JP3382363B2 - Pesticide efficacy enhancer and pesticide composition - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel agrochemical efficacy enhancer, an agrochemical efficacy enhancer composition, and an agrochemical composition containing the same.

[0002]

2. Description of the Related Art Insecticides, fungicides, herbicides,
Pesticides such as acaricides and plant growth regulators are used in dosage forms such as emulsions, wettable powders, granules, powders and flowable agents. At that time, various contrivances have been made in terms of the physical properties of the preparation in order to sufficiently bring out the effect of the pesticidal drug substance, but it is currently difficult to further enhance the effect of the pesticide by devising the preparation. Further, since the development of new pesticides is more difficult, it is of great industrial significance to further enhance the activity of existing pesticides.

Up to now, surfactants composed of various nitrogen-containing compounds such as quaternary ammonium salts, betaines and amine oxides have been known as those having an effect of enhancing the activity of agricultural chemicals (Japanese Patent Laid-Open No. 2000-242242). Sho 63-145205
issue). Among them, it is known that a quaternized or further polyoxyethylenated long chain amine is particularly effective. Although the counter ion of the above-mentioned compound having the activity-enhancing effect of a pesticide is halogen, its effect-enhancing effect was not satisfactory.

[0004]

[Means for Solving the Problems] The inventors of the present invention have made further intensive studies from the viewpoint of enhancing the efficacy of pesticides by combining a pesticide raw material and an ammonium salt. The present invention has been completed by discovering that the compound (1) has a potentiating effect on various pesticides.

That is, the present invention provides an agrochemical potency enhancer containing a compound represented by the general formula (I) as an active ingredient.

[0006]

[Chemical 3]

[0007]

[Chemical 4]

R ⁹ , R ¹⁰ , R ¹² , R ¹³ : a linear or branched alkyl or alkenyl group having ^{5 to} 36 carbon atoms which may be substituted with a hydroxyl group R ⁵ : hydrogen or methyl group or hydrogen and methyl group A mixture of n: 0 to 30 R ⁶ : a linear or branched alkyl group or alkenyl group having 5 to 35 carbon atoms which may be substituted with a hydroxyl group, X ⁻ : represents a counter ion. The present invention also provides the above general formula
It is intended to provide a pesticidal efficacy enhancer composition comprising a compound represented by (I) and at least one surfactant other than the compound as an active ingredient. Furthermore, the present invention comprises any one of the above-mentioned pesticidal potency enhancers and pesticide raw materials, wherein the weight ratio of the pesticidal potency enhancers and pesticide raw materials is pesticide potency enhancer / pesticide raw material = 0.05. The pesticide composition of 50 to 50, and the general formula
The present invention provides a pesticide formulation comprising a packaged package of a compound represented by (I) and a packaged package of a pesticide raw material.

The efficacy enhancer for agricultural chemicals of the present invention has the general formula
It contains at least one compound represented by (I) as an active ingredient.

The compound of the general formula (I) according to the present invention is, for example, in the case of a diester type quaternary ammonium salt, 3-chloropropane-1,2-diol is reacted with dimethylamine to remove hydrochloric acid, Then, dimethylaminopropane-1,2-diol is obtained by purification and purification, this compound is reacted with a fatty acid for esterification, and then this ester compound is quaternized with alkyl chloride or the like.

In the case of an alkylene oxide adduct of a diester type ammonium salt, dimethylaminopropane-1,2-diol is obtained by the above-mentioned synthetic method,
Using KOH as a catalyst, for example, ethylene oxide is reacted to add and then esterified, followed by quaternization or acid salt to obtain the desired compound.

Further, in the case of an ester amide type acidic salt, 2-hydroxypropylenediamine is first reacted with a fatty acid to obtain a tetrahydropyridine derivative. The resulting derivative is hydrolyzed to give aminohydroxyamide,
Furthermore, after dimethylation of the amine by the reductive methylation method, a fatty acid is reacted to perform esterification to obtain an ester amide type dimethylamine, and then this compound is reacted with an acidic substance such as hydrochloric acid to obtain the desired compound. The compound is obtained.

Of course, the method for producing the compound of the general formula (I) according to the present invention is not limited to these.

