JPH07223911A - Efficacy enhancer for agrochemical and agrochemical composition - Google Patents

Abstract

PURPOSE:To obtain an agrochemical composition, safely usable for crops without any phytotoxicity and having an enhanced efficacy of an agrochemical. CONSTITUTION:This agrochemical composition contains an agrochemical and an efficacy enhancing compound selected from the group consisting of compounds expressed by formula I [R<1b> and R<2b> each is a 1-4C alkyl which can be substituted with OH; R<3b> and R<4b> each is a 4-36C alkyl or alkenyl which can be substituted with OH; R<5b> and R<6b> each is H or methyl; (t) and (u) each is 1-5; (v) and (w) each is 0-30] and formula II [R<7c> and R<8c> each is a l-4C alkyl; R<9c> is H, benzyl or a l-4C alkyl; R<10c> and R<11c> each is a 4-36C alkyl or alkenyl which can be substituted with OH; R<12> and R<13c> each is H or methyl; (j) and (k) each is 1-5; (r) and (s) each is 0-30; X<-> is a counter ion] at a ratio so as to provide 0.05-50, especially 0.1-10 weight ratio of the efficacy enhancing compound to the agrochemical. The efficacy of the agrochemical is increased by 2-3 times. When surfactants other than the compounds expressed by formulas I and II are used at (1/10) to (50/1), especially (1/1) to (1/10) weight ratio of the efficacy enhancer/surfactant, the amount of the efficacy enhancer used can be reduced while maintaining the enhancing effects.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for increasing the efficacy of pesticides, a novel pesticide composition containing a specific efficacy enhancer, and use of the efficacy enhancer for preparing the pesticide composition.

[0002]

Agricultural chemicals such as insecticides, fungicides (or fungicides), herbicides, acaricides (or acaricides) and plant growth regulators include emulsions, wettable powders, and granules. It is used in dosage forms such as agents, powders, and flowable agents. In order to bring out the maximum effect of pesticides, various measures have been taken in terms of the physical properties of these pesticide formulations. However, it is difficult to enhance the effect of agricultural chemicals by devising the formulation. The development of new pesticides is more difficult. Therefore, further enhancement of existing pesticides will make a great contribution to the industry.

Surfactants composed of various nitrogen-containing compounds such as quaternary ammonium salts, betaines and amine oxides are known as substances capable of enhancing pesticides (European Patent Publication No. 274,369, 1988.
7.13 published, see). Of the above compounds, quaternized or even polyoxyethylenated long chain amines are known to be effective for this purpose.
However, the enhancing effect of the above compounds, which can enhance the efficacy of pesticides, was not always satisfactory.

[0004]

Means for Solving the Problems The present inventors have made extensive studies from the viewpoint that the combined use of a pesticide and a quaternary ammonium salt or an amine enhances the efficacy of the pesticide. As a result, they have found that specific quaternary ammonium salts and amines are particularly effective in enhancing the efficacy of various pesticides, and completed the present invention.

That is, the present invention is selected from the group consisting of pesticides and a compound represented by the following formula (A) and a compound represented by the following formula (B) in an amount effective to enhance the efficacy of the pesticide. An agrochemical composition comprising a potency enhancing compound is provided.

[0006]

[Chemical 5]

[In the formula, R ^1b and R ^2b are the same or different from each other and have 1 to 1 carbon atoms which may be substituted with a hydroxyl group.
A C4 alkyl group, preferably a C1-4 alkyl group; ^R3b and ^R4b are the same or different from each other;
A linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 4 to 36 carbon atoms; each R
^5b and each R ^6b are a hydrogen atom or a methyl group; t and u
Are the same or different from each other and are integers of 1 to 5; v and w are the same or different from each other and are a number of 0 to 30].

[0008]

[Chemical 6]

[In the formula, R ^7c and R ^8c are the same or different from each other and are an alkyl group having 1 to 4 carbon atoms;
^9c is a hydrogen atom, a benzyl group or an alkyl group having 1 to 4 carbon atoms, preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms; R ^10c and R ^11c are the same or different from each other, and are linear or It is an alkyl or alkenyl group which may be substituted with a branched chain hydroxyl group having 4 to 36 carbon atoms; each R ^12c and each R ^13c is a hydrogen atom or a methyl group; j and k are the same or different from each other. Is an integer of 1 to 5; r and s are the same or different from each other and are numbers of 0 to 30; X ⁻ is a counterion] As an example of the counterion,
Halide ions such as Cl ⁻ , Br ⁻ , and I ⁻ , alkyl sulfate anion (RSO ₄ ⁻ ), alkylbenzene sulfonate anion (R-benzene-SO ₃ ⁻ ), alkylnaphthalene sulfonate anion (R-naphthalene-SO ₃ ⁻ ). , fatty acid anion (RCOO ^-), alkyl phosphate anion (R
OPO ₃ H ⁻ ) (wherein R represents an alkyl group), anionic oligomers and anionic polymers.

