JP6561107B2 - Synergistic insecticide composition comprising a nitrophenol compound and an insecticidal active compound - Google Patents

Description

  The present invention relates to a synergistic insecticide composition comprising a nitrophenol compound and an insecticidal active compound.

  Conventionally, insecticides have been developed for the purpose of controlling pests that harm crops, and various drugs have been put to practical use. However, in recent years, populations with reduced susceptibility to existing insecticides have emerged, and existing insecticides have a markedly reduced control effect against agricultural pests.

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

  On the other hand, it is disclosed that the nitrophenol compound has 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.

JP-A-2006-199527 Chinese Patent Application No. 106284841 International Publication No. 2004/013286

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

  As a result of intensive studies in order to solve the above-mentioned problems, the present inventor has found that a nitrophenol compound enhances the insecticide control activity. 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 insecticidal active compound.

Item 1.
A synergistic insecticide composition comprising (A) a nitrophenol compound and (B) an insecticidal active compound.

Item 2.
(B) an insecticidal active compound
(b1) an acetylcholinesterase inhibitor,
(b2) GABAergic chloride channel antagonist agent,
(b3) sodium channel modulator agent,
(b4) a nicotinic acetylcholine receptor antagonist modulator agent,
(b5) a nicotinic acetylcholine receptor allosteric modulator agent,
(b6) a glutamatergic chloride channel allosteric modulator agent,
(b7) juvenile hormone mimic agent,
(b8) Other non-specific (multisite) inhibitors,
(b9) a string sound organ TRPV channel modulator agent,
(b10) Tick growth inhibitor,
(b11) a microorganism-derived insect midgut destroyer,
(b12) Mitochondrial ATP biosynthesis enzyme inhibitor,
(b13) oxidative phosphorylation uncoupler,
(b14) a nicotinic acetylcholine receptor channel blocker,
(b15) chitin biosynthesis inhibitor,
(b16) molting inhibitor,
(b17) molting hormone (ecdysone) receptor agonist,
(b18) an octopamine receptor agonist,
(b19) Mitochondrial electron transport system complex III inhibitor,
(b20) Mitochondrial electron transport system complex I inhibitor,
(b21) voltage-dependent sodium channel blocker,
(b22) an acetyl CoA carboxylase inhibitor,
(b23) Mitochondrial electron transport system complex IV inhibitor,
(b24) Mitochondrial electron transport system complex II inhibitor,
(b25) a ryanodine receptor modulator agent,
(b26) a chordal 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) an insecticidal active compound
(B1) an acetylcholinesterase inhibitor,
(B2) GABAergic chloride channel antagonist agent,
(B3) sodium channel modulator agent,
(B4) a nicotinic acetylcholine receptor antagonist modulator agent,
(B9) a string sound organ TRPV channel modulator agent,
(B14) a nicotinic acetylcholine receptor channel blocker,
Item 3. The synergistic insecticide composition according to Item 1 or 2, wherein the composition is at least one compound selected from the group consisting of (b20) a mitochondrial electron transport complex I inhibitor and (b25) a ryanodine receptor modulator agent.

Item 4.
(B) The insecticidal active compound is selected from the group consisting of benfuracarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniliprole, fipronil, etofenprox, cypermethrin, lambda cihalothrin, silafluophene, and pymetrozine Item 4. The synergistic insecticide composition according to any one of Items 1 to 3, wherein the composition is at least one compound.

Item 5.
(A) Synergistic insecticide as described in any one of claim | item 1 -4 whose compounding ratio of a nitrophenol compound is 0.5-1000 weight part with respect to 100 weight part of (B) insecticidal active compound. Composition.

Item 6.
Item 6. An insecticidal method comprising treating the synergistic insecticide composition according to any one of Items 1 to 5 in an agricultural pest habitat.

Item 7.
Item 6. A plant protection method comprising treating the synergistic insecticide composition according to any one of Items 1 to 5 with or near a plant parasitic on agricultural pests.

Item 8.
Use of a nitrophenol compound for enhancing insecticidal activity.

Item 9.
An insecticidal activity enhancer containing a nitrophenol compound.

  The synergistic insecticide composition of the present invention is effective against agricultural pests at low dosage.

  The synergistic insecticide composition of the present invention exhibits an excellent control effect even for agricultural pests that have acquired resistance to existing insecticidal active compounds.

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

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

There is no limitation in particular as a substituent, For example, a halogen atom, _C1-6 alkyl group, _C1-6 haloalkyl group, _C1-6 alkoxy group, _C1-6 haloalkoxy group, _C2-6 alkenyl group C _2-6 haloalkenyl group, C _2-6 alkenyloxy group, C _2-6 haloalkenyloxy group, C _2-6 alkynyl group, C _2-6 haloalkynyl group, C _2-6 alkynyloxy group, C _{A 2-6} haloalkynyloxy group etc. are mentioned.

  The nitrophenol compound in the present specification includes a nitrophenol compound (a salt of a nitrophenol compound) that forms a salt.

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

（式中、Ｘは、Ｃ−Ｒ’基又は窒素原子を示す。
Ｒ、及びＲ’は、同一又は異なって、水素原子、ハロゲン原子、水酸基、ニトロ基、Ｃ_１〜６アルキル基、Ｃ_１〜６ハロアルキル基、Ｃ_１〜６アルコキシ基、Ｃ_１〜６ハロアルコキシ基、Ｃ_２〜６アルケニル基、Ｃ_２〜６ハロアルケニル基、Ｃ_２〜６アルケニルオキシ基、Ｃ_２〜６ハロアルケニルオキシ基、Ｃ_２〜６アルキニル基、Ｃ_２〜６ハロアルキニル基、Ｃ_２〜６アルキニルオキシ基、又はＣ_２〜６ハロアルキニルオキシ基を示す。）
で表されるニトロフェノール化合物又はその塩等が挙げられる。 Among these, as the nitrophenol compound, for example, the following general formula (1):

(In the formula, X represents a CR ′ group or a nitrogen atom.
R and R ′ 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 group, a C _1-6 alkoxy group, a C _1-6 haloalkoxy. Group, C _2-6 alkenyl group, C _2-6 haloalkenyl group, C _2-6 alkenyloxy group, C _2-6 haloalkenyloxy group, C _2-6 alkynyl group, C _2-6 haloalkynyl group, C _{A 2-6} alkynyloxy group or a _C2-6 haloalkynyloxy group is shown. )
Or a salt thereof, and the like.