In the general formula (I), R ⁶ , R ⁹ , R ¹⁰ and R
^It is preferable that carbon numbers of ¹² and R ¹³ are 7 to 22, R ¹ and R ² are methyl groups, and R ³ is hydrogen or an alkyl group having 1 to 2 carbon atoms or a benzyl group. In the case of a compound to which an alkylene oxide is added, the number of added moles (m ₁ , m ₂ , n, q ₁ , q ₂ ) is preferably 1 to 20 on average, and particularly preferably 1 to 15 on average. Further, as the counter ion in the general formula (I), for example,
Examples thereof include halogens such as Cl, Br and I, alkyl sulfates, alkylbenzene sulfonic acids, alkylnaphthalene sulfonic acids, fatty acids, alkyl phosphates, anionic oligomers and anionic polymers.

The potentiator for agricultural chemicals comprising the compound of the above-mentioned general formula (I) of the present invention has no phytotoxicity when used in combination with the agricultural chemical bulk, and can increase the efficacy of the agricultural chemical bulk by 2 to 3 times. .

The mechanism as to whether the potency-enhancing agent for agricultural chemicals containing the compound represented by the general formula (I) according to the present invention as an active ingredient exerts a remarkable potentiating action regardless of the type of the structure of the agricultural chemical is not always required. Although it is not clear, it is considered that one of the effects is that the potency enhancer of the present invention has a very strong solubilizing power for pesticides, and thus the pesticides are made into fine particles and promoted to permeate the surface of plants, insect bodies, and fungi.

The compound represented by the general formula (I) according to the present invention can be used in combination with a surfactant other than these compounds to maintain the effect of the compound represented by the general formula (I) for enhancing the agrochemical efficacy. As it is, the amount of the compound represented by the general formula (I) used can be reduced and stabilized. As the surfactant, a nonionic surfactant, an anionic surfactant, a cationic surfactant and an amphoteric surfactant, or a mixture thereof can be used.

Examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene alkylaryl ether formaldehyde condensate, polyoxyalkylene allyl ether, polyoxyalkylene alkyl ester, polyoxyalkylene alkyl. Sorbitol ester, polyoxyalkylene sorbitan ester,
Polyoxyalkylene alkyl glycerol ester,
Polyoxyalkylene block copolymer, polyoxyalkylene block copolymer alkyl glycerol ester, polyoxyalkylene alkyl sulfonamide, polyoxyalkylene rosin ester, polyoxypropylene block copolymer, polyoxyethylene oleyl ether, polyoxyalkylene alkylphenol , Alkyl glycosides, alkyl polyglycosides, polyoxyalkylene alkyl polyglycosides and the like, and mixtures of two or more thereof.

Examples of cationic surfactants are alkylamine ethylene oxide adducts, alkylamine propylene oxide adducts such as tallow amine ethylene oxide adducts, oleyl amine ethylene oxide adducts, soy amine ethylene oxide adducts, coco amines. There are ethylene oxide adducts, synthetic alkyl amine ethylene oxide adducts, octyl amine ethylene oxide adducts and the like and mixtures thereof.

Typical of the anionic surfactants can be obtained in an aqueous solution or a solid state, and examples thereof include sodium allyl sulfate, sodium mono- and di-alkylnaphthalene sulfonates, and alpha-olefins. Sodium sulfonate, sodium alkane sulfonate, alkyl sulfosuccinate, alkyl sulfate, polyoxyalkylene alkyl ether sulfate, polyoxyalkylene alkylaryl ether sulfate, polyoxyalkylene styryl phenyl ether sulfate, mono- and di-alkylbenzene Sulfonates, alkyl naphthalene sulfonates, formaldehyde condensates of alkyl naphthalene sulfonates, alkyl diphenyl ether sulfonates, olephinic sulfonates, mono and dialkyl Acid salts, polyoxyalkylene mono and dialkyl phosphates, polyoxyalkylene mono and diphenyl ether phosphates, polyoxyalkylene mono and dialkyl phenyl ether phosphates, polycarboxylic acid salts, fatty acid salts, linear and branched alkyl polyoxy Alkylene ether acetic acid or its salt, alkenyl polyoxyalkylene ether acetic acid or its salt, linear and branched alkylamide polyoxyalkylene ether acetic acid or its salt, stearic acid and its salt, oleic acid and its salt, N-methyl fatty acid tauride ( taurides), mixtures of two or more of these, including sodium, potassium, ammonium and amine salts.

