TWI700035B - Synergistic insecticide composition containing nitrophenol compound and insecticidal active compound - Google Patents

Abstract

The subject of the present invention is to provide an insecticide composition having a further excellent control effect on agricultural pests. The present invention relates to a synergistic insecticide composition, which contains (A) a nitrophenol compound and (B) an insecticidal active compound. The present invention relates to an insecticidal method, which is characterized in that the habitat of agricultural pests (except humans) is treated with the aforementioned synergistic insecticide composition. The present invention relates to a plant protection method, which is characterized by treating plants parasitized by agricultural pests or their vicinity with the aforementioned synergistic insecticide composition. The present invention relates to a method of using nitrophenol compound, which is used to enhance insecticidal activity. The present invention relates to an insecticidal activity enhancer, which contains a nitrophenol compound.

Description

Synergistic insecticide composition containing nitrophenol compound and insecticidal active compound

Invention field The present invention relates to a synergistic insecticide composition containing nitrophenol compounds and insecticidal active compounds.

Background of the invention Previously, insecticides were developed for the purpose of preventing and eliminating pests that harm crops, and many kinds of agents have been put into practical use. However, in recent years, there has been a group of individuals whose susceptibility to existing insecticides has decreased, and the control effect of existing insecticides on agricultural pests has been significantly reduced.

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

On the other hand, it is revealed that nitrophenol compounds have the effect of promoting plant growth (Patent Document 2) and the effect of promoting the production of BT toxin (insecticidal protein) (Patent Document 3). However, regarding nitrophenol compounds as insecticides There is no record or suggestion about the activity enhancer. [Advanced Technical Literature] [Patent Literature]

[Patent Document 1] JP 2016-199527 A [Patent Document 2] Chinese Patent Application Publication No. 104628481 Specification [Patent Document 3] International Publication No. 2004/013286

Summary of the invention [Problem to be solved by the invention] The problem of the present invention is to provide a synergistic insecticide composition having a further excellent control effect on agricultural pests. [Means to solve the problem]

In order to solve the aforementioned problems, the inventors have conducted intensive research and found that nitrophenol compounds enhance the insecticide control activity. The present invention was completed based on this knowledge.

That is, the present invention relates to a synergistic insecticide composition containing a nitrophenol compound and an insecticidal active compound as described below.

Item 1. A synergistic insecticide composition containing (A) a nitrophenol compound and (B) an insecticidal active compound. Item 2. The synergistic insecticide composition as described in item 1, wherein (B) the insecticidal active compound is selected from (b1) Acetylcholinesterase inhibitor, (b2) GABA agonist chloride channel antagonist, (b3) Sodium channel modulator, (b4) Nicotinic acetylcholine receptor antagonist modulator, (b5) Ectopic modulator of nicotinic acetylcholine receptor, (b6) Glutamine agonist ectopic modulator of chloride channel, (b7) Juvenile hormone mimics, (b8) Other non-specific (multi-site) inhibitors, (b9) String tone organ TRPV channel modifier, (b10) Acarid growth inhibitor, (b11) Insect midgut destroyer derived from microorganisms, (b12) Mitochondrial ATP biosynthetic enzyme inhibitor, (b13) oxidative phosphorylation uncoupling agent, (b14) Nicotinic acetylcholine receptor channel blocker, (b15) Chitin biosynthesis inhibitor, (b16) Moulting inhibitor, (b17) ecdysone receptor agonist, (b18) Octopamine receptor agonist, (b19) Mitochondrial electron transport chain complex III inhibitor, (b20) Mitochondrial electron transport chain complex I inhibitor, (b21) Potential-dependent sodium channel blockers, (b22) Acetyl Coenzyme A carboxylase inhibitor, (b23) Mitochondrial electron transport chain complex IV inhibitor, (b24) Mitochondrial electron transport chain complex II inhibitor, (b25) Rianodine receptor modulator, (b26) String tone organ regulator, and (b27) Insecticides/acaricides with unspecified mechanism of action At least one compound in the formed group. Item 3. The synergistic insecticide composition as described in Item 1 or 2, wherein (B) the insecticidal active compound is selected from (b1) Acetylcholinesterase inhibitor, (b2) GABA agonist chloride channel antagonist, (b3) Sodium channel modulator, (b4) Nicotinic acetylcholine receptor antagonist modulator, (b8) Methyl bromide, chloropicrin, cryolite, sulfonic fluoride, borax, tartarite, myron, metam, (b9) String tone organ TRPV channel modifier, (b14) Nicotinic acetylcholine receptor channel blocker, (b20) Mitochondrial electron transport chain complex I inhibitor, and (b25) Rianodine receptor modulator (b27) Azadirachtin, Citrate, Quinomethionat, Quinomethionat, Acetoxyfen, and Sulfadifen At least one compound in the formed group. Item 4. The synergistic insecticide composition according to any one of items 1 to 3, wherein (B) the insecticidal active compound is selected from (b1) Acetylcholinesterase inhibitor, (b2) GABA agonist chloride channel antagonist, (b3) Sodium channel modulator, (b4) Nicotinic acetylcholine receptor antagonist modulator, (b9) String tone organ TRPV channel modifier, (b14) Nicotinic acetylcholine receptor channel blocker, (b20) Mitochondrial electron transport chain complex I inhibitor, and (b25) ryanodine receptor modulator At least one compound in the formed group. Item 5. The synergistic insecticide composition as described in any one of items 1 to 4, wherein (B) the insecticidal active compound is selected from the group consisting of Mamphos, BPMC, Idamide, Datnam, Nitenpyram At least one of the group consisting of, Cysuan, Perdan, Methionifen, Fipronil, Efennine, Cymenin, Lambda-cyhalothrin, Sibufen, and Permethrin A compound. 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. The synergistic insecticide composition according to any one of items 1 to 6, wherein the blending ratio of the (A) nitrophenol compound is 0.5 to 1000 parts by weight relative to 100 parts by weight of the insecticidal active compound (B). Item 8. An insecticidal method, characterized in that the synergistic insecticide composition described in any one of items 1 to 7 is used to treat the living places of agricultural pests (except humans). Item 9. A method for controlling pests, which is characterized by using the synergistic insecticide composition as described in any one of items 1 to 7 to treat the living places of pests. Item 10. A method for plant protection, characterized in that the synergistic insecticide composition described in any one of items 1 to 7 is used to treat plants parasitized by agricultural pests or their vicinity. Item 11. A method of using nitrophenol compounds to enhance insecticidal activity. Item 12. A method of using nitrophenol compounds to enhance the insecticidal activity of insecticidal active compounds (except for human applications), and The above-mentioned insecticidal active compound is selected from the group consisting of nifloxacin, BPMC, edamide, daptnan, nitenpyram, celsuan, perdan, cyanidan, fenprofen, efennin, At least one compound in the group consisting of metinin, lambda xylonin, siprofen, and permethrin. Item 13. The method of use according to item 11 or 12, wherein the aforementioned nitrophenol compound is a phenol compound having one nitro group. Item 14. An insecticidal activity enhancer, which contains a nitrophenol compound. Item 15. An insecticidal activity enhancer, which contains nitrophenol compounds against insecticidal active compounds, and The above-mentioned insecticidal active compound is selected from the group consisting of nifloxacin, BPMC, edamide, daptnan, nitenpyram, celsuan, perdan, cyantraniliprole, fipronil, efenin At least one compound in the group consisting of metinin, lambda xylonin, siprofen, and permethrin. Item 16. The insecticidal activity enhancer according to item 14 or 15, wherein the aforementioned nitrophenol compound is a phenol compound having one nitro group. [Invention Effect]

The synergistic insecticide composition of the present invention shows efficacy against agricultural pests with a low dose.