（式中、Ｒ^１、Ｒ^２、Ｒ^３、Ｒ^４、及びＲ^５基は、同一又は異なって、水素原子、ハロゲン原子、水酸基、ニトロ基、Ｃ_１〜６アルキル基、Ｃ_１〜６ハロアルキル基、Ｃ_１〜６アルコキシ基、Ｃ_１〜６ハロアルコキシ基、Ｃ_２〜６アルケニル基、Ｃ_２〜６ハロアルケニル基、Ｃ_２〜６アルケニルオキシ基、Ｃ_２〜６ハロアルケニルオキシ基、Ｃ_２〜６アルキニル基、Ｃ_２〜６ハロアルキニル基、Ｃ_２〜６アルキニルオキシ基、又はＣ_２〜６ハロアルキニルオキシ基を示す。）
で表されるニトロフェノール化合物又はその塩等が挙げられる。 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, or a C _1-6 haloalkyl group. Group, C _1-6 alkoxy group, C _1-6 haloalkoxy group, C _2-6 alkenyl group, C _2-6 haloalkenyl group, C _2-6 alkenyloxy group, C _2-6 haloalkenyloxy group, C _{A 2-6} alkynyl group, a _C2-6 haloalkynyl group, a _C2-6 alkynyloxy group, or a _C2-6 haloalkynyloxy group.)
Or a salt thereof, and the like.

  Each group in this specification will be 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.

There is no limitation in particular as a _C1-6 alkyl group, For example, a methyl group, an ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, n- C1-C6 linear or branched alkyl groups, such as a pentyl group, isopentyl group, neopentyl group, n-hexyl group, and isohexyl group, are mentioned. 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 1-chlorobutyl group, 4-fluorobutyl group, etc., 1 to 9, preferably 1 to 5 carbon atoms linear or branched alkyl group substituted with 1 to 5 halogen atoms.

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, a t-butoxy group, and n. -A linear or branched alkoxy group having 1 to 6 carbon atoms such as a pentyloxy group, an isopentyloxy group, a neopentyloxy group, an n-hexyloxy group, and an isohexyloxy group.

The C _1-6 haloalkoxy group is not particularly limited, and examples thereof include 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 A linear or branched alkoxy having 1 to 6 carbon atoms and substituted with 1 to 9, preferably 1 to 5, halogen atoms such as -fluorobutyl group, 1-chlorobutoxy group, 4-fluorobutoxy group, etc. Group

The C _2-6 alkenyl group is not particularly limited, and examples thereof include a vinyl group, 1-propenyl group, allyl group, isopropenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl- Examples thereof include linear or branched alkenyl groups having 2 to 6 carbon atoms such as a 2-propenyl group and a 1,3-butadienyl group.

The C _2-6 haloalkenyl group is not particularly limited, and examples thereof include 2,2-dichlorovinyl group, 2,2-dibromovinyl group, 3-chloro-2-propenyl group, and 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 and having at least one double bond at an arbitrary position such as a 5-chloro-3-pentenyl group and a 6-fluoro-2-hexenyl group, Examples thereof include alkenyl groups substituted with 1 to 13, preferably 1 to 7, halogen atoms.

The C _2-6 alkenyloxy group is not particularly limited, and examples thereof include a vinyloxy group, 1-propenyloxy group, allyloxy group, isopropenyloxy group, 1-butenyloxy group, 2-butenyloxy group, 3-butenyloxy group, 1 -A linear or branched alkenyloxy group having 2 to 6 carbon atoms such as a methyl-2-propenyloxy group and a 1,3-butadienyloxy group.

The C _2-6 haloalkenyloxy group is not particularly limited, and examples thereof include 2,2-dichlorovinyloxy group, 2,2-dibromovinyloxy 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 Examples of the alkenyl group include alkenyl groups substituted with 1 to 13, preferably 1 to 7, halogen atoms.

Examples of the C _2-6 alkynyl group include carbon such as ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1-butynyl group, 2-butynyl group, and 3-butynyl group. The linear or branched alkynyl group of number 2-6 is mentioned.

The C _2-6 haloalkynyl group is not particularly limited, and examples thereof include 3,3,3-trifluoropropynyl group, 3,3-difluoropropynyl group, 3,3,3-trifluorobutynyl group, 4, A linear or branched alkynyl group having 2 to 6 carbon atoms and having at least one triple bond at an arbitrary position such as a 4,4-trifluoro-2-butynyl group or a 3,3-difluoro-butynyl group. 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, and examples thereof include ethynyloxy group, 1-propynyloxy group, 2-propynyloxy group, 1-methyl-2-propynyloxy group, 1-butynyloxy group, 2- C2-C6 linear or branched alkynyloxy groups, such as a butynyloxy group and 3-butynyloxy group, are mentioned.

The C _2-6 haloalkynyloxy group is not particularly limited, and examples thereof include 3,3,3-trifluoropropynyloxy group, 3,3-difluoropropynyloxy group, 3,3,3-trifluorobutynyloxy group. Straight chain or branched chain having 2 to 6 carbon atoms having at least one triple bond at any position such as a group, 4,4,4-trifluoro-2-butynyloxy group, 3,3-difluoro-butynyloxy group, etc. An alkynyloxy group, which is an alkynyloxy group 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 general formula (1), X is preferably a C-R 'group.

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

In the nitrophenol compound represented by the 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 preferable.

In the nitrophenol compound represented by the 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 preferable.

In the nitrophenol compound represented by the 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 preferable.

In the nitrophenol compound represented by the 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 preferable.

In the nitrophenol compound represented by the 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 preferable.

  Moreover, among them, 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; A guaiacol (also called guaiacol) compound or a salt thereof such as nitroguaiacol, 5-nitroguaiacol sodium salt, 4-nitroguaiacol, 4-nitroguaiacol sodium salt is particularly preferred.

  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. About the manufacturing method, it describes in Unexamined-Japanese-Patent No. 10-67716, for example. The atonic is an aqueous solution containing 4-nitrophenol (0.3%), 2-nitrophenol (0.2%) and 5-nitroguaiacol (0.1%).