Examples of suitable amphoteric surfactants include lauryl dimethylamine oxide and alumox.
(Armox) C / 12, amine oxide, monatelix (Mon
aterics, Milanols, betaines, Lonzaines, other amine oxides, and mixtures thereof.

Of these surfactants, nonionic surfactants are particularly preferable. Among them, ester type ones such as polyoxyalkylene sorbitan ester and polyoxyalkylene alkyl glycerol ester, polyoxyalkylene alkyl ether and polyoxyalkylene alkyl phenyl ether are preferable.

In a potency enhancer for agricultural chemicals, which comprises a compound represented by the general formula (I) and a surfactant other than the above as an active ingredient, a preferable combination of the compound represented by the general formula (I) and the surfactant The ratio is the compound of the general formula (I) / surfactant = 1 /
10 to 50/1 (weight ratio), more preferably 1/1 to
It is 10/1.

The agrochemical composition of the present invention comprises the agrochemical efficacy enhancer as described above and the agrochemical bulk. Here, the pesticide raw material refers to the active ingredient of the pesticide. In the pesticidal composition of the present invention, the pesticidal potency enhancer has a weight ratio of the pesticidal potency enhancer and the pesticide bulk, the pesticidal potency enhancer / pesticide bulk = 0.05 to 50, preferably 0.05 to 20, Preferably 0.
It is necessary to use it so that it becomes 1 to 10. This percentage
If it is less than 0.05, the desired potency-enhancing effect of the pesticide cannot be sufficiently achieved. On the other hand, even if this ratio exceeds 50, no further increase in the effect can be expected.

Further, the formulation of the agricultural chemical composition of the present invention may be any of liquid preparation, emulsion, wettable powder, granule, powder, flowable preparation, and the formulation form is not limited. Therefore, it may contain other additives depending on its formulation type, such as a solvent, an emulsifier, a dispersant, and a carrier. The method for using the agrochemical potency enhancer according to the present invention includes a method of using the above-mentioned various types of agrochemical compositions containing the agrochemical potency enhancer and dilution of the agrochemical (not containing the potency enhancer of the present invention). There is a method of using a separately added potency enhancer for agricultural chemicals at the time of use, and any of them can obtain the potency enhancing effect of the present invention.

A chelating agent, a pH adjusting agent, an inorganic salt and a thickening agent may be added to the formulation of the agricultural chemical composition of the present invention, if necessary.

The chelating agent that can be used in the present invention includes
Aminopolycarboxylic acid chelating agents, aromatic and aliphatic carboxylic acid chelating agents, amino acid chelating agents, ether polycarboxylic acid chelating agents, phosphonic acid chelating agents (eg iminodimethylphosphonic acid (IDP), alkyldiphosphones) Acid (ADPA) or the like), or dimethylglyoxime (DG), a hydroxycarboxylic acid type chelating agent, a polyelectrolyte type (oligomer-containing) chelating agent, etc., and these are as an acid or sodium, potassium, ammonium, etc. It may be in the form of salt.

Aminopolycarboxylic acid type chelating agents include a) RNX ₂ type compound b) NX ₃ type compound c) R-NX-CH ₂ CH ₂ -NX-R type compound d) R-NX-CH ₂ CH _2- NX ₂ type compounds and e) X ₂ N—R′-NX ₂ type and all compounds of this type containing 4 or more X can be used. In the above formula, X represents -CH ₂ COOH or -CH ₂ CH ₂ COOH, R represents a hydrogen atom, an alkyl group, a hydroxyl group, a hydroxyalkyl group or a substituent representing a known chelate compound of this type, and R'is It represents an alkylene group, a cycloalkylene group and a group representing a known chelate compound of this type. Typical examples of these are ethylenediaminetetraacetic acid (EDTA), cyclohexanediaminetetraacetic acid (CDTA), nitrilotriacetic acid (NTA),
Iminodiacetic acid (IDA), N- (2-hydroxyethyl) iminodiacetic acid (HIMDA), diethylenetriaminepentaacetic acid (DTPA), N- (2-hydroxyethyl) ethylenediaminetriacetic acid (EDTA-OH) and glycol ether diaminetetraacetic acid ( GEDTA) and salts thereof.