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

Furthermore, the synergistic insecticide composition according to the present invention can reduce the amount of the pesticide to be treated compared to the case where the existing insecticides are used separately, and therefore can also inhibit the effect of agricultural insects on each insecticidal active compound. Development of resistance.

Types used to implement the invention Synergistic insecticide composition The synergistic insecticide composition of the present invention containing a nitrophenol compound and an insecticidal active compound (hereinafter, also sometimes referred to as "the present composition") will be described below.

(A) Nitrophenol compound The (A) 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), and the compound may further have nitro groups and hydroxyl groups other than the above The substituents.

The substituent is not particularly limited, and examples thereof include a halogen atom, a C _{1 to 6} alkyl group, a C _{1 to 6} haloalkyl group, a C _{1 to 6} alkoxy group, a C _{1 to 6} haloalkoxy group, and C _{2 ～} 6alkenyl, C _{2 ～6} haloalkenyl, C _{2 ～6} alkenyloxy, C _{2 ～6} haloalkenyloxy, C _{2 ～6} alkynyl, C _{2 ～6} haloalkynyl, C _{2 ～6} alkyne Oxy, C _{2 ～6} haloalkynoxy and the like.

The nitrophenol compound in this specification may also contain a salt-formed nitrophenol compound (a salt of a nitrophenol compound).

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 salt (ammonia; morpholine, piperidine, pyrrolidine, lower Mono-, di- or tri-alkyl amines, lower mono-, di- or tri-hydroxyalkyl amines and other organic amines, etc.), etc., are preferably water-soluble and agrochemically advantageous salts, and more preferably alkali metal salts.

(式中，X表示C-R'基或氮原子； R、及R'相同或不同，表示氫原子、鹵素原子、羥基、硝基、C_{1 ～6} 烷基、C_{1 ～6} 鹵烷基、C_{1 ～6} 烷氧基、C_{1 ～6} 鹵烷氧基、C_{2 ～6} 烯基、C_{2 ～6} 鹵烯基、C_{2 ～6} 烯氧基、C_{2 ～6} 鹵烯氧基、C_{2 ～6} 炔基、C_{2 ～6} 鹵炔基、C_{2 ～6} 炔氧基、或C_{2 ～6} 鹵炔氧基)。Among them, as the nitrophenol compound, for example, a nitrophenol compound represented by the following general formula (1) or a salt thereof: [Chemical formula 1]

(In the formula, X represents a C-R' group or a nitrogen atom; R and R'are the same or different and represent a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C _{1 -6} alkyl group, and a C _{1 -6} haloalkyl group , C _{1 ～6} alkoxy, C _{1 ～6} haloalkoxy, C _{2 ～6} alkenyl, C _{2 ～6} haloalkenyl, C _{2 ～6} alkenyloxy, C _{2 ～6} haloalkenyloxy, C _{2 -6} alkynyl, C _{2 -6} haloalkynyl, C _{2 -6} alkynyloxy, or C _{2 -6} haloalkynyloxy).

(式中，R¹ 、R² 、R³ 、R⁴ 、及R⁵ 基相同或不同，表示氫原子、鹵素原子、羥基、硝基、C_{1 ～6} 烷基、C_{1 ～6} 鹵烷基、C_{1 ～6} 烷氧基、C_{1 ～6} 鹵烷氧基、C_{2 ～6} 烯基、C_{2 ～6} 鹵烯基、C_{2 ～6} 烯氧基、C_{2 ～6} 鹵烯氧基、C_{2 ～6} 炔基、C_{2 ～6} 鹵炔基、C_{2 ～6} 炔氧基、或C_{2 ～6} 鹵炔氧基)。Furthermore, as the nitrophenol compound, a nitrophenol compound represented by the following general formula (2) or a salt thereof can be cited: [Chemical formula 2]

(In the formula, R ¹ , R ² , R ³ , R ⁴ , and R ^{5 are the} same or different, and represent a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C _{1 -6} alkyl group, and a C _{1 -6} haloalkyl group , C _{1 ～6} alkoxy, C _{1 ～6} haloalkoxy, C _{2 ～6} alkenyl, C _{2 ～6} haloalkenyl, C _{2 ～6} alkenyloxy, C _{2 ～6} haloalkenyloxy, C _{2 -6} alkynyl, C _{2 -6} haloalkynyl, C _{2 -6} alkynyloxy, or C _{2 -6} haloalkynyloxy).

The following is an explanation of each basis in this specification.

The halogen atom is not particularly limited, and examples thereof include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

The C _{1 to 6} alkyl group is not particularly limited, and examples include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, second butyl, tertiary butyl, n-propyl C1-C6 linear or branched alkyl groups such as pentyl, isopentyl, neopentyl, n-hexyl, and isohexyl. Furthermore, in this manual, "positive (n-)" means normal, "second (s-)" means secondary, and "third (t-)" means tertiary.

The C _{1 -6} haloalkyl group is not particularly limited, and examples include fluoromethyl, chloromethyl, bromomethyl, iodomethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2-chloroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, 1-fluoropropyl, 2-chloropropyl, 3-fluoropropyl, 3-chloropropyl Radicals, 1-fluorobutyl, 1-chlorobutyl, 4-fluorobutyl, etc., linear or branched alkanes with 1 to 6 carbons substituted by 1 to 9, preferably 1 to 5 halogen atoms base.

The C _{1 -6} alkoxy group is not particularly limited, and examples include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, and second butoxy A straight-chain or branched alkoxy group with 1 to 6 carbon atoms, such as alkoxy group, tertiary butoxy group, n-pentyloxy group, isopentyloxy group, neopentyloxy group, n-hexyloxy group and isohexyloxy group.

The C _{1 to 6} haloalkoxy group is not particularly limited, and examples include fluoromethoxy, chloromethoxy, bromomethoxy, iodomethoxy, difluoromethoxy, and trifluoromethoxy , 1-fluoroethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2,2-trifluoroethoxy, pentafluoroethoxy, 1-fluoropropoxy, 2-chloro Propoxy, 3-fluoropropoxy, 3-chloropropoxy, 1-fluorobutyl, 1-chlorobutoxy, 4-fluorobutoxy, etc. 1-9, preferably 1-5 Linear or branched alkoxy group with 1 to 6 carbons substituted by halogen atom

The C _{2 to 6} alkenyl group is not particularly limited, and examples include vinyl, 1-propenyl, allyl, isopropenyl, 1-butenyl, 2-butenyl, and 3-butenyl. , 1-methyl-2-propenyl, 1,3-butadienyl and other linear or branched alkenyl groups with 2-6 carbon atoms.

The C _{2 -6} haloalkenyl group is not particularly limited, and examples include 2,2-dichlorovinyl, 2,2-dibromovinyl, 3-chloro-2-propenyl, and 3,3-dichlorovinyl, Fluoro-2-allyl, 3,3-dichloro-2-allyl, 4-chloro-2-butenyl, 4,4,4-trifluoro-2-butenyl, 4,4, 4-trichloro-3-butenyl, 5-chloro-3-pentenyl and 6-fluoro-2-hexenyl are linear chains with at least one double bond and carbon numbers from 2 to 6 at any position Or a branched alkenyl group substituted by 1-13, preferably 1-7, halogen atoms.