  The insecticidal active compound contained in the composition of the present invention is not particularly limited as long as it is a known compound having a control effect against agricultural pests. In addition, as long as the composition of the present invention exhibits the effects of the present invention, other acaricides and bactericides can be used in combination as appropriate as an agrochemical base.

(B) Insecticidal active compound (B) The insecticidal active compound is not particularly limited. For example, in the action classification by IRAC (Insecticide Resistance Action Committee), group 1 to 29, group UN And the like, and the like. Especially, the following groups 1-14, 21-28 and UN are preferable, the following groups 1-6, 9-14, 21-25, 28 and UN are more preferable, and the following groups 1-4, 9, 14, and 25 are Particularly preferred.

(B1) Group 1: Acetylcholinesterase inhibitors Acetylcholinesterase (AChE) inhibitors include, for example, alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxim , Butoxycarboxim, carbaryl (NAC), carbofuran, carbofuran, carbosulfan, ethiofencarb, fenobucarb (BPMC), fenothiocarb, formetanate, furatiocarb (Furathiocarb), isoprocarb (MIPC), methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxyl (Propoxur: PHC), thiodicarb, thiofanox, triazamate, trimethacarb, xylylcarb; acephate, azamethiphos, azinphos-ethyl, Azinphos-methyl, cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos (coumaphos) Cyanophos: CYAP, demeton-S-methyl, diazinon, dichlorvos (DDVP), dicrotophos, dimethoate, dimethylvinphos, disulfone Disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion (MEP), fenthion (MPP), fosthiazate, heptenophos (heptenophos) ), Imiciafos, isofenphos, isopropyl-O- (methoxyaminothiophosphoryl) salicylate or isocarbophos (isopropyl-O- (methoxyaminothiophosphoryl) salicylate or isocarbophos), isoxathion, malathion, mecarbam ( mecarbam), methamidophos, methidathion (DMTP), mevinphos, monocrotophos, nared (BRP), omethoate, oxydemeton-meth yl), parathion, parathion-methyl, phenthoate (PAP), phorate, phosalone, phosmet (PMP), phosphamidon, phoxim, Pirimiphos-methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebu rimfos (tebu rimfos) ), Terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon (DEP), bamidothion and the like.

(B2) Group 2: GABAergic chloride channel antagonist agents GABAergic chloride channel antagonist (blocker) agents include cyclic diene organic chlorines such as chlordane, endosulfan, dienochlor and the like System: Phenylpyrazole such as ethiprole, fipronil, flufiprole and the like.

(B3) Group 3: Sodium channel modulator agent Sodium channel modulator agents include, for example, acrinathrin, allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, violesmethrin ( bioresmethrin), cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin, cymbathrin Permethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, sigmapermethrin sigma-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin, fenvalerate, fulcitriate Flucythrinate, flumethrin, fluvalinate, tau-fluvalinate, halfenprox, heptafluthrin, imiprothrin, kadethrin, meperfluthrin (Meperfluthrin), monfluorothrin, permethrin, phenothrin, praothrin, pyrethrin, resmethrin, silafluofen (silafl) uofen, tefluthrin, kappa-tefluthrin, tetramethrin, tetramethylfluthrin, tralomethrin, transfluthrin, benfluthrin, flufenprox (Flufenoprox), flumethrin, flamethrin, furamethrin, metfluthrin, profluthrin, dimefluthrin and the like.

(B4) Group 4: Nicotinic acetylcholine receptor antagonist modulator agent Nicotine acetylcholine receptor (nAChR) antagonist modulator agents include, for example, acetamiprid, clothianidin, dinotefuran, imidacloprid, Examples include nitenpyram, thiacloprid, thiamethoxam, flupradidifurone, sulfoxaflor, cycloxaprid, triflumezopyrim, dichloromeszotiaz, and dicloromezotiaz.

(B5) Group 5: Nicotinic acetylcholine receptor allosteric modulator agent Examples of the nicotinic acetylcholine receptor (nAChR) allosteric modulator agent include spinosad, spinetoram and the like.

(B6) Group 6: glutamatergic chloride channel allosteric modulator agent The glutamatergic chloride channel (GluCl) allosteric modulator agent includes, for example, abamectin, emamectin-benzoate, lepimectin ), Milbemectin and the like.

(B7) Group 7: Juvenile Hormone Mimic Agents Juvenile hormone mimic (similar) agents include, for example, hydroprene, kinoprene, metoprene, phenoxycarb, pyriproxyfen ) And the like.

(B8) Group 8: Other non-specific (multi-site) inhibitors Other non-specific (multi-site) inhibitors include, for example, alkyl halides such as methyl bromide; chloropicrin ); Fluorides such as cryolite and sulfuryl fluoride; borax; tartar; methylisothiocyanate generators such as dazomet and metam.

(B9) Group 9: String sound organ TRPV channel modulator agent Examples of the string sound organ TRPV channel modulator agent include pymetrozine and pyrifluquinazon.

(B10) Group 10: Mite growth inhibitor Examples of mite growth inhibitors include clofentezine, diflovidazin, hexythiazox, etoxazole, and the like.

(B11) Group 11: Microbial-derived insect midgut disrupting agent Examples of the microorganism-derived insect midgut disrupting agent include, for example, Bacillus thuringiensis (BD # 32 strain, AQ52 strain, etc.), Aisawa subspecies (subsp. Aizawai , ABTS-1857 strain, etc.), Kristaki subspecies (subsp. Kurstaki, HD-1 strain, BMP 123 strain, etc.), Tenebriosis subspecies (subsp. Tenebriosis, NB 176 strain, etc.), Islaelensis var. , Aegypti varieties (var.aegypti), Colmeri varieties (var.colmeri), Darmstadeinsis varieties (var.darmstadiensis), Dendrolimus varieties (var.dendrolimus), Galleria varieties (var. Galleriae), Japonensis varieties (var. japonensis), Morrisoni subspecies (subsp. morrisoni), San Diego variant (var. san diego), Thuringiensis subspecies (subsp. thuringiensis, strain MPPL002 etc.), 7216 variant (var. 7216), T36 variant (var. T36) ), Which gives resistance to lepidopterous insects Ta-endotoxin (Cry1A, Cry1Ab, modified Cry1Ab (partially deleted Cry1Ab), Cry1Ac, Cry1Ab-Ac (a hybrid protein in which Cry1Ab and Cry1Ac are fused), Cry1C, Cry1F, Cry1Fa2 (modified cry1F), moCry1F (modified Cry1F), Cry1A.105 (Cry1Ab, Cry1Ac, hybrid protein fused with Cry1F), Cry2Ab2, Cry2Ae, Cry9C, Vip3A, Vip3Aa20, etc., delta-endotoxins that confer resistance to Coleoptera insects (Cry3A MCry3A (modified Cry3A), Cry3Bb1, Cry34Ab1, Cry35Ab1, etc.), Bacillus sphaericus and the like.