The aromatic and aliphatic carboxylic acid type chelating agents which can be used in the present invention are oxalic acid, succinic acid, pyruvic acid or anthranilic acid and salts thereof. Also,
The amino acid-based chelating agent that can be used in the present invention is glycine,
Examples include serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine or methionine and salts and derivatives thereof. The hydroxycarboxylic acid type chelating agent that can be used in the present invention includes glycolic acid, malic acid, citric acid, gluconic acid, heptonic acid, tartaric acid and salts thereof. Further, examples of the ether polycarboxylic acid type chelating agent that can be used in the present invention include, for example, compounds represented by the following formula and similar compounds and salts thereof (particularly
Na salt and the like).

[0030]

[Chemical 5]

Examples of the polyelectrolyte (oligomer-containing) chelating agent that can be used in the present invention include acrylic acid polymers, maleic anhydride polymers, α-hydroxyacrylic acid polymers, itaconic acid polymers, and copolymers thereof. Examples thereof include a coalesce and an epoxysuccinic acid polymer.

The pH adjusting agent usable in the present invention is citric acid, phosphoric acid (pyrophosphoric acid), gluconic acid or the like or salts thereof.

Examples of the inorganic salts usable in the present invention include inorganic mineral salts such as inorganic salt clay, talc, bentonite, zeolite, calcium carbonate, diatomaceous earth and white carbon, and inorganic ammonium salts such as ammonium sulfate and ammonium nitrate. , Ammonium phosphate, ammonium thiocyanate, ammonium chloride, ammonium sulfamate and the like.

The thickening agents that can be used in the present invention include:
Any of natural, semi-synthetic and synthetic water-soluble thickeners can be used, and in natural mucilages, xanthan gum derived from microorganisms, Zanflo, pectin derived from plants, gum arabic, guar gum, etc., in semi-synthetic mucilages, cellulose or Methylated products of starch derivatives, carboxyalkylated products, hydroxyalkylated products (including methylcellulose, carboxymethylcellulose, hydroxymethylcellulose, etc.), sorbitol, etc., and synthetic mucilages, polyacrylic acid salts, polymaleic acid salts, polyvinylpyrrolidone, pentaerythritol. Specific examples thereof include ethylene oxide adducts.

Next, examples of the agrochemical drug substance used in the agrochemical composition of the present invention will be given, but the invention is not limited thereto. Moreover, the efficacy enhancer for agricultural chemicals according to the present invention has no chemical damage to various crops and can be safely used.

As the bactericide, daicene (zinc ethylene bisdithiocarbamate), manneb (manganese ethylene bisdithiocarbamate), thiuram (bis (dimethylthiocarbamoyl) disulfide), manzeb (zinc / manganese ethylene bisdithiocarbamate), bisdaisen ( Bisdimethyldithiocarbamoyl zinc ethylene bisdithiocarbamate), propineb (zinc propylene bisdithiocarbamate), benzimidazole-based benomyl (methyl-1- (butylcarbamoyl) -2-benzimidazolecarbamate), thiophanate methyl (1,2-bis) (3-Methoxycarbonyl ・ 2-thioureido) benzene), and other vinclozolin
(3- (3,5-dichlorophenyl) -5-methyl-5-vinyl-1,3-oxazolidine-2,4-dione), iprodione (3- (3,5-dichlorophenyl) -N-isopropyl-2, 4-dioxoimidazolidine-1-carboxamide), procymidone (N- (3,5-dichlorophenyl) -1,
2-dimethylcyclopropane-1,2-dicarboximide), triazine (2,4-dichloro-6- (2-chloroanilino) -1,3,5-triazine), trifumizole (
(E) -4-chloro-α, α, α-trifluoro-N-
(1-imidazol-1-yl-2-propoxyethylidan) -o-toluidine), metalaxyl (methyl-N
-(2-Methoxyacetyl) -N- (2,6-xylyl)-
D, L-alaninate), bitertanol (all-lac-1- (biphenyl-4-yloxy) -3,3-dimethyl-1- (1H-1,2,4-triazol-1-yl) -2
-Butan-2-ol), pyrifenox (2,4-dichloro-2- (3-pyridyl) acetophenone- (EZ) -O
-Methyloxime), phenalimol (2,4-dichloro-α
-(Pyridin-5yl) benzhydryl = alcohol), triphorine (1,4-bis- (2,2,2-trichloro-1)
-Formamidoethyl) piperazine), iminoctadine acetate (1,1-iminodidi (octamethylene) diguanidinium triacetate), organic copper (Oxine-copper), antibiotic fungicides (streptomycin, tetracycline, polyoxy, blast) Cydin S, kasugamycin type, validamycin type), triadimefon (1-
(4-chlorophenoxy) -3,3-dimethyl-1- (1,2,
4-triazol-1-yl) -2-butanone), isoprothiolane (diisopropyl-1,3-dithiolane-2)
-Ylidene malonate), daconyl (tetrachloroisophthalonitrile), pansoyl (5-ethoxy-3-
Trichloromethyl-1,2,4-thiadiazole), rapside (4,5,6,7-tetrachlorophthalolide), Kitadine P
(O, O-diisopropyl-S-benzylthiophosphate), hinozane (O-ethyl-S, S-diphenyldithiophosphate), probenazole (3-allyloxy-1,2-
Examples thereof include benzisothiazole-1,1-dioxide) and captan (N-trichloromethylthio-tetrahydrophthalimide).