As the C _{2 ~ 6} alkenyloxy group, is not particularly limited, and examples thereof include: vinyl group, 1-propenyloxy, allyloxy, isopropenyloxy, 1-butenyloxy, 2-butene oxide C2-6 linear or branched alkenyloxy groups, such as 3-butenyloxy, 1-methyl-2-propenyloxy, and 1,3-butadienyloxy.

The C _{2 to 6} haloalkenyloxy group is not particularly limited, and examples include 2,2-dichlorovinyloxy, 2,2-dibromovinyloxy, 3-chloro-2-propenoxy, 3 ,3-Difluoro-2-allyloxy, 3,3-dichloro-2-allyloxy, 4-chloro-2-butenoxy, 4,4,4-trifluoro-2-butan Alkenyloxy, 4,4,4-trichloro-3-butenyloxy, 5-chloro-3-pentenyloxy, 6-fluoro-2-hexenyloxy are equal to any position with at least 1 double The bond has a linear or branched alkenyl group with 2-6 carbon atoms, and an alkenyl group substituted with 1-13, preferably 1-7, halogen atoms.

Examples of C _{2 to 6} alkynyl groups include ethynyl, 1-propynyl, 2-propynyl, 1-methyl-2-propynyl, 1-butynyl, 2-butynyl, Linear or branched alkynyl groups with 2-6 carbon atoms such as 3-butynyl.

The C _{2 -6} haloalkynyl group is not particularly limited, and examples thereof include 3,3,3-trifluoropropynyl, 3,3-difluoropropynyl, and 3,3,3-trifluorobutyne Group, 4,4,4-trifluoro-2-butynyl, 3,3-difluoro-butynyl, equal to any position with at least one triple bond, linear or branched chain with 2-6 carbons Like alkynyl, and substituted by 1-13, preferably 1-7 halogen atoms.

As the C _{2 ~ 6} alkynyl group, it is not particularly limited, and examples thereof include: ethynyl group, 1-propynyloxy, 2-propynyloxy, 1-methyl-2-propynyloxy, 1 Linear or branched alkynyloxy groups having 2-6 carbon atoms such as butynyloxy, 2-butynyloxy and 3-butynyloxy.

The C _{2 to 6} haloalkynyloxy group is not particularly limited, and examples thereof include 3,3,3-trifluoropropynyloxy, 3,3-difluoropropynyloxy, 3,3,3-tri Fluorobutynyloxy, 4,4,4-trifluoro-2-butynyloxy, 3,3-difluoro-butynyloxy are equal to any position with at least one triple bond with carbon number 2-6 A linear or branched alkynyloxy group, which is substituted by 1-13, preferably 1-7, halogen atoms.

、吡

、吡唑等雜環化合物等。The aromatic ring compound is not particularly limited, and examples include: carbocyclic compounds such as benzene, naphthalene, and anthracene; pyridine, pyrimidine, and pyridine

Pyridine

, Pyrazole and other heterocyclic compounds.

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

In the nitrophenol compound represented by the aforementioned 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, and more preferably a hydrogen atom or a methoxy group.

In the nitrophenol compound represented by the aforementioned 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, and more preferably a hydrogen atom, Nitro, or methoxy.

In the nitrophenol compound represented by the aforementioned 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, and more preferably a hydrogen atom, Nitro, or methoxy.

In the nitrophenol compound represented by the aforementioned 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, and more preferably a hydrogen atom, Nitro, or methoxy.

In the nitrophenol compound represented by the aforementioned 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, and more preferably a hydrogen atom, Nitro, or methoxy.

In the nitrophenol compound represented by the aforementioned 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, more preferably a hydrogen atom, Nitro, or methoxy.

In addition, among them, nitrophenol such as 4-nitrophenol, 4-nitrophenol sodium salt, 3-nitrophenol, 3-nitrophenol sodium salt, 2-nitrophenol, 2-nitrophenol sodium salt, etc. Phenol compound or its salt; 5-nitroguaiacol, 5-nitroguaiacol sodium salt, 4-nitroguaiacol, 4-nitroguaiacol sodium salt and other guaiacols (Alias: Guaiacol) compound or its salt is preferred.

The nitrophenol compound contained in the composition of the present invention is a known compound, and a compound manufactured by a commercially available product (ATONIK [registered trademark]) or a known manufacturing method can be used. The manufacturing method thereof is described in, for example, Japanese Patent Laid-Open No. 10-67716. The aforementioned ATONIK 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 compound known as a compound having a control 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 fungicides may be appropriately used in combination as the original pesticide.

(B) Insecticidal active compound (B) The insecticidal active compound is not particularly limited. For example, it can be listed in the function classification based on IRAC (Insecticide Resistance Action Committee; Insecticide Resistance Countermeasure Committee), belonging to groups 1-29, group UN The compound, etc. Among them, the following groups 1 to 14, 21 to 28 and UN are preferable, and the following groups 1 to 6, 9 to 14, 21 to 25, 28 and UN are more preferable, especially the following groups 1 to 4, 9, 14, and 25 are preferred.

(b1) Group 1: Acetylcholinesterase inhibitor Examples of acetylcholinesterase (AChE) inhibitors include: alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, Butoxycarboxim, carbaryl (NAC), carbofuran, carbosulfan, ethiofencarb, fenobucarb (BPMC), Fenothiocarb, formetanate, furathiocarb, isoprocarb (MIPC), methocarb, methomyl, metolcarb, Oxamyl, pirimicarb, propoxur (PHC), thiodicarb, thiofanox, triazamate, trimethacarb, Carbamate compounds such as xylylcarb (1A); acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, Cadusafos, chlorethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanogen Cyanophos (CYAP), demeton-S-methyl, diazinon, dichlorvos (DDVP), dicrotophos, dimethoate, methyl Dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur, fenamiphos, fenitrothion: MEP ), fenthion (MPP), fosthiazate, heptenophos, imicyafos, isofenphos, O-(Methoxyaminothiophosphoryl) isopropyl salicylate or isopropyl-O-(methoxyaminothiophosphoryl) salicylate or isocarbophos, isoxathion, malathion, ketone Mecarbam, methamidophos, methidathion (DMTP), mevinphos, monocrotophos, naled (BRP), omethoate, Oxydemeton-methyl, parathion, parathion-methyl, phenthoate (PAP), phorate, phosalone, and phenthion Pine (phosmet: PMP), phosmet pine (phosphamidon), phoxim (phoxim), pirimiphos-methyl, profenofos, propetamphos, prothiofos, Pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, Lebensone Organophosphorus compounds (1B) such as tetrachlorvinphos, thiometon, triazophos, trichlorfon (DEP), and vamidothion.

(b2) Group 2: GABA agonist chloride channel antagonist Examples of GABA agonistic chloride channel antagonists (blockers) include cyclic diene organochlorine compounds (2A) such as chlordane, endosulfan, and dienochlor; Phenylpyrazole compounds (2B) such as ethiprole, fipronil, butene fipronil (flufiprole), etc.

