of lambda cyhalothrin (Wako Pure Chemical Industries, Ltd.) in 500 parts of acetone (Wako Pure Chemical Industries, Ltd.) and add 500 parts of 2% dialkyl ester sulfonate (surfactant) to this , Emulsion was prepared. This emulsion is hereinafter referred to as "Formulation R".

Example 1
The formulation E (pimetrozin) and the formulation A (nitrophenol compound) were mixed and adjusted to have the test concentrations shown in Table 1 to produce formulation E + A of the composition of the present invention.

Examples 2 to 14
Formulation E was prepared from formulation F, formulation G, formulation H, formulation I, formulation J, formulation K, formulation L, formulation M, formulation N, formulation O, formulation P, formulation Q, and formulation R described in Tables 1 to 3 Formulations F + A at the test concentrations listed in Tables 1 to 3, Formulations G + A, Formulations H + A, Formulations I + A, Formulations J + A, Formulations K + A, Formulations L + A, Formulations M + A, in the same manner as in Example 1. , Formulations N + A, Formulations O + A, Formulations P + A, Formulations Q + A, Formulations R + A were respectively produced.

Test Example 1: Efficacy test against Sejirokanca In a 90 ml cup (trade name: KP-90, manufactured by Konoike Plastics Co., Ltd.), 50 ml of Kumiai Ube Granulated Soil No. 2 (manufactured by MC Ferticom Co., Ltd.) is put, water is added Rice (breed: Hinohikari) was sown. After growing to the 2.5 leaf stage, a sufficient amount of the drug diluted to a predetermined concentration was sprayed to the test plants using a sprayer. After air-drying, the pot was covered with a cup, and 10 treated insect beetles Sejiroka (Sogatella furcifera, third instar larvae) were released on the treated leaves and covered with a nylon goose. The animals were kept in a greenhouse (day 25 ° C., night 20 ° C.) until the day of investigation. The survey was conducted 6 days after drug treatment. The number of dead insects was counted and the mortality was calculated according to the following formula. The test area was set up three times per test area.

Mortality rate = {1-(treatment rate survival rate) / (treatment rate no survival rate)} × 100
The results are shown in Table 1.

In addition, the expected efficacy (E) of the synergistic insecticide composition of the present invention is calculated from Colby's equation (Weeds, 15, 20-22 (1967)), and the calculated effectiveness (%) is calculated. I asked.

E = x + y-(x · y / 100)
In the formulae, E is the percentage of the expected efficacy when using the nitrophenol compound and the insecticidally active compound at respective concentrations p and q. x represents the degree of effectiveness when a nitrophenol compound is used at a concentration p, and y represents the degree of effectiveness when an insecticidally active compound is used at a concentration q.

The theoretical values (%) determined by the above-mentioned Colby's equation are shown together in Tables 1 to 3. The numerical values in Tables 1 to 3 indicate the effectiveness (%). It can be said that the combination exhibits a synergistic effect if the control effect when the nitrophenol compound of the present invention and the insecticidally active compound are mixed and treated exceeds the E (expected value).

<Test result>
As a result, it was found that the insecticide compositions (Examples 1 to 5) of the present invention had a synergistic effect, with the value of the mortality (%) (measured value) being larger than the theoretical value. Therefore, the combined use of the nitrophenol compound and the insecticidally active compound improves the control effect against pests as compared to the existing insecticide alone.

Test Example 2: Efficacy test on Tobihiro planthopper The test was carried out in the same manner as in the above-mentioned Test Example 1 except that the test insect was replaced by Tobiiro planthopper (scientific name: Nilaparvata lugens, 3rd instar larvae).

The results are shown in Tables 2 and 3. Further, in the same manner as in Test Example 1, theoretical values (%) determined by the Colby's equation are shown together in Table 2 and Table 3. The numerical values in Table 2 and Table 3 are effectiveness (%).

<Test result>
As a result, it was found that the insecticide compositions (Examples 6 to 14) of the present invention had a synergistic effect, with the value of the mortality (%) (measured value) being larger than the theoretical value. Therefore, the combined use of the nitrophenol compound and the insecticidally active compound improves the control effect against pests as compared to the existing insecticide alone.

<Test result>
As a result, it was found that the insecticide composition (Examples 15 to 20) of the present invention had a synergistic effect, with the value of the mortality (%) (measured value) being larger than the theoretical value. Therefore, the combined use of the nitrophenol compound and the insecticidally active compound improves the control effect against pests as compared to the existing insecticide alone.