In the case of insecticides, pyrethroid type insecticides include fenvalereate (α-cyano-3-phenoxybenzyl-2- (4-chlorophenyl) -3-methylbutanoate) and viceloid (cyano (4 -Fluoro-3-phenoxyphenylmethyl-3- (2,2-dichloroethenyl) -2,2-dimethylcyclopropanecarboxylate), as an organic phosphorus insecticide, DDVP (dimethyl
2,2-dichlorovinyl phosphate), Sumithion (ME
P) (O, O-dimethyl-O- (3-methyl-4-nitrophenyl) thiophosphate), marathon (S- [1,2, -bis (ethoxycarbonyl) ethyl] dimethylphosphorothiothionate), Dimethoate (dimethyl S- (N-
Methylcarbamoylmethyl) dithiophosphate), ersan (S- [α- (ethoxycarbonyl) benzyl]
Dimethyl phosphorothiol thionate), Visit
(O, O-dimethyl-O- (3-methyl-4-methylthiophenylthiophosphate)), as carbamate insecticides, bassa (O-butylphenylmethylcarbamate), MTMC (m-tolylmethylcarbamate), meopard (3,4-dimethylphenyl-N-methylcarbamate), NAC (1-naphthyl-N-methylcarbamate),
In addition, Methomyl (S methyl-N [(methylcarbamoyl)
[Oxy] thioacetimide), cartap (1,3-bis (carbamoylthio) -2- (N, N-dimethylamino) propane hydrochloride) and the like.

Further, as natural insecticides, pyrethrin agents derived from pyrethrum, piperonyl butoxide agents, rotenone agents derived from shrub delis of the legume family, nicotine agents (3- (1-
Methyl-2-pyrrolidinyl) pyridine sulfate)
Etc. As an insect growth regulator (IGR agent), diflubenzuron (1- (4chlorophenyl) -3
-(2,6-difluorobenzoyl) urea), teflubenzuron (1- (3,5-dichloro-2,4-difluorophenyl) -3- (2,6-difluorobenzoyl) urea),
Chlorfluazuron (1- [3,5-dichloro-4- (3
-Chloro-5-trifluoromethyl-2-pyridyloxy) phenyl] -3- (2,6-difluorobenzoyl)
Urea, buprofezin (2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one), phenoxycarb (ethyl-2) -(4-phenoxyphenoxy) ethyl carbamate) and the like.

As an acaricide, Sumite (2-
[2-p-tert-butylphenoxy) isopropoxy]
Isopropyl-2-chloroethyl sulfide), acrycid (2,4-dinitro-6-secondary-butylphenyldimethylacrylate), chlormite (isopropyl-4,4-dichlorobenzyleate), akar (ethyl-4,4) -Dichlorobenzilate), Kelsen
(1,1-bis (p-chlorophenyl) -2,2,2-trichloroethanol), citrazone (ethyl-O-benzoyl-
3-chloro-2,6-dimethoxybenzohydroxymate), omite (2- (p-tert-butylphenoxy)-
Cyclohexyl-2-propynyl sulfite), osadan (hexakis (β, β-dimethylphenylethyl))
Distannoxane), hexithiazox (trans-5
-(4-chlorophenyl) -N-cyclohexyl-4-
Methyl-2-oxothiazolidine-3-carboxamide), amitrazs (3-methyl-1,5-bis (2,4-xylyl) -1,3,5-triazapenta-1,4-diene) and the like.