(B12) Group 12: Mitochondrial ATP biosynthesis enzyme inhibitor Examples of the mitochondrial ATP biosynthesis enzyme inhibitor include diafenthiuron, azocyclotin, cyhexatin, fenbutatin oxide, Examples include propargite and tetradifon.

(B13) Group 13: Oxidative phosphorylation uncoupler Examples of the oxidative phosphorylation uncoupler include chlorfenapyr, sulfluramid, and the like.

(B14) Group 14: Nicotinic acetylcholine receptor channel blocker As nicotinic acetylcholine receptor (nAChR) channel blocker, for example, bensultap, cartap, cartap hydrochloride, thiocyclam ( thiocyclam), thiosultap-disodium or bisultap, thiosultap-disodium or bisultap, and thiosultap-monosodium or monosultap.

(B15) Groups 15 and 16: Chitin biosynthesis inhibitors Examples of chitin biosynthesis inhibitors include bistrifluron, chlorfluazuron, diflubenzuron, and flucycloxuron. Flufenoxuron, hexaflumuron, lufenuron, novaluron, noiflumuron, teflubenzuron, triflumuron, buprofezin, and the like.

(B16) Group 17: molting inhibitor Examples of molting inhibitors include cyromazine and the like.

(B17) Group 18: Molting hormone (ecdysone) receptor agonist agent Examples of the molting hormone (ecdysone) receptor agonist agent include chromafenozide, halofenozide, methoxyfenozide, tebufenozide and the like. Can be mentioned.

(B18) Group 19: Octopamine receptor agonist agent Examples of the octopamine receptor agonist agent include amitraz and the like.

(B19) Group 20: Mitochondrial electron transport system complex III inhibitor Examples of the mitochondrial electron transport system complex III inhibitor include hydramethylnon, acequinocyl, fluacrypyrim, bifenazate Etc.

(B20) Group 21: Mitochondrial electron transport system complex I inhibitor Examples of the mitochondrial electron transport system complex I inhibitor include fenpyroximate, pyridaben, tebufenpyrad, tolfenpyrad, fenazaquin (Fenazaquin), pyrimidifen, rotenone and the like.

(B21) Group 22: Voltage-dependent sodium channel blocker Examples of the voltage-dependent sodium channel blocker include indoxacarb, metaflumizone, and the like.

(B22) Group 23: Acetyl CoA carboxylase inhibitor Examples of the acetyl CoA carboxylase inhibitor include spirodiclofen, spiromesifen, and spirotetramat.

(B23) Group 24: Mitochondrial electron transport system complex IV inhibitor Examples of the mitochondrial electron transport system complex IV inhibitor include phosphine compounds such as aluminum phosphide, calcium phosphide, hydrogen phosphide, zinc phosphide; And cyanide compounds such as cyanide salts.

(B24) Group 25: Mitochondrial electron transport system complex II inhibitor Examples of the mitochondrial electron transport system complex II inhibitor include cyflumetofen, cyenopyrafen, and piflubumide.

(B25) Group 28: Ryanodine receptor modulator agent Examples of the ryanodine receptor modulator agent include chlorantraniliprole, cyantraniliprole, cycloniliprole, and flubendiamide. ), Tetraniliprole, cyhalodiamide, and the like.

(B26) Group 29: String sound organ modulator agent Examples of the string sound organ modulator agent include flonicamid and the like.

(B27) Group UN: Insecticide / acaricide whose mechanism of action is not specified Insecticides / acaricides whose mechanism of action is not specified include, for example, azadirachtin, benzoximate, bromo Examples thereof include bromopropylate, quinomethionat, dicofol, pyridalyl, amidoflumet and the like.

  In addition, publicly known agricultural and horticultural insecticides and acaricides can be mentioned. Since these insecticidal active compounds are known compounds and are commercially available products, they can be easily obtained.

  Among them, more preferred insecticides include benfuracarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantraniprolol, fipronil, etofenprox, cypermethrin, lambdadahalothrin, silafluophene, tolfenpyrad, chlorfenapyr, carbofuran, Ethiprole, fulvendiamide, pyrethrin, permethrin, clothianidin, thiocyclam, and pymetrozine.

  Among them, more preferred insecticides are benfuracarb, BPMC, imidacloprid, dinotefuran, nitenpyram, thiamethoxam, cartap, cyantranylliprol, fipronil, etofenprox, cypermethrin, lambda cihalothrin, silafluophene, and pymetrozine.

  In the present invention, it is essential to use a nitrophenol compound and one or more insecticidal active compounds in combination. By using a nitrophenol compound and an insecticidal active compound in combination, a remarkable control effect is exhibited against pests. The synergistic insecticide composition means an insecticide composition having a synergistic control effect (synergistic effect).

  In the present invention, the insecticidal active compound is usually from 0.01 to 20000 parts by weight, preferably from 0.1 to 10,000 parts by weight, more preferably from 0.5 to 100 parts by weight per 100 parts by weight of the nitrophenol compound of the general formula (1). Blend 1000 parts by weight.

  The composition of the present invention may be prepared by adding a nitrophenol compound and an insecticidal active compound without adding other components. Usually, however, a solid carrier, a liquid carrier, and a gaseous carrier (propellant) are mixed and required. Add surfactants and other formulation adjuvants as needed, and formulate into oils, emulsions, wettable powders, flowables, granules, powders, aerosols, aerosols, etc. It is good to use.

  In these preparations, the total amount of the nitrophenol compound and the insecticidal active compound, which are active ingredients, is usually 0.01 to 95% by weight, preferably 0.1 to 50% by weight.