(b3) Group 3: Sodium channel modulator As sodium channel modulators, for example, acrinathrin, allethrin, bifenthrin, kappa-bifenthrin, bioallethrin, and bioresmethrin can be cited. , Cycloprothrin, Cyfluthrin, Beta-cyfluthrin, Cyhalothrin, Gamma-cyhalothrin, Lambda-cyfluthrin cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, σ sigma-cypermethrin, cyphenothrin, deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin , Fenvalerate, flucythrinate, flumethrin, fluvalinate, tau-fluvalinate, halfenprox, flucythrinate Heptafluthrin, imiprothrin, kadethrin, meperfluthrin, momfluorothrin, permethrin, permethrin, kadethrin phenothrin, prallethrin, pyrethrins, resmethrin, silafluofen, tefluthrin, kappa-tefluthrin ), tetramethrin, tetramethylfluthrin, tralomethrin, transfluthrin, benfluthrin, flufenoprox, Flumethrin, furamethrin, US Synthetic pyrethrin-based (pyrethrin-based) compounds (3A), such as metofluthrin, profluthrin, and dimefluthrin.

(b4) Group 4: Nicotinic acetylcholine receptor antagonist modulator As nicotinic acetylcholine receptor (nAChR) antagonist modulators, for example, acetamiprid, clothianidin, dinotefuran, imidacloprid, ene Nitenpyram, thiacloprid, thiamethoxam, cycloxaprid, dicloromezotiaz and other neonicotinoid compounds (4A); 4-[6 -Chloro-3-pyridylmethyl 2,2-difluoroethylamino]furan-25H-ketone (flupyradifurone) and other crotonic acid lactone compounds (4D); sulfoxaflor, etc. Sulfonimide compounds (4C); meso-ionic compounds (4E) such as triflumezopyrim, etc.

(b5) Group 5: Ectopic modulator of nicotinic acetylcholine receptor Examples of ectopic modulators of nicotinic acetylcholine receptor (nAChR) include spinosyn-based compounds such as spinosad and spinetoram.

(b6) Group 6: Glutamine agonist ectopic modulator of chloride channel Examples of ectopic modulators of glutamine agonistic chloride channel (GluCl) include: abamectin, emamectin-benzoate, lepimectin, and milbemectin )Wait.

(b7) Group 7: Juvenile hormone mimics As juvenile hormone mimetic (similar) agents, for example, juvenile hormone-like compounds (7A) such as hydroprene, kinoprene, and methoprene; fennox ( fenoxycarb) (7B); pyriproxyfen (7C), etc.

(b8) Group 8: Other non-specific (multi-site) inhibitors Other non-specific (multi-site) inhibitors include, for example, alkyl halides such as methyl bromide (8A); chloropicrin (8B); cryolite, sulfuryl fluoride (sulfuryl fluoride), etc. Fluoride compounds (8C) such as fluoride; borates such as borax and boric acid (8D); tartarite (8E); methyl isothiocyanate generators such as dazomet and metam ( methyl isothiocyanate generator) (8F) and so on.

(b9) Group 9: TRPV channel modifier of string tone organ As string tone organ TRPV channel modulators, for example, pyridinemethine azo derivatives (9B) such as pymetrozine and pyrifluquinazon can be cited.

(diflovidazin)、合賽多(hexythiazox)、依殺蟎(etoxazole)等。(b10) Group 10: Acaroid growth inhibitors are used as acarids growth inhibitors, for example: clofentezine, fluomites

(diflovidazin), hexythiazox, etoxazole, etc.

(b11) Group 11: Insect midgut destroyer derived from microorganisms Examples of microorganism-derived insect midgut destroying agents include: Bacillus thuringiensis (Bacillus thuringiensis, BD#32 strain, AQ52 strain, etc., subsp. aizawai, ABTS-1857 strain, etc.), Cusca Species (subsp.kurstaki, HD-1 strain, BMP 123 strain, etc.), Tenebriosis subspecies (subsp., NB 176 strain, etc.), Israel subspecies (var.israelensis), Egyptian variety (var.aegypti), Comer Var. colmeri, Var. darmstadiensis, Var. dendrolimus, Var. galleriae, Var. japonensis, Murrison subspecies (subsp. morrisoni), var. san diego, subsp. thuringiensis, MPPL002 strain, etc., 7216 variant (var. 7216), T36 variant (var. T36)), conferred Tolerance to lepidopteran insects delta-endotoxin (Cry1A, Cry1Ab, modified Cry1Ab (Cry1Ab part of the defect), Cry1Ac, Cry1Ab-Ac (hybrid protein fused with Cry1Ab and Cry1Ac), Cry1C, Cry1F, Cry1Fa2 (Modified cry1F), moCry1F (modified Cry1F), Cry1A.105 (hybrid protein fused with Cry1Ab, Cry1Ac, Cry1F), Cry2Ab2, Cry2Ae, Cry9C, Vip3A, Vip3Aa20, etc.), confer resistance to coleopteran insects Receptive δ-endotoxin (Cry3A, mCry3A (modified Cry3A), Cry3Bb1, Cry34Ab1, Cry35Ab1, etc.) and other Bacillus thuringiensis and insecticidal protein production (11A); Bacillus sphaericus (11B) )Wait.

(b12) Group 12: Mitochondrial ATP biosynthetic enzyme inhibitor Examples of mitochondrial ATP biosynthetic enzyme inhibitors include: diafenthiuron (12A); azocyclotin, cyhexatin, fenbutatin oxide, and other organotins Line acaricide (12B); propargite (12C); tetradifon (12D) and so on.

(b13) Group 13: oxidative phosphorylation uncoupling agent Examples of the oxidative phosphorylation uncoupling agent include pyrrole compounds such as chlorfenapyr; dinitrophenol compounds such as DNOC; sulfluramid and the like.

(b14) Group 14: Nicotinic Acetylcholine Receptor Channel Blockers Examples of nicotinic acetylcholine receptor (nAChR) channel blockers include: bensultap, cartap, cartap hydrochloride, and thiocyclam , 2-Dimethylamino-1,3-bisthiosulfonate sodium propane or thiosultap-disodium or bisultap, 1-thiosultap-sodium or bisultap, 1-thiosultap-sodium-2-dimethylamino-3-sulfur Propane or thiosultap-monosodium or monosultap, etc.

(b15) Group 15 and 16: Chitin biosynthesis inhibitor Examples of chitin biosynthesis inhibitors include: bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, and Lukfook Hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, triflumuron, buprofezin, etc. Urea compounds, etc.

(b16) Group 17: Moulting inhibitor Examples of the moulting inhibitor include cyromazine and the like.

(b17) Group 18: ecdysone receptor agonist Examples of ecdysone receptor agonists include dihydrazine compounds such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide Wait.

(b18) Group 19: Octopamine receptor agonist As an octopamine receptor agonist, amitraz etc. are mentioned, for example.

(b19) Group 20: Mitochondrial electron transport chain complex III inhibitor Examples of mitochondrial electron transport chain complex III inhibitors include hydramethylnon, acequinocyl, fluacrypyrim, and bifenazate.

(b20) Group 21: Mitochondrial electron transport chain complex I inhibitor As the mitochondrial electron transport chain complex I inhibitors, for example, fenpyroximate, pyridaben, tebufenpyrad, tolfenpyrad, fenazaquin ), METI agents such as pyrimidifen (21A); rotenone (21B), etc.

(b21) Group 22: Potential-dependent sodium channel blockers As the potential-dependent sodium channel blocker, for example, oxdiazepine compounds (22A) such as indoxacarb; semicarbazide compounds (22B) such as metaflumizone, and the like.

(b22) Group 23: Acetyl Coenzyme A carboxylase inhibitor Examples of acetyl-Coenzyme A carboxylase inhibitors include: spirodiclofen, spiromesifen, spirotetramat and other tetronic acid or tetramic acid derivatives. Things etc.