The herbicides include acid amide herbicides such as stam (3,4-dichloropropionanilide,
DCPA), alachlor (2-chloro-2 ', 6'-diethyl-
N- (methoxymethyl) acetanilide), Dacron (3
-Chloro-2-methyl-p-valerotoluidide, CMMP) and the like. Examples of urea herbicides include DCMU (3
-(3,4-Dichlorophenyl) -1,1-dimethylurea), Linuron (3- (3,4-dichlorophenyl) -1
-Methoxy-1-methylurea) and the like. Examples of dipyridyl herbicides include paraquat (1,1-dimethyl-4,4'-bipyridinium chloride), diquat (6,
7-dihydrodipyrido [1,2-a: 2 ′, 1′c] pyrazinedium dibromide) and the like. Examples of diazine-based herbicides include bromacil (5-bromo-3-sec-butyl-
6-methyluracil) and the like. Examples of S-triazine herbicides include simazine (2-chloro-4,6-
Bis (ethylamino) -1,3,5-triazine), cimetrin (2,4-bis (ethylamino) -6-methylthio-1,3,5
-Triazine) and the like. Examples of nitrile herbicides include DBN (2,6-dichlorobenzonitrile). Examples of the dinitroaniline herbicides include trifluralin (α, α, α-trifluoro-2,6-dinitro-N, N-dipropyl-p-toluidine) and the like. Examples of the carbamate herbicide include benchocarb (saturn) (Sp-chlorobenzyl-N, N-diethylthiocarbamate), MCC (methyl-3,4-dichlorocarbanilate) and the like. Examples of the diphenyl ether herbicide include NIP (2,4-dichlorophenyl-p-nitrophenyl ether) and the like. Examples of phenolic herbicides include PCP (sodium pentachlorophenoxide) and the like. Examples of the benzoic acid type herbicides include MDBA (dimethylamine-3,6-dichloro-o-anisate) and the like. Examples of phenoxy herbicides include 2,4-D sodium salt (sodium 2,4-dichlorophenoxyacetate), mapica ([(4-chloro-o-toluyl) oxy] aceto-o-chloroanilide) and the like. To be Examples of organophosphorus herbicides include glyphosate (N- (phosphonomethyl) glycine) or a salt thereof, bialaphos (sodium salt of L-2-amino-4-[(hydroxy) (methyl) =
Examples include phosphinoyl] butyryl-L-alanyl-L-alanine) and glyphosinate (ammonium-DL-homoalanin-4-yl (methyl) phosphinate). Examples of the aliphatic herbicide include TCA sodium salt (sodium trichloroacetate) and the like.

Among these herbicides, particularly organophosphorus herbicides, especially bialaphos (sodium salt of
L-2-amino-4-[(hydroxy) (methyl) = phosphinoyl] butyryl-L-alanyl-L-alanine), glyphosinate (ammonium-DL-homoalanin-4-yl (methyl) phosphinate) or glyphosate (N- (Phosphonomethyl) glycine or salt thereof)
Is preferred.

Examples of plant growth regulators include MH (hydragit maleate), esrel (2-chloroethylphosphonic acid), UASTA, bialaphos and the like.

Further, one or more kinds of plant growth regulators, fertilizers, preservatives and the like other than the above may be mixed and used in the agrochemical composition of the present invention.

In the present invention, for the purpose of sterilization, insecticidal, acaricidal, herbicidal or plant growth control, the agrochemical potency enhancer according to the present invention is contained, and the agrochemical active ingredient is added to 0.02% of the agrochemical potency enhancer.
Use an agrochemical composition containing ~ 20 times.

An agrochemical formulation using the agrochemical potency enhancer of the present invention includes (a) a packaged package of the compound represented by the general formula (I):
Pesticide formulation comprising a pesticide composition packaged package (b) A packaged package comprising a compound represented by the general formula (I) and one or more surfactants other than the compound, and a pesticide composition Agrochemical formulation consisting of a packaged package of the product (c) packaged package of the compound represented by the general formula (I),
An agrochemical formulation comprising a packaged package of one or more surfactants other than the compound and a packaged package of the agrochemical composition can be mentioned. Here, the pesticide composition to be a divided package means an emulsion, a wettable powder or the like in the form of an emulsion, a wettable powder, etc., which contains a pesticide raw material and an arbitrary component in an arbitrary ratio. It is a separate agrochemical composition comprising a potency enhancer and an agrochemical bulk. The form in each divided package is not limited, and may be prepared according to the use and purpose.