  Examples of solid carriers used in the formulation include clays (kaolin clay, diatomaceous earth, synthetic hydrous silicon oxide, bentonite, fusami clay, acidic clay), talc, ceramics, and other inorganic minerals (celite, quartz, Sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), fine fertilizers or granular materials such as chemical fertilizers (ammonium sulfate, phosphorous acid, ammonium nitrate, urea, ammonium chloride, etc.).

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

  Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylenates thereof, polyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives, etc. Is mentioned.

  Examples of the formulation adjuvant include a fixing agent, a dispersant, and a stabilizer.

  Examples of the sticking agent and dispersant include casein, gelatin, polysaccharides (starch powder, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, saccharides, synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, Acrylic acids). Examples of the stabilizer include PAP (isopropyl acid isopropyl), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxyphenol and 3-tert- Butyl-4-methoxyphenol mixture), vegetable oils, mineral oils, fatty acids or esters thereof.

  The synergistic insecticide composition of the present invention is preferably used as it is or diluted with water or the like. Also used simultaneously with or without mixing with other insecticides, nematicides, acaricides, fungicides, herbicides, plant growth regulators, synergists, soil conditioners, animal feeds, etc. You can also.

When the composition of the present invention is used as an agricultural synergistic insecticide composition, the application amount is usually 0.1 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 an emulsion, wettable powder, flowable agent, etc. is used after being diluted 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 insecticidal active compound is usually 0.1 to 800 ppm. About 200 ppm, preferably about 0.1 to 50 ppm, more preferably about 0.4 to 20 ppm.

  These application rates and application concentrations vary depending on the type of preparation, application time, application location, application method, pest type, damage level, etc., and are increased or decreased without being limited to the above ranges. You can make it.

  Although it has been described that the synergistic insecticide composition of the present invention contains and uses a nitrophenol compound and an insecticidal active compound, a composition containing a nitrophenol compound and an insecticidal active compound separately is prepared. In addition, these two kinds of compositions may be used sequentially or simultaneously, preferably simultaneously, when controlling pests. In this case, the nitrophenol compound and the insecticidal active compound are preferably used in the same proportion as above.

When the synergistic insecticide composition of the present invention is used as an insecticide, the pests that can be used for the composition are not particularly limited.
Plutella xylostella, Agrotis ipsilon, Agrotis segetum, Helicoverpa armigera, Tobacco moth (Helicoverpa zea), Cotton ball worm (Helicoverpa zea), Tobacco budworm (Heliothis virescens) ), Naranga aenescens, Plusia nigrisigna, Pseudaletia separata, Spodoptera exigua, Spodoptera litura, Spodoptera litura, pod worm Worm (Spodoptera eridania), Tobacco horn worm (Manduca sexta), Grapeberry moss (Endopiza viteana), Ginmon leaf moth (Lyonetia prunifoliella malinella), Golden leaf moth (Pylonorycter ringoneella), Citrus leaf moth (Phyllocnistis citrim) ra gossypiella), peach sink moth (Carposina niponensis), apple wolfberry (Adoxophyes orana faciata), tea wolfberry (Adoxophyes honmai), chahamaki (Homona magnamina), codlinga (Chydla pomonella), nigiri stadium (Grapholita) pressalis), Cnaphalocrocis medinalis, Hellula undalis, European corn borer (Ostrinia nubilalis), Soybean looper (Pseudoplusia includens), Nettle gulp (Trichoplusia ni), Pherotriais rapaecrucivora), Lepidoptera, Parnara guttata, etc .;
Douganebubui (Anomala cuprea), Japanese beetle (Anomala rufocuprea), Japanese beetle (Popillia japonica), Colorado potato beetle (Lepinotarsa decemlineata), Green beetle (Epilachna varivestis), Japanese horned beetle (Melanotus ramsu) Pepper (Epuraea domina), Henosepilachna vigintioctopunctata, Tenebrio molitor, Tribobrium castaneum, Monchorus chin turkey ), Leaf beetle (Aulacophora femoralis), rice beetle (Oulema oryzae), Phyllotreta striolata, Cylas formicarius, cotton weevil (Anthonomus grandis), rice weevil (Ethinocnemus squas) Alfata weevil (Hypera postica), rice weevil (Lissorhoptrus oryzophilus), horn weevil (Sitophilus zeamais), squirrel weevil (Sphenophrus venatus), granary weevil (Sitophilus granarius), southern corn root worm (Diabrotica dec Western) Coleopteran pests such as worms (Diabrotica virgifera), Northern corn root worms (Diabrotica barberi), and Aedes aegypti (Paederus fuscipes);
Sea turtle (Eurydema rugosa), White-headed bug (Eysarcoris ventralis), White-headed bug (Halyomorpha mista), Southern stink bug (Nezara viridula), Spider-headed bug (Leptocorisa chinensis), White-headed bug (Riptortus clam) hemipterus, Stephanitis pyrioides, Epiacanthus stramineus, Empoasca onukii, Potato leaf hopper (Empoasca fabae), Nephotettix cinctincpha Nilaparvata lugens), white leafhopper (Sogatella furcifera), citrus lice (Trioza erytreae), pear lice (Psylla pyrisuga), tobacco white lice (Bemisia tabaci), silver leaf white lice (Bemisia argentifolii), tricolor diales orum), cotton aphid (Aphis gossypii), snowy aphid (Aphis pomi), peach aphid (Myzus persicae), large scale scale insect (Drosicha corpulenta), Icerya purchasi (Icerya purchasi), citrus scale scale, oc Bugs such as scale insects (Pseudococcus comstocki), ruby beetles (Ceroplastes rubens), billworm (Unaspis yanonensis), bed bug (Cimex lectularius);
Thrips palmi, Thrips tabaci, Thrips tabcici, Thrips tabaci
Drosophila (Dacus dorsalis), Drosophila (Dacus cucurbitae), Drosophila fruit fly (Ceratitis capitata), Green leaf fly (Hydrellia griseola), Drosophila flyfly (Liriomyza bryoniae), Larimyza foliage (Liriomyza flies) pomonella, Hessian flies (Mayetiola destructor), house flies (Musca domestica), flies (Stomoxys calcitrans), sheep flies (Melophagus ovinus), dwarf fly (Hypoderma lineatum), bullflies (Hypoderma bovis), sheep flies (Oest ovis vis) ), Kashio Ayuyu (Prosimulium yezoensis), Cattle fly (Tabanus trigonus), Giant fly (Telmatoscopus albipunctatus), Tokaganukaka (Leptoconops nipponensis), Akaieka (Culex pipiens pallens), Maeda (Aedesbo) yracanus sinesis) and other fly pests;
Bumblebee (Apethymus kuri), Bee (Athalia rosae japonensis), Bumblebee (Neodiprion sertifer), Gantari (Eciton burchelli, Eciton schmitti), Black-headed ant (Camponotus japonicus), Mysticia ant (Vespa) Bee pests such as mosquitoes (Solenopsis spp.), Pharaoh ant (Monomorium pharaonis);
Cockroach-like insects such as black cockroach (Periplaneta fuliginosa), cockroach (Periplaneta japonica), German cockroach (Blattella germanica);
Grasshopper pests such as Teleogryllus emma, Gryllotalpa africana, Locusta migratoria, Oxya yezoensis, Sistocerca gregaria, etc .;
Termite pests such as termites (Coptotermes formosanus), Yamato termites (Reticulitermes speratus), Thai termites (Odontotermes formosanus);
Fleas such as cat fleas (Ctenocephalidae felis), human fleas (Pulex irritans), Xenopsylla cheopis, etc .;
White-eye pests such as chicken lice (Menacanthus stramineus), bovine lice (Bovicola bovis);
Lice insects such as cattle lice (Haematopinus eurysternus), pig lice (Haematopinus suis), cattle white lice (Linognathus vituli), solenopotes capillatus;
Other shellfish such as Armadillidium vulgare;
Red-footed nematode (Prathylenchus penetrans), Kurumi-gure-saenchu (Prathylenchus vulnus), Potato-cyst nematode (Globodera rostochiensis), Soybean-cyst nematode (Heterodera glycines), Red-tailed nematode Nematodes such as (Bursaphelenchus lignicolus);
Examples include molluscs such as Ponacea canaliculata, slug (Incilaria bilineata), Acusta despecta sieboldiana, and Euhadra peliomphala.