(b23) Group 24: Mitochondrial electron transport chain complex IV inhibitor Mitochondrial electron transport chain complex IV inhibitors include, for example, phosphine compounds (24A) such as aluminum phosphide, calcium phosphide, phosphine, and zinc phosphide; cyanide compounds such as cyanide salts (24B )Wait.

(b24) Group 25: Mitochondrial electron transport chain complex II inhibitor Examples of mitochondrial electron transport chain complex II inhibitors include β-ketonitrile derivatives (25A) such as cyflumetofen and cyenopyrafen; 3'-isobutyl-iso Butyryl-1,3,5-trimethyl-4'-[2,2,2,-trifluoro-1-methoxy-1-(trifluoromethyl)-ethyl]-pyrazolyl-4 -Carboxanilide compounds such as pyflubumide and the like.

(b25) Group 28: Rianodine receptor modulator As rianodine receptor modulators, for example, chlorantraniliprole, cyantraniliprole, cycloniliprole, flubendiamide, flufenoxan Diamide compounds such as tetraniliprole and cyhalodiamide.

(b26) Group 29: String tone organ regulator As the string organ regulator, for example, flonicamid etc. are mentioned.

(b27) Group UN: Insecticides/acaricides with unspecified mechanism of action Insecticides/accaricides with unspecified mechanism of action, for example, azadirachtin, benzoximate, bromopropylate, quinomethionat, and mites (dicofol), pyridalyl, amidoflumet and so on.

In addition to this, well-known agricultural and horticultural insecticides and acaricides can also be cited. These acaricidal active compounds are well-known compounds, and since they are commercially available products, they can be easily obtained.

Among them, as the more suitable insecticides, there are antifouling agents, BPMC, idamethamine, daptnan, nitenpyram, celsuan, perdan, cyantraniliprole, fipronil, fennin, Semenin, lambda xylonine, siguafene, trofenox, kefanpa, gaprofen, ethiprole, flufenfluramide, pyrethrum, permethrin, cornidine, sulfur An, and Paimijing.

Among them, as the more suitable insecticides, there are antifouling agents, BPMC, idamethamine, daptnan, nitenpyram, celsuan, perdan, cyantraniliprole, fipronil, fennin, Cymenine, Lambda Cylonin, Sibufen, and Paimin.

In the present invention, any one or more of the nitrophenol compound and the insecticidal active compound must be used in combination. By combining the nitrophenol compound and the insecticidal active compound, it shows a remarkable control effect on pests. The so-called synergistic insecticide composition refers to an insecticide composition having a synergistic control effect (synergistic effect).

In the present invention, with respect to 100 parts by weight of the nitrophenol compound of the general formula (1), the insecticidal active compound is usually blended in 0.01 to 20000 parts by weight, preferably 0.1 to 10000 parts by weight, more preferably 0.5 to 1000 parts by weight .

In the composition of the present invention, only nitrophenol compound and insecticidal active compound can be blended without adding other ingredients, but usually solid carrier, liquid carrier, gaseous carrier (propellant) can be mixed, and surfactants can be added as needed , Other auxiliaries for preparations are formulated into oils, emulsions, hydrations, suspensions, granules, powders, mists, aerosols, etc. according to the usual preparation methods.

These preparations usually contain 0.01-95% by weight, preferably 0.1-50% by weight of the total amount of the nitrophenol compound and the insecticidal active compound as the active ingredient.

Examples of solid carriers used for formulation include clays (kaolin clay, diatomaceous earth, synthetic hydrous silica, bentonite, Fubasami clay, acid clay, etc.), talc, ceramics, and other inorganic minerals (silica Algae earth, quartz, sulfur, activated carbon, calcium carbonate, hydrated silica, etc.), chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride (muriate), etc.) and other fine powder or granular materials, etc. .

As the liquid carrier, for example, 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, diesel, etc.), esters (ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile, etc.), ethers (two Isopropyl ether, dioxane, etc.), amides (N,N-dimethylformamide, N,N-dimethylacetamide, etc.), halogenated hydrocarbons (dichloromethane, trichloroethane, etc.) , Carbon tetrachloride, etc.), dimethyl sulfide, soybean oil, cottonseed oil and other vegetable oils.

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

As surfactants, for example, alkyl sulfates, alkane sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylene products, polyethylene glycol ethers, Polyol esters, sugar alcohol derivatives, etc.

Examples of auxiliary agents for formulations include fixing agents, dispersants, stabilizers, and the like.

Examples of fixing agents and dispersing agents include casein, gelatin, polysaccharides (starch, acacia, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, sugars, synthetic water-soluble polymers ( Polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid, etc.). Examples of stabilizers include PAP (acid isopropyl phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2-tert-butyl-4-methoxy Phenol and 3-tert-butyl-4-methoxyphenol), vegetable oil, mineral oil, fatty acid or its ester, etc.

The synergistic insecticide composition of the present invention can be used directly or diluted with water or the like. In addition, it can also be mixed with other insecticides, nematicides, acaricides, fungicides, herbicides, plant growth regulators, synergists, soil conditioners, animal feed, etc., or used at the same time without mixing .

When the composition of the present invention is used as an agricultural synergistic pesticide composition, the application amount 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, hydrating agent, suspension, etc. is diluted with water and used, the application concentration is usually 1 to 1000 ppm, preferably 10 to 500 ppm, granules, powders, etc. It is applied directly in the state of preparation without any dilution. More specifically, the application concentration of the nitrophenol compound may usually be about 0.5-800 ppm, preferably about 12.5-400 ppm, more preferably about 100-200 ppm, and the application concentration of the insecticidal active compound may usually be about 0.1-200 ppm. It is preferably about 0.1-50 ppm, more preferably about 0.4-20 ppm.

The application amount and application concentration vary depending on the type of formulation, application period, application place, application method, type of pests, degree of damage, and other conditions, and may be increased or decreased without being limited to the aforementioned range.

The synergistic insecticide composition of the present invention contains a nitrophenol compound and an insecticidal active compound and uses them. However, it can also be prepared in advance to contain the nitrophenol compound and the insecticidal active compound separately. In the prevention and control of pests, these two components are used sequentially or at the same time, preferably at the same time. In this case, the nitrophenol compound and the insecticidal active compound can be used in combination in the same ratio as described above.