[0046]

EXAMPLES The present invention will be described below with reference to examples, but the present invention is not limited to these examples.

Example 1 Using the compounds shown in Table 1, various agrochemical potency enhancer compositions shown in Tables 2 and 3 (hereinafter abbreviated as active ingredients) were prepared.

[0048]

[Table 1]

[0049]

[Chemical 6]

[0050]

[Table 2]

[0051]

[Table 3]

Each of the above active ingredients was dissolved in ion-exchanged water so as to be a 0.2% by weight diluted solution. Got
Roundup liquid (commercially available 41% by weight as glyphosate isopropylamine salt), Carmex wettable powder (effectiveness as DCMU 78.5% by weight), Herbiace water solvent, which is a commercial herbicide, using 0.2% by weight diluent. (Effective content 20% by weight as bialaphos) was diluted 300 times to obtain 3 kinds of pesticide compositions for each active ingredient.

[0053] Sowing seeds were sown and sown in a pot with an inner diameter of 12 cm containing fertilized soil collected from paddy fields for the greenhouse test, river sand and commercial culture soil mixed at a ratio of 7: 2: 1 (weight ratio). Let Pots with abnormal growth are discarded to increase the uniformity of individuals between pots. A pot in which the plant height of the crabgrass was grown to about 18 cm was used for the test. The pesticide composition was sprayed with a spray gun (RG type manufactured by Iwata Coating Machine Industry Co., Ltd.) at a rate equivalent to 10 liters / Are so that it sprayed evenly over the whole crabgrass in the pot to have a herbicidal effect. evaluated.

The evaluation of the herbicidal efficacy was carried out by measuring the above-ground fresh weight on the 10th day after the spraying treatment and shown as a percentage of killing on the basis of the above-ground fresh weight of the untreated plot (see the following formula).

[0055]

[Equation 1]

The herbicidal rate of each pesticide composition is shown in Tables 4 and 5.

[0057]

[Table 4]

[0058]

[Table 5]

Example 2 Adults of Dermatophagoides kanzawai were superposed on a leaf disk of kidney bean with 30 animals per group in 3 replicates, and then cultured at 24 hr 25 ° C. After that, the entire leaf disk was immersed in the test solution for 5 seconds, taken out from the test solution and allowed to stand at 25 ° C. for 48 hours and then observed, and the acaricidal rate was determined based on the case of no treatment (see the following formula). Nissoran V emulsion as acaricide
(Effective content 55% by weight, of which 50% by weight as hexithiazox and 5% by weight as DDVP) and osadan wettable powder 25 (effectiveness 25% by weight as fenbutatin oxide)
The 0-fold diluted solution was used, and the same agrochemical potency enhancer as used in Example 1 was used. It was prepared so that the concentration of the active ingredient of the agrochemical efficacy enhancer in the diluted solution was 0.1% by weight. The same was done when the efficacy enhancer was not used. The results are shown in Table 6.

[0060]

[Equation 2]

[0061]

[Table 6]

Example 3 A third-instar larva of a planthopper was cultured, and the efficacy of the insecticide was tested by the dipping method with 10 heads per group and 3 consecutive controls. The insecticidal rate was calculated in the same manner as the acaricidal rate. 20 for each of the commercially available insecticide Sumithion Emulsion (50 wt% effective as MEP) and Marathon emulsion (50 wt% effective as marathon)
The 00-fold diluted solution was used, and the agrochemical efficacy enhancer used in Example 1 was used so that the concentration in the diluted solution was 0.1% by weight. The results are shown in Table 7.

[0063]

[Table 7]

Example 4 Cucumber Botrytis fungus (Botrytis) which is a fungicide-resistant bacterium
cinerea) spore suspension (10 ⁷ / ml) was sprinkled on cucumber seedlings (developing 3 true leaves) 10 ml per pot, 25
It was allowed to stand for 1 day at 90 ° C and 90% relative humidity.