Useful plants that can use the synergistic insecticide composition of the present invention are not particularly limited, and examples thereof include grains such as rice, barley, wheat, rye, oats, and corn; soybeans, red beans, broad beans, peas, green beans Beans, peanuts and other beans;
Fruit trees and fruits such as apple, citrus, pear, persimmon, peach, plum, cherry peach, walnut, chestnut, almond, banana, strawberry;
Cabbage, tomato, spinach, broccoli, lettuce, onion, leek, pepper, eggplant, pepper and other leaves and fruits and vegetables;
Root vegetables such as carrot, potato, sweet potato, taro, radish, lotus root, turnip, burdock, garlic;
Processing crops such as straw, hemp, beet, hops, sugar cane, sugar beet, olives, gum, coffee, tobacco, tea, etc .;
Cucumbers such as pumpkin, cucumber, cucumber, watermelon, melon;
Pastures such as orchardgrass, sorghum, timothy, clover, alfalfa;
Grasses such as Korean grass and bentgrass;
Fragrance crops such as lavender, rosemary, thyme, parsley, pepper and ginger;
Flowers such as chrysanthemum, roses, carnations, orchids;
Garden trees such as Ginkgo biloba, Sakura, Aoki;
Forests such as Todomatsu, Ezomatsu, pine, hiba, cedar, and oak are listed.

  The synergistic insecticide composition of the present invention can protect the plant by treating it in the habitat of the insect, or in the vicinity of the plant where the insect is parasitic.

  The pest habitat, or the plant infested with the pest or the vicinity thereof, is the vegetation inhabited by the pest to be controlled, in particular, the stem, leaf, seed, bulb or seed bud (hereinafter, the seed, bulb or seed bud is simply abbreviated as seed). ); Can be applied to fruits. Application methods include, for example, spraying or spraying on leaf surfaces or stems, seed treatment (for example, soaking seeds or granule seed dressing, etc.), soil application (for example, spraying intercostals or spraying intercostals) ) And the like.

Insecticidal activity enhancer containing a nitrophenol compound The nitrophenol compound can be added to a known insecticide to enhance the insecticidal activity. That is, a nitrophenol compound can be used for enhancing insecticidal activity.

  Hereinafter, the present invention will be further clarified with reference to Examples, Comparative Examples, Formulation Examples, and Test Examples, but the present invention is not limited thereto.

  Next, formulation examples are shown. “Part” means “part by weight”.

Reference Formulation Example 1 (Emulsion)
10 parts of each of the compositions of the present invention are dissolved in 45 parts of Solvesso 150 and 35 parts of N-methylpyrrolidone, and 10 parts of an emulsifier (trade name: Solpol 3005X, manufactured by Toho Chemical Co., Ltd.) is added to the mixture and stirred. Each 10% emulsion was obtained.

Reference formulation example 2 (wettable powder)
20 parts of each of the compositions of the present invention were added to a mixture of 2 parts of sodium lauryl sulfate, 4 parts of sodium lignin sulfonate, 20 parts of synthetic silicon hydroxide fine powder and 54 parts of clay, and the mixture was stirred and mixed with a juice mixer. % Wettable powder was obtained.

Reference formulation example 3 (granule)
2 parts of sodium dodecylbenzenesulfonate, 10 parts of bentonite and 83 parts of clay were added to 5 parts of each of the compositions of the present invention and mixed sufficiently with stirring. An application amount of water was added, further stirred, granulated with a granulator, and dried by ventilation to obtain 5% granules.

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

Reference Formulation Example 5 (Flowable)
20 parts of each of the compositions of the present invention, 3 parts of polyoxyethylenetristyrylphenyl ether phosphate triethanolamine and 20 parts of water containing 0.2 part of Rhodosil (426R) are mixed, and after wet grinding using a dynomill, Mixing with 60 parts of water containing 8 parts of propylene glycol and 0.32 parts of xanthan gum, a 20% suspension in water was obtained.

<Nitrophenol compound>
Formulation A
0.9 parts of 4-nitrophenol sodium salt (Asahi Chemical Industry Co., Ltd.), 0.6 parts of 2-nitrophenol sodium salt (Asahi Chemical Industry Co., Ltd.), 5-nitroguaiacol sodium salt (Asahi Chemical Industry) 0.3 part) was dissolved in 998.2 parts of water to prepare an aqueous solvent. This aqueous solvent is hereinafter referred to as “Formulation A”.