When the synergistic insecticide composition of the present invention is used as an insecticide, there are no particular restrictions on the pests that can be used in the composition, for example: Plutella xylostella, Agrotis ipsilon, Agrotis segetum, Helicoverpa armigera, Helicoverpa assulta, Helicoverpa zea, and Tobacco leaf moth ( Heliothis virescens), Mamestra brassicae, Naranga aenescens, Plusia nigrisigna, Pseudaletia separata, Spodoptera exigua, Spodoptera exigua ( Spodoptera litura, Spodoptera littoralis, Spodopterafrugiperda, Southern Gray-winged Spodoptera (Spodoptera eridania), Manduca sexta, Endopiza viteana, Silver Pattern Leafminer Moth (Lyonetia prunifoliella malinella), Golden Moth (Phyllonorycter ringoneella), Orange Miner Moth (Phyllocnistis citrella), Cotton Red Bollworm (Pectinophora gossypiella), Peach Fruit Moth (Carposina niponensis), Apple Leaf Roller Moth ( Adoxophyes orana faciata, Adoxophyes honmai, Homona magnamina, Cydla pomonella, Grapholita molesta, Chilosuppressalis , Rice leaf roller (Cnaphalocrocis medinalis), cabbage borer (Hellula undalis), European corn borer (Ostrinia nubilalis), soybean ruler (Pseudoplusia includens), powdered armyworm (Trichoplusia ni), American white moth (Hyphantria) cunea), Pieris rapaecrucivora (Pieris rapaecrucivora), Parnaraguttata and other lepidopteran pests; Big green beetle (Anomala cuprea), copper beetle (Anomala rufocuprea), Japanese beetle (Popillia japonica), potato beetle (Lepinotarsa decemlineata), Mexican bean lady beetle (Epilachna varivestis), sugarcane tamsuyensis (Melanotus tamsuyensis) , Tobacco thief (Lasioderma serricorne), Epuraea domina, Henosepilachna vigintioctopunctata (Henosepilachna vigintioctopunctata), Tenebrio molitor, Tribolium castaneum, Anoplophora malasiaca ), Monochamus alternatus, Callosobruchus chinensis, Aulacophora femoralis, Oulema oryzae, Phyllotreta striolata, Cylasformicarius , Mexican boll weevil (Anthonomus grandis), rice weevil (Ethinocnemus squameus), alfalfa leaf weevil (Hypera postica), rice water weevil (Lissorhoptrus oryzophilus), corn weevil (Sitophilus zeamais), pointed cryptobeak (Sphenophrus venatus), and Weevil (Sitophilus granarius), cucumber beetle (Diabrotica undecimpunctata), corn root firefly beetle (Diabrotica virgifera), long-horned leaf beetle (Diabrotica barberi), poisonous paederus (Paederus fuscipes) and other beetle pests; Eurydema rugosa, Eysarcoris ventralis, Halyomorpha mista, Nezara viridula, Leptocorisa chinensis, Riptortus clavatus Togo hemipterus (Togo hemipterus), Stephanitis pyrioides (Stephanitis pyrioides), Epiacanthus stramineus (Epiacanthus stramineus), Small green leafhopper (Empoasca onukii), Broad bean leafhopper (Empoasca fabae), Black tail leafhopper Cicada (Nephotettix cinctinceps), Laodelphax striatellus, Nilaparvata lugens, Sogatella furcifera, Trioza erytreae, Psylla pyrisuga, Bemisia tabaci (Psylla pyrisuga) Bemisia tabaci), silver leaf whitefly (Bemisia argentifolii), citrus whitefly (Dialeurodescitri), greenhouse whitefly (Trialeurodes vaporariorum), cotton aphid (Aphis gossypii), leaf roller aphid (Aphis pomi), green peach aphid (Myzus persicae) , Grass covered scales (Drosicha corpulenta), blowing cotton scales (Icerya purchasi), citrus powder scales (Planococcus citri), Kang's powder scales (Pseudococcus comstocki), red wax scales (Ceroplastes rubens), Yapointed scales (Unaspis yanonensis), Hemiptera pests such as bed bugs (Cimex lectularius); Thysanoptera pests such as Frankliniella occidentalis, Frankliniella intonsa, Scirtothrips dorsalis, Thrips palmi and Thrips tabaci; Orange fruit fly (Dacus dorsalis), melon fruit fly (Dacus cucurbitae), Mediterranean fruit fly (Ceratitis capitata), rice leaf miner (Hydrellia griseola), melon leaf miner (Liriomyza bryoniae), trilobite leaf miner (Liriomyza) trifolii, Hylemya platura, Rhagoletis pomonella, Mayetiola destructor, Musca domestica, Stomoxys calcitrans, Melophagus ovinus ), Hypoderma lineatum, Hypoderma bovis, Oestrus ovis, Glossina palpalis, Prosimulium yezoensis, Tabanus trigonus, White spot Moth gnats (Telmatoscopus albipunctatus), Japanese midges (Leptoconops nipponensis), Culex pipiens pallens, Aedes albopicutus, Aedes aegypti, Anopheles hyracanus ) And other Diptera pests; Apethymus kuri, Athalia rosae japonensis, Neodiprion sertifer, Eciton burchelli, Eciton schmitti, Camponotus japonicus, Vespa mandarina, Bulldog ants (Myrmeciaspp.), red fire ants (Solenopsis spp.), kitchen ants (Monomorium pharaonis) and other hymenoptera pests; Black-breasted cockroach (Periplaneta fuliginosa), Japanese cockroach (Periplaneta japonica), German cockroach (Blattella germanica) and other Blattella pests; Yellow-faced oil gourd (Teleogryllus emma), African mole cricket (Gryllotalpa africana), East Asian migratory locust (Locusta migratoria), Oxya yezoensis, desert locust (Schistocerca gregaria) and other orthopteran pests; Termite pests such as Coptotermes formosanus, Reticulitermes speratus, and Odontotermes formosanus; Ctenocephalidae felis, Pulex irritans, Xenopsylla cheopis and other flea pests; Trichophagous pests such as Menacanthus stramineus and Bovicola bovis; Bovine blood lice (Haematopinus eurysternus), pig blood lice (Haematopinus suis), long-nosed bull lice (Linognathus vituli), buffalo blind lice (Solenopotes capillatus) and other lice pests; In addition, common crustaceans such as Armadillidium vulgare; Prathylenchus penetrans, Prathylenchus vulnus, Globodera rostochiensis, Heterodera glycines, Meloidogyne hapla, Southern root-knot nematode (Meloidogyne incognita), Bursaphelenchus lignicolus and other nematodes; Molluscs such as Ponacea canaliculata, Incilaria bilineata, Acusta despecta sieboldiana, Euhadra peliomphala, etc.

The useful plants that can use the synergistic insecticide composition of the present invention are not particularly limited. Examples include: rice, barley, wheat, rye, oats, corn and other cereals; soybeans, adzuki beans, broad beans, peas, and kidney beans , Peanuts and other beans; Apples, citrus, pears, grapes, peaches, plums, cherries, walnuts, chestnuts, almonds, bananas, strawberries and other fruit trees/fruits; Cabbage, tomato, spinach, broccoli, lettuce, onion, onion, sweet pepper, eggplant, pepper and other leaves/fruit vegetables; Root vegetables such as carrot, potato, sweet potato, taro, radish, lotus root, vine, burdock, garlic; Processed products such as cotton, hemp, beet, hops, sugar cane, salami, olives, rubber, coffee, tobacco, tea, etc.; Pumpkin, cucumber, oriental melon (oriental melon), watermelon, melon (melon) and other melons; Orchard grass, sorghum, timothy grass, alfalfa, alfalfa and other pastures; Grasses such as Korean grass and Bentgrass; Lavender, rosemary, thyme, parsley, pepper, ginger and other spices for appreciation; Chrysanthemum, rose, carnation, orchid and other flowers; Garden trees such as ginkgo, cherry tree, coral tree, etc.; Abies sachalinensis (Abies sachalinensis), Picea jezoensis (Picea jezoensis), pines, cypress, cedar, juniper and other forest trees.

The synergistic insecticide composition of the present invention can protect the plants by treating the living place of such insects, or the plants parasitized by the insects or their vicinity.