Claims (15)

1. Synergistic insecticide composition comprising (A) a nitrophenol compound and (B) a pesticidally active compound.
2. (B) insecticidally active compounds
   (b1) acetylcholinesterase inhibitors,
   (b2) GABAergic chloride ion channel antagonist agents,
   (b3) sodium channel modulator agent,
   (b4) nicotinic acetylcholine receptor antagonist modulator agent,
   (b5) Nicotinic acetylcholine receptor allosteric modulator agent,
   (b6) glutamatergic chloride ion channel allosteric modulator agent,
   (b7) Juvenile hormone mimics,
   (b8) Other nonspecific (multisite) inhibitors,
   (b9) Chords organ TRPV channel modulator agent,
   (b10) ticks growth inhibitors,
   (b11) A microorganism-derived insect midgut-disrupting agent,
   (b12) mitochondrial ATP biosynthesis inhibitor,
   (b13) oxidative phosphorylation uncoupling agent,
   (b14) Nicotinic acetylcholine receptor channel blocker agent,
   (b15) chitin biosynthesis inhibitors,
   (b16) a molt inhibitor,
   (b17) molting hormone (ecdysone) receptor agonist agent,
   (b18) octopamine receptor agonist agent,
   (b19) mitochondrial electron transport complex III inhibitor,
   (b20) mitochondrial electron transport complex I inhibitor
   (b21) voltage-gated sodium channel blocker agents,
   (b22) acetyl-CoA carboxylase inhibitor,
   (b23) mitochondrial electron transport complex IV inhibitor,
   (b24) mitochondrial electron transport complex II inhibitor,
   (b25) ryanodine receptor modulator agent,
   (b26) chord tone organ modulator agent, and
   The synergistic insecticide composition according to claim 1, which is at least one compound selected from the group consisting of an insecticide and an acaricide whose action mechanism is not specified.
3. (B) insecticidally active compounds
   (B1) acetylcholinesterase inhibitors,
   (B2) GABAergic chloride ion channel antagonist agents,
   (B3) sodium channel modulator agent,
   (B4) nicotinic acetylcholine receptor antagonist modulator agent,
   (B8) Methyl bromide, chloropicrin, cryolite, sulfuryl fluoride, borax, tartar, dazomet, metam,
   (B9) Chords organ TRPV channel modulator agent,
   (B14) Nicotinic acetylcholine receptor channel blocker agent,
   (B20) mitochondrial electron transport complex I inhibitor, and (b25) ryanodine receptor modulator agent (b27) selected from the group consisting of azadirachtin, benzoxmate, bromopropyrate, quinomethionate, zicophor, pyridalyl, and amidoflumet The synergistic insecticide composition according to claim 1 or 2, which is at least one compound.
4. (B) insecticidally active compounds
   (B1) acetylcholinesterase inhibitors,
   (B2) GABAergic chloride ion channel antagonist agents,
   (B3) sodium channel modulator agent,
   (B4) nicotinic acetylcholine receptor antagonist modulator agent,
   (B9) Chords organ TRPV channel modulator agent,
   (B14) Nicotinic acetylcholine receptor channel blocker agent,
   The compound according to any one of claims 1 to 3, which is at least one compound selected from the group consisting of (b20) mitochondrial electron transport complex I inhibitors, and (b25) ryanodine receptor modulators. Insecticide composition.
5. (B) The insecticidally active compound is selected from the group consisting of benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrodine The synergistic insecticide composition according to any one of the preceding claims, which is at least one compound of
6. The synergistic insecticide composition according to any one of claims 1 to 5, wherein the (A) nitrophenol compound is a phenol compound having one nitro group.
7. The synergistic insecticide according to any one of claims 1 to 6, wherein the blending ratio of the (A) nitrophenol compound is 0.5 to 1000 parts by weight with respect to 100 parts by weight of the (B) insecticidally active compound. Composition.
8. A method of insecticidal treatment comprising treating the synergistic pesticidal composition according to any one of claims 1 to 7 to agricultural pest habitats (except for humans).
9. A plant protection method comprising treating the synergistic insecticidal composition according to any one of claims 1 to 7 at or near a plant parasitic to an agricultural pest.
10. Methods of using nitrophenolic compounds to enhance insecticidal activity.
11. A method of using a nitrophenol compound to enhance the insecticidal activity of an insecticidally active compound (except for human application),
    The insecticidally active compound is at least selected from the group consisting of benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrodine Method of use, which is one type of compound.
12. The use method according to claim 10 or 11, wherein the nitrophenol compound is a phenol compound having one nitro group.
13. Insecticidal activity enhancer containing a nitrophenol compound.
14. An insecticidal activity enhancer containing a nitrophenol compound for an insecticidally active compound,
    The insecticidally active compound is at least selected from the group consisting of benflacarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniriprole, fipronil, etofenprox, cypermethrin, lambda cyhalothrin, silafluophene, and pimetrodine Insecticidal activity enhancer, which is one type of compound.
15. The insecticidal activity enhancer according to claim 13 or 14, wherein the nitrophenol compound is a phenol compound having one nitro group.