Formulation B
0.9 parts of 4-nitrophenol sodium salt (Asahi Chemical Industry Co., Ltd.) was dissolved in 999.1 parts of water to prepare an aqueous solvent. This aqueous solvent is hereinafter referred to as “Formulation B”.

Formulation C
0.6 part of 2-nitrophenol sodium salt (Asahi Chemical Industry Co., Ltd.) was dissolved in 999.4 parts of water to prepare an aqueous solvent. This aqueous solvent is hereinafter referred to as “Formulation C”.

Formulation D
0.3 parts of 5-nitroguaiacol sodium salt (Asahi Chemical Industry Co., Ltd.) was dissolved in 999.7 parts of water to prepare an aqueous solvent. This aqueous solvent is hereinafter referred to as “Formulation D”.

<Insecticidal active compound>
Formulation E
As a granule wettable powder containing pymetrozine, a chess (registered trademark) granule wettable powder (granular wettable powder containing 50% by weight of pymetrozine) manufactured by Syngenta Japan Co., Ltd. was prepared. This preparation is designated “Formulation E”.

Formulation F
As a granule wettable powder containing thiamethoxam, Actala (registered trademark) granule wettable powder (granules wettable powder containing 10 wt% thiamethoxam) manufactured by Syngenta Japan Co., Ltd. was prepared. This preparation is designated “Formulation F”.

Formulation G
A Bassa (registered trademark) emulsion (an emulsion containing 50% by weight of BPMC) manufactured by Sumitomo Chemical Co., Ltd. was prepared as an emulsion containing BPMC. This formulation is designated “Formulation G”.

Formulation H
As an emulsion containing etofenprox, Trebon (registered trademark) emulsion (emulsion containing 20% by weight of etofenprox) manufactured by Mitsui Chemicals Agro Co., Ltd. was prepared. This preparation is designated “Formulation H”.

Formulation I
As an aqueous solvent containing nitenpyram, Bestguard (registered trademark) aqueous solvent (aqueous solvent containing 10% by weight of nitenpyram) manufactured by Sumitomo Chemical Co., Ltd. was prepared. This formulation is designated “Formulation I”.

Formulation J
MR Joker (registered trademark) wettable powder (a wettable powder containing 20 parts by weight of silafluorfen) manufactured by Bayer CropScience Co., Ltd. was prepared as a wettable powder containing silafluophene. This formulation is designated “Formulation J”.

Formulation K
Oncor (registered trademark) microcapsules (microcapsules containing 20% by weight of benfracarb) manufactured by OAT Agrio Co., Ltd. were prepared as microcapsules containing benfuracarb.
This preparation is designated “Formulation K”.

Formulation L
As a flowable agent containing imidacloprid, Admeier (registered trademark) flowable (flowable agent containing 20% by weight of imidacloprid) manufactured by Bayer CropScience Co., Ltd. was prepared.
This preparation is designated “Formulation L”.

Formulation M
As an aqueous solvent containing Cartap, a Padan (registered trademark) SG aqueous solvent (an aqueous solvent containing 75% by weight of Cartap hydrochloride) manufactured by Sumitomo Chemical Co., Ltd. was prepared. This preparation is designated “Formulation M”.

Formulation N
As a granule wettable powder containing dinotefuran, Alvaline (registered trademark) granule wettable powder (granule wettable powder containing 20% by weight of dinotefuran) manufactured by Agrokanesho Co., Ltd. was prepared. This formulation is designated “Formulation N”.

Formulation O
As a flowable agent containing cyantraniliprole, Exirel (registered trademark) SE (SE agent containing 10.2% by weight of cyantraniliprole) manufactured by OAT Agrio Co., Ltd. was prepared. This formulation is designated “Formulation O”.

Formulation P
As a flowable agent containing fipronil, Prince (registered trademark) flowable (flowable agent containing 5% by weight of fipronil) manufactured by BASF Japan Ltd. was prepared. This preparation is designated “Formulation P”.

Formulation Q
As an emulsion containing cypermethrin, Agrosulin (registered trademark) emulsion (emulsion containing 6% by weight of cypermethrin) manufactured by Kumiai Chemical Industry Co., Ltd. was prepared. This preparation is designated “Formulation Q”.

Formulation R
4 parts of lambda cihalothrin (Wako Pure Chemical Industries, Ltd.) is dissolved in 500 parts of acetone (Wako Pure Chemical Industries, Ltd.), and 500 parts of water of 2% dialkyl ester sulfonate (surfactant) is added thereto. An emulsion was prepared. This emulsion is hereinafter referred to as “Formulation R”.

Example 1
Formulation E (Pymetrozine) and Formulation A (nitrophenol compound) were mixed and adjusted to the test concentrations shown in Table 1 to prepare Formulation E + A of the composition of the present invention.

Examples 2-14
Formulation E is formulated as Formulation F, Formulation G, Formulation H, Formulation I, Formulation J, Formulation K, Formulation L, Formulation M, Formulation N, Formulation P, Formulation Q, and Formulation R described in Tables 1-3. In the same manner as in Example 1 except that each was replaced by Formulation F + A, Formulation G + A, Formulation H + A, Formulation I + A, Formulation J + A, Formulation K + A, Formulation L + A, Formulation M + A in the test concentrations shown in Tables 1-3. , Formulation N + A, Formulation O + A, Formulation P + A, Formulation Q + A, and Formulation R + A were produced.

Test Example 1: Efficacy test against white-spotted plant 50 ml of Kumiai Ube Granular Soil No.2 (manufactured by MC Faticom Co., Ltd.) is placed in a 90 ml cup (trade name: KP-90, manufactured by Konoike Plastic Co., Ltd.) and water is added. Rice (variety: Hinohikari) was sown. After growing to 2.5 leaf stage, a sufficient amount of the drug diluted to a predetermined concentration was sprayed on the test plant using a sprayer. After air-drying, the pot was covered with a cup, and 10 treated white-spotted leafhoppers (scientific name: Sogatella furcifera, 3rd instar larvae) were released on the treated leaves and covered with nylon goose. The animals were reared in a greenhouse (25 ° C at daytime and 20 ° C at night) until the survey date. The investigation was conducted 6 days after the drug treatment. The number of dead insects was counted, and the mortality was calculated according to the following formula. The test plot was set up three times per test plot.