The so-called living place of disease and pest, or the plant parasitized by disease and pest or its vicinity, can be applied to the vegetation (vegetation) inhabited by disease and pest that should be repelled, especially stems, leaves, seeds, bulbs or seed potatoes (hereinafter, will Seeds, bulbs or seed potatoes are called seeds for short); fruits, etc. Examples of application methods include: spraying on leaves or stems, or spraying, seed treatment (for example, seed soaking or seed powder coating of granules, etc.), and soil application (for example, field spreading or spraying of granules, etc.) Wait.

Insecticidal activity enhancer containing nitrophenol compound The aforementioned nitrophenol compounds can be added to known insecticides to enhance insecticidal activity. That is, in order to enhance the insecticidal activity, a nitrophenol compound may be used. [Example]

Hereinafter, examples, comparative examples, formulation examples, and test examples are disclosed to further clarify the present invention, but the present invention is not limited to these.

The formulation is exemplified below. Furthermore, the so-called "parts" means "parts by weight".

Reference preparation example 1 (emulsion) Dissolve 10 parts of the composition of the present invention in 45 parts of Solvesso150 and 35 parts of N-methylpyrrolidone, add 10 parts of an emulsifier (trade name: Sorpol 3005X, manufactured by Toho Chemical Co., Ltd.), and stir and mix them Each 10% emulsion was obtained.

Reference preparation example 2 (hydration agent) Add 20 parts of the composition of the present invention to the mixture of 2 parts of sodium lauryl sulfate, 4 parts of sodium lignosulfonate, 20 parts of synthetic hydrous silica micropowder and 54 parts of clay, and use a fruit juice blender to stir and mix And get 20% hydrating agent.

Reference preparation example 3 (granules) Add 2 parts of sodium dodecylbenzene sulfonate, 10 parts of bentonite and 83 parts of clay to each 5 parts of the composition of the present invention, and stir and mix them thoroughly. Add an appropriate amount of water, further stir, granulate with a granulator, and ventilate and dry to obtain 5% granules.

Reference preparation example 4 (powder) Dissolve 1 part each of the composition of the present invention in an appropriate amount of acetone, add 5 parts of synthetic hydrous silica micropowder, 0.3 part of acidic isopropyl phosphate (PAP) and 93.7 parts of clay, and stir and mix with a juice blender , The acetone is evaporated and removed to obtain 1% powder.

Reference preparation example 5 (suspension) 20 parts of each of the composition of the present invention, 3 parts of polyoxyethylene tristyryl phenyl ether phosphate triethanolamine and 20 parts of water containing 0.2 parts of Rhodorsil 426R are mixed, and after wet pulverization using a ball mill, it is mixed with 8 parts containing propylene glycol 8 30 parts and 0.32 parts of Sanxian Gum and 60 parts of water are mixed to obtain a 20% suspension in water.

＜Nitrophenol compound＞ Formulation A Make 4-nitrophenol sodium salt (made by Asahi Chemical Industry Co., Ltd.) 0.9 parts, 2-nitrophenol sodium salt (made by Asahi Chemical Industry Co., Ltd.) 0.6 parts, 5-nitroguaiacol sodium salt ( 0.3 part of Asahi Chemical Industry Co., Ltd.) was dissolved in 998.2 parts of water to prepare a water solvent. Hereinafter, this water solvent is referred to as "formulation A".

Formulation B 0.9 parts 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. Hereinafter, this water solvent is referred to as "formulation B".

Formulation C 0.6 parts of 2-nitrophenol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) was dissolved in 999.4 parts of water to prepare a water solvent. Hereinafter, this water solvent is referred to as "formulation C".

Formulation D 0.3 part of 5-nitroguaiacol sodium salt (manufactured by Asahi Chemical Industry Co., Ltd.) was dissolved in 999.7 parts of water to prepare a water solvent. Hereinafter, this water solvent is referred to as "formulation D".

＜Insecticidal active compound＞ Formulation E Prepared Ches (registered trademark) granular hydrating agent (containing 50% by weight of Permethrin) manufactured by Syngenta Japan (Stock) as a granular hydrating agent containing Permethrin. Let this formulation be "formulation E".

Formulation F Prepared the Akutara (registered trademark) granular hydrating agent (containing 10% by weight of Saisuan) manufactured by Syngenta Japan (stock) as a granular hydrating agent containing Saisuan. Let this formulation be "formulation F".

Formulation G Prepare Bassa (registered trademark) emulsion (emulsion containing 50% by weight of BPMC) manufactured by Sumitomo Chemical Co., Ltd. as an emulsion containing BPMC. Let this formulation be "formulation G".

Formulation H Torebon (registered trademark) emulsion (emulsion containing 20% by weight of Efennin) manufactured by MITSUI CHEMICALS AGRO (Stock) was prepared as an emulsion containing Efennin. Let this formulation be "formulation H".

Formulation I Prepare Bestguard (registered trademark) water solvent (water solvent containing 10% by weight of nitenpyram) manufactured by Sumitomo Chemical Co., Ltd. as the water solvent containing nitenpyram. This formulation is referred to as "Formulation I".

Formulation J Prepare MR Joker (registered trademark) hydrating agent (containing 20 parts by weight of siphonfen) manufactured by Bayer Cropscience (stock) as a hydrating agent containing siphonfen. Let this formulation be "formulation J".

Formulation K Prepare Onkol (registered trademark) microcapsules (containing 20% by weight of mifuke) manufactured by OAT Agrio (stocks) as microcapsules containing mifuke. Let this formulation be "formulation K".

Formulation L Prepare Adomaiya (registered trademark) Flowable (containing 20% by weight of edamide) manufactured by Bayer Cropscience (stock) as a suspending agent of edamide. Let this formulation be "formulation L".

Formulation M Prepare Padan (registered trademark) SG water solvent (a water solvent containing 75% by weight of Peidan hydrochloride) manufactured by Sumitomo Chemical Co., Ltd. as a water solvent containing Peidan. Let this formulation be "formulation M".

Formulation N Prepare Arubarin (registered trademark) granular hydrating agent (containing 20% by weight of Dartnam granular hydrating agent) manufactured by Agrokanesho (stock) as a granular hydrating agent containing Dartnam. Let this formulation be "formulation N".

Formulation O Prepare Exirel (registered trademark) SE (SE agent containing 10.2% by weight of cyantraniliprole) manufactured by OAT Agrio (stock) as a suspension containing cyantraniliprole. Let this formulation be "formulation O".

Formulation P Prepare Prince (registered trademark) Flowable (containing 5% by weight of fipronil) manufactured by BASF JAPAN (stock) as a suspending agent containing fipronil. Let this formulation be "formulation P".

Formulation Q Agrothrin (registered trademark) emulsion (an emulsion containing 6% by weight of Xenonin) manufactured by Kumiai Chemical Industry (Stock) was prepared as an emulsion containing Xenonin. Let this formulation be "formulation Q".

Formulation R Dissolve 4 parts of λ Seronine (Wako Pure Chemical Industries, Ltd.) in 500 parts of acetone (Wako Pure Chemical Industries, Ltd.), and add dialkyl ester sulfonate (surfactant) 2% water 500 To prepare an emulsion. Hereinafter, this emulsion is referred to as "formulation R".

Example 1 The aforementioned preparation E (Pemigen) and preparation A (nitrophenol compound) were mixed, and adjusted so as to be the test concentrations described in Table 1, respectively, to produce the preparation E+A of the composition of the present invention.