Then, a commercially available fungicide, benrate wettable powder (50% by weight of the active ingredient as benomyl) was diluted 2000 times with the 2500 times diluted solution of the active ingredient used in Example 1, and then 5 ml per pot. I sprayed each one. After that, it was allowed to stand at 25 ° C and 85% relative humidity, the number of lesions was counted, and the control value for the untreated plot was calculated by the following formula. The results are shown in Table 8.

[0066]

[Equation 3]

[0067]

[Table 8]

Examples 1 to 4 show tests in which the efficacy of the efficacy enhancer for agricultural chemicals of the present invention was compared with the case where a general cationic surfactant was used as the efficacy enhancer for agricultural chemicals (comparative product). As is clear from Tables 4 to 11, the agrochemical efficacy enhancer of the present invention exerted a remarkable effect and was at a practical level,
Although the comparative product showed some enhancement of the efficacy of the pesticide, it had no effect up to the practical level. Therefore, it can be seen that the efficacy enhancer for agricultural chemicals of the present invention specifically enhances the efficacy of agricultural chemicals as compared with general cationic surfactants.

Example 5 Roundup liquid as herbicide (41% by weight of active ingredient)
And the active ingredient 7, active ingredient 14 and active ingredient 17 of Example 1 were used as the efficacy enhancer, and these were used in the amounts shown in Table 9 and the same test as in Example 1 was conducted. It was
The results are shown in Table 9.

[0070]

[Table 9]

Example 6 Sumition emulsion was used as the insecticide, and the active ingredients 5 and 16 of Example 1 were used as the efficacy enhancer, and these were used in the amounts shown in Table 10. The same test as 3 was performed. The results are shown in Table 10.

[0072]

[Table 10]

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI A01N 47/38 A01N 47/38 Z 55/04 55/04 F 57/12 57/12 D G 57/14 57/14 E 57 / 20 57/20 G L (72) Inventor Ken Tomifuji 4-1 Kinryuji, Wakayama, Wakayama Prefecture (72) Inventor Toru Kato 1450 Nishihama, Wakayama City, Wakayama Prefecture Inventor Koshiro Sotoya Naga, Wakayama Prefecture 446-26 Nakaguro, Iwade-cho, Gunma-cho (56) Reference JP-A-4-316504 (JP, A) JP-A-4-211002 (JP, A) JP-A-2-131407 (JP, A) JP-B-46 -33597 (JP, B1) (58) Fields investigated (Int.Cl. ⁷ , DB name) A01N 25/00 101 A01N 25/30 A01N 37/12 A01N 37/36 A01N 33/12 CA (STN) CAOLD ( STN) REGISTRY (STN)

Claims (6)

(57) [Claims] 1. A pesticide efficacy enhancer comprising a compound represented by the general formula (I) as an active ingredient. [Chemical 1] [Chemical 2] R ⁹ , R ¹⁰ , R ¹² , R ¹³ : C5-C36 linear or branched alkyl group or alkenyl group which may be substituted with a hydroxyl group R ⁵ : hydrogen or methyl group or mixture of hydrogen and methyl group n : 0 to 30 R ^6: a straight-chain or branched alkyl group having a hydroxyl group may 5-35 carbon atoms optionally substituted with or alkenyl radical X ^-: represents a counter ion. ] 2. A pesticidal efficacy enhancer composition comprising as an active ingredient a compound represented by the general formula (I) and one or more surfactants other than the compound. 3. The agrochemical potency enhancer composition according to claim 2, wherein the surfactant is a nonionic surfactant. 4. The weight ratio of the compound represented by the general formula (I) to the surfactant other than the compound is [general formula:
The compound represented by (I)] / [surfactant other than the compound] = 1/10 to 50/1, The efficacy enhancer composition for agricultural chemicals according to claim 2 or 3. 5. A pesticidal potency enhancer / pesticide raw material, comprising the pesticidal potency enhancer and the pesticide raw material according to claim 1 or 2, wherein the weight ratio of the pesticidal potency enhancer to the pesticide raw material is: = 0.05 to 50
The agrochemical composition which is 6. The pesticide composition according to claim 5, wherein the pesticidal drug substance is selected from the active ingredients of fungicides, insecticides, acaricides, herbicides and plant growth regulators.