Mortality rate = {1- (survival rate of treated area) / (survival rate of untreated area)} × 100
The results are shown in Table 1.

  Further, the expected effectiveness (E) of the synergistic insecticide composition of the present invention is calculated from the Colby equation (Weeds, 15, 20-22 (1967)), and the calculated effectiveness (%) is calculated. Asked.

E = x + y− (x · y / 100)
In the formula, E represents the degree of effectiveness expected in% when a nitrophenol compound and an insecticidal active compound are used at respective concentrations p and q. x indicates the effectiveness when a nitrophenol compound is used at a concentration p, and y indicates the effectiveness when an insecticidal active compound is used at a concentration q.

  The theoretical value (%) calculated | required by the said Colby's formula is combined with Tables 1-3, and is shown. The numerical values in Tables 1 to 3 are the effectiveness (%). If the control effect when the nitrophenol compound and the insecticidal active compound of the present invention are actually mixed and processed exceeds this E (expected value), it can be said that the combination exhibits a synergistic effect.

<Test results>
As a result, it was found that the insecticide compositions (Examples 1 to 5) of the present invention had a synergistic effect because the numerical value (actually measured value) of mortality (%) was larger than the theoretical value. Therefore, the combined use of the nitrophenol compound and the insecticidal active compound has improved the pest control effect compared to the existing insecticides alone.

Test Example 2: Efficacy test against green planthopper A test insect was tested in the same manner as in Test Example 1 except that the test insect was replaced by a planthopper (scientific name: Nilaparvata lugens, 3rd instar larvae).

  The results are shown in Tables 2 and 3. Further, similarly to Test Example 1, the theoretical values (%) obtained by Colby's formula are also shown in Tables 2 and 3. The numerical values in Tables 2 and 3 are the effectiveness (%).

<Test results>
As a result, it was found that the insecticide compositions of the present invention (Examples 6 to 14) had a synergistic effect because the numerical value (actually measured value) of mortality (%) was larger than the theoretical value. Therefore, the combined use of the nitrophenol compound and the insecticidal active compound has improved the pest control effect compared to the existing insecticides alone.

<Test results>
As a result, it was found that the insecticide compositions (Examples 15 to 20) of the present invention had a synergistic effect because the numerical value (actually measured value) of mortality (%) was larger than the theoretical value. Therefore, the combined use of the nitrophenol compound and the insecticidal active compound has improved the pest control effect compared to the existing insecticides alone.

Claims (9)

An insecticide composition comprising (A) a nitrophenol compound and (B) an insecticidal active compound,
The (A) nitrophenol compound is represented by the 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 hydroxyl group, a nitro group, a C _1-6 alkyl group, a C _1-6 haloalkyl group, C _1-6 alkoxy group, _C1-6 haloalkoxy group, _C2-6 alkenyl group, _C2-6 haloalkenyl group, _C2-6 alkenyloxy group, _C2-6 haloalkenyloxy group, _C2-6 An alkynyl group, a _C2-6 haloalkynyl group, a _C2-6 alkynyloxy group, or a _C2-6 haloalkynyloxy group), or a salt thereof, and Said (B) insecticidal active compound is benfuracarb, BPMC, imidacloprid, dinotefuran, thiamethoxam, cartap, cyantraniliprole, fipronil, etofenprox, cypermethrin An insecticide composition, which is at least one compound selected from the group consisting of lambda halothrin and silafluophene. The insecticide composition according to claim 1, wherein the (A) nitrophenol compound is a phenol compound having one nitro group. The insecticide composition according to claim 1 or 2, wherein the blending ratio of (A) nitrophenol compound is 0.5 to 1000 parts by weight with respect to 100 parts by weight of (B) insecticidal active compound. An insecticidal method comprising treating the insecticide composition according to any one of claims 1 to 3 in an agricultural pest habitat. The plant protection method characterized by processing the insecticide composition as described in any one of Claims 1-3 to the plant which an agricultural pest parasitizes, or its vicinity. (B) A method of using a nitrophenol compound for enhancing the insecticidal activity of an insecticidal active compound, comprising:
The (A) nitrophenol compound is represented by the 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 hydroxyl group, a nitro group, a C _1-6 alkyl group, a C _1-6 haloalkyl group, C _1-6 alkoxy group, _C1-6 haloalkoxy group, _C2-6 alkenyl group, _C2-6 haloalkenyl group, _C2-6 alkenyloxy group, _C2-6 haloalkenyloxy group, _C2-6 An alkynyl group, a _C2-6 haloalkynyl group, a _C2-6 alkynyloxy group, or a _C2-6 haloalkynyloxy group), or a salt thereof, and Said (B) insecticidal active compound is benfuracarb, BPMC, imidacloprid, dinotefuran, thiamethoxam, cartap, cyantraniliprole, fipronil, etofenprox, cypermethrin , Lambda cihalothrin, and at least one compound selected from the group consisting of silafluophene. The method according to claim 6, wherein the (A) nitrophenol compound is a phenol compound having one nitro group. (B) An insecticidal activity enhancer containing (A) a nitrophenol compound against the insecticidal active compound,
The (A) nitrophenol compound is represented by the 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 hydroxyl group, a nitro group, a C _1-6 alkyl group, a C _1-6 haloalkyl group, C _1-6 alkoxy group, _C1-6 haloalkoxy group, _C2-6 alkenyl group, _C2-6 haloalkenyl group, _C2-6 alkenyloxy group, _C2-6 haloalkenyloxy group, _C2-6 An alkynyl group, a _C2-6 haloalkynyl group, a _C2-6 alkynyloxy group, or a _C2-6 haloalkynyloxy group), or a salt thereof, and Said (B) insecticidal active compound is benfuracarb, BPMC, imidacloprid, dinotefuran, thiamethoxam, cartap, cyantraniliprole, fipronil, etofenprox, cypermethrin An insecticidal activity enhancer, which is at least one compound selected from the group consisting of lambda halothrin and silafluophene. The insecticidal activity enhancer according to claim 8, wherein the (A) nitrophenol compound is a phenol compound having one nitro group.