Examples 2-14 Replace preparation E with preparation F, preparation G, preparation H, preparation I, preparation J, preparation K, preparation L, preparation M, preparation N, preparation O, preparation P, preparation Q, and preparations as described in Tables 1 to 3, respectively. Preparation R, except that, by the same method as in Example 1, the preparation F+A, preparation G+A, preparation H+A, preparation I+A, preparation J+A, preparation K+A, preparation L+A, and preparations with test concentrations described in Tables 1 to 3 were prepared by the same method as Example 1. Preparation M+A, preparation N+A, preparation O+A, preparation P+A, preparation Q+A, preparation R+A.

Test Example 1: Efficacy Test on White-backed Planthopper Add 50ml of Kumiai UBE granular fertilizer No. 2 (manufactured by Mcferticom) to a 90ml cup (trade name: KP-90, manufactured by KOHNOIKE PLASTIC (Stock)), and sown soaked rice (variety: Hinohikari). After the sown rice is grown to the 2.5-leaf stage, for the test plants, spray a sufficient amount of the agent diluted to a specific concentration using a sprayer. After air-drying, cover the pot with a cup, and place 10 test insects, White-backed planthopper (scientific name: Sogatella furcifera, 3rd instar larvae) on the treated leaves, and cover them with nylon gauze (Nylon gauze). They were kept in a greenhouse (25°C in daytime, 20°C at night) until the day of investigation. The investigation was carried out 6 days after the treatment with the drug. The number of dead insects is counted, and the death rate is calculated according to the following formula. There are 3 replicates in each test area of the test area.

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

Furthermore, the expected effectiveness (E) of the synergistic insecticide composition of the present invention was calculated according to the Colby formula (Weeds, 15, 20-22 (1967)), and the calculated effectiveness (%) was obtained.

E=x＋y－(x・y/100) In the formula, E represents the expected effectiveness when the nitrophenol compound and the insecticidal active compound are used at their respective concentrations p and q in %. x represents the effectiveness when the nitrophenol compound is used at the concentration p, and y represents the effectiveness when the insecticidal active compound is used at the concentration q.

The theoretical values (%) calculated by the aforementioned Colby formula are shown in Tables 1 to 3. The values in Tables 1 to 3 are valid (%). In this specification, if the control effect of the nitrophenol compound and the insecticidal active compound of the present invention is actually higher than the E (expected value) when the nitrophenol compound and the insecticidal active compound of the present invention are mixed, it can be said that the combination shows a synergistic effect.

[Table 1]

＜Test result＞ As a result, it can be seen that the mortality (%) value (actual value) of the insecticide composition of the present invention (Examples 1 to 5) is larger than the theoretical value and has a synergistic effect. Therefore, by using the nitrophenol compound in combination with the insecticidal active compound, the control effect on insect pests is improved compared with the case of the existing insecticide alone.

Test Example 2: Effect test on brown planthopper The test insects were replaced with brown planthoppers (scientific name: Nilaparvata lugens, 3rd instar larvae), except that the test was carried out in the same manner as in Test Example 1 above.

The results are shown in Table 2 and Table 3. In addition, the theoretical value (%) obtained by Colby's equation in the same manner as in Test Example 1 is shown in Table 2 and Table 3. The values in Table 2 and Table 3 are valid (%).

[Table 2]

＜Test result＞ As a result, it can be seen that the mortality rate (%) of the insecticide composition of the present invention (Examples 6 to 14) (actual value) is larger than the theoretical value, and has a synergistic effect. Therefore, by using the nitrophenol compound in combination with the insecticidal active compound, the control effect on insect pests is improved compared with the case of the existing insecticide alone.

[table 3]

＜Test result＞ As a result, it can be seen that the mortality (%) value (actual value) of the insecticide composition of the present invention (Examples 15-20) is larger than the theoretical value, and has a synergistic effect. Therefore, by using the nitrophenol compound in combination with the insecticidal active compound, the control effect on insect pests is improved compared with the case of the existing insecticide alone.

Claims (6)

A synergistic insecticide composition containing (A) a nitrophenol compound and (B) an insecticidal active compound; the aforementioned (A) nitrophenol compound is a phenol compound with one nitro group, and is the following general The nitrophenol compound represented by formula (2) or its salt,

(In the formula, R ¹ , R ² , R ³ , R ⁴ , and R ^{5 are the} same or different, and represent a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C _1-6 alkyl group, and a C _1-6 haloalkyl group , C _1~6 alkoxy, C _1~6 haloalkoxy, C _2~6 alkenyl, C _2~6 haloalkenyl, C _2~6 alkenyloxy, C _2~6 haloalkenyloxy, C _2~6 alkynyl, C _2~6 haloalkynyl, C _2~6 alkynyloxy, or C _2~6 haloalkynyloxy); and the aforementioned (B) insecticidal active compound is selected from Grams (benfuracarb), BPMC (imidacloprid), dinotefuran, thiamethoxam, cartap, cyantraniliprole, fen At least one compound in the group consisting of fipronil, etofenprox, cypermethrin, lambda-cyhalothrin, and silafluofen. The synergistic insecticide composition of claim 1, wherein the blending ratio of (A) nitrophenol compound is 0.5 to 1000 parts by weight relative to 100 parts by weight of (B) insecticidal active compound. An insecticidal method, characterized in that a synergistic insecticide composition as claimed in claim 1 or 2 is used to treat the living places (except humans) of agricultural pests. A method for plant protection, which is characterized by treating plants parasitized by agricultural pests or their vicinity with the synergistic insecticide composition as claimed in claim 1 or 2. A method for using nitrophenol compounds, which is used to enhance the insecticidal activity of insecticidal active compounds (except for human applications); and the aforementioned nitrophenol compound is a phenol compound with 1 nitro group, and is the following The nitrophenol compound represented by the general formula (2) or its salt,

(In the formula, R ¹ , R ² , R ³ , R ⁴ , and R ^{5 are the} same or different, and represent a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C _1-6 alkyl group, and a C _1-6 haloalkyl group , C _1~6 alkoxy, C _1~6 haloalkoxy, C _2~6 alkenyl, C _2~6 haloalkenyl, C _2~6 alkenyloxy, C _2~6 haloalkenyloxy, C _2~6 alkynyl, C _2~6 haloalkynyl, C _2~6 alkynyloxy, or C _2~6 haloalkynyloxy); and the aforementioned insecticidal active compound is selected from the group consisting of: At least one of the group consisting of Idamide, Dartnan, Sasumab, Perdan, Mesipramide, Fipronil, Efennine, Xermenin, Lambda Xeronine, and Sibufen Compound. An insecticidal activity enhancer, which contains a nitrophenol compound for insecticidal active compounds; and the aforementioned nitrophenol compound is a phenol compound having one nitro group, and is a nitrophenol compound represented by the following general formula (2) Base phenol compound or its salt,

(In the formula, R ¹ , R ² , R ³ , R ⁴ , and R ^{5 are the} same or different, and represent a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, a C _1-6 alkyl group, and a C _1-6 haloalkyl group , C _1~6 alkoxy, C _1~6 haloalkoxy, C _2~6 alkenyl, C _2~6 haloalkenyl, C _2~6 alkenyloxy, C _2~6 haloalkenyloxy, C _2~6 alkynyl, C _2~6 haloalkynyl, C _2~6 alkynyloxy, or C _2~6 haloalkynyloxy); and the aforementioned insecticidal active compound is selected from the group consisting of: At least one of the group consisting of, Idamide, Dartnan, Sasuan, Perdan, Mesipramide, Fipronil, Efennine, Xermenin, Lambda Xeronine, and Sibufen Compound.