The efficacy enhancing compounds according to the present invention include those represented by the following formulas (IA) to (IB):

[0011]

[Chemical 7]

[Wherein R ^1b and R ^{2b are the} same or different alkyl groups having 1 to 4 carbon atoms; R ^3b and R ^4b are linear or branched groups having 4 to 36 carbon atoms which may be substituted with a hydroxyl group. R ^5b , R ^6b : hydrogen or a methyl group, or a mixture of hydrogen and a methyl group; t, u: the same or different integers of 1 to 5; v, w: the same or different on average It represents a positive number from 0 to 30. ]

[0013]

[Chemical 8]

[In the formula, R ^7c and R ^{8c are the} same or different and have 1 to 4 carbon atoms; R ^{9c is} hydrogen or 1 to 4 carbon atoms.
R ^10c , R ^11c : a linear or branched alkyl or alkenyl group having 4 to 36 carbon atoms which may be substituted with a hydroxyl group; R ^12c , R ^13c : hydrogen or methyl group, or hydrogen and methyl A mixture of groups; j, k: the same or different integers of 1 to 5; r, s: the same or different positive numbers of 0 to 30 on average; X ⁻ : counter ion. 〕Also,
The present invention uses a potency enhancing compound selected from the group consisting of a compound of formula (A) and a compound of formula (B), together with a pesticide, where such treatment is beneficial. Provided is a method of enhancing the efficacy of a pesticide. In this method, the potency enhancing compound and the pesticide are generally diluted with water or a liquid medium.

Examples of locations or areas to be treated include farms, plantations, orchards, orchards, gardens, lawns, woods and woods. Further examples of places to be treated include: crops such as plants, grains, vegetables and fruits,
Trees, fruit trees, grasses, weeds, seeds, fungi, bacteria, insects, mites and mites.

Furthermore, the present invention relates to the use of a potency-enhancing compound selected from the group consisting of the compound represented by the above formula (A) and the compound represented by the above formula (B) for the preparation of an agrochemical composition, and the above formula. An agrochemical potency enhancer (or an adjuvant) comprising a compound selected from the group consisting of the compound represented by (A) and the compound represented by the formula (B), and the potentiation of the efficacy of the agrochemical. The use of the agent is provided.

In addition, the present invention provides an agrochemical kit comprising a container containing the above-mentioned potency enhancer and a container containing the agrochemical composition.

In the present specification, the term "agricultural chemicals" means those used as active or active ingredients in general agricultural chemical compositions or agricultural chemical preparations, and examples thereof include fungicides (or fungicides) and insecticides. Agents, acaricides (or acaricides), herbicides, plant growth regulators and the like.

Further scope and applicability of the present invention will become apparent from the detailed description provided hereinafter. However, various changes and modifications within the spirit and scope of the present invention will be apparent to those skilled in the art from this detailed description, and therefore the detailed description and examples show the preferred embodiments of the present invention. However, it should be understood that it is provided as an example only.

In the present invention, the compound represented by the above formula (A) and / or (B) is used as a potentiator for agricultural chemicals.

The compound of formula (A) according to the present invention is 3-
Chloropropane-1,2-diol was reacted with dimethylamine for dehydrochlorination, and the obtained product was neutralized and purified to obtain dimethylaminopropane-1,2-diol. This compound was converted into polyoxyethylene ether. It is obtained by esterification by reacting with a carboxylic acid. Of course, the method for producing the compound of formula (A) according to the present invention is not limited to these.

In the formula (A), R ^1b and R ^2b are each a methyl group, R ^3b and R ^4b are each an alkyl or alkenyl group having ⁴ to 22 carbon atoms, t and u are each 1 to 3, and each is an alkylene oxide. V, w showing the average number of moles added
Are preferably 0 to 20 respectively. Further, in the above case, v and w are more preferably 1 to 15 respectively, and the total number of v and w is preferably 2 to 30.
Is.

The formula (A) represents, in addition to a single compound, a mixture of compounds in which the number of moles of alkylene oxide added and / or the type of alkylene oxide added are different from each other. The compound constituting a single compound or a mixture is R
If you are having ^5b (or R ^6b) 2 or more, the R ^5b (or R
^6b ) may be the same or different from each other. In other words,
The alkylene oxide added is ethylene oxide, propylene oxide, or a mixture of ethylene oxide and propylene oxide.

The compound of the formula (B) according to the present invention can be obtained by quaternizing the compound of the above formula (A) with, for example, an alkyl chloride. Of course, the method for producing the compound of formula (B) according to the present invention is not limited to these.

In the formula (B), R ^7c and R ^8c are each a methyl group, R ^9c is a methyl, ethyl or benzyl group, and R
^10c, alkyl or alkenyl group R ^11c is carbon each 4 to 22, j, k are respectively 1 to 3, r indicating the average addition number of moles of each alkylene oxide, s is preferably a 0 to 20, respectively. Further, in the above case, it is more preferable that R ^9c is a methyl or ethyl group, r and s are each 1 to 15, and the total number of r and s is 2 to 30.

The formula (B) represents, in addition to a single compound, a mixture of compounds in which the number of moles of alkylene oxide added and / or the type of alkylene oxide added are different from each other. The compound constituting a single compound or a mixture is R
If having ^12c (or R ^13c) of 2 or more, the R ^12c (or R ^13c) may be the same or different from each other. In other words, the added alkylene oxide is ethylene oxide or a mixture of propylene oxide.

The efficacy enhancer for agricultural chemicals according to the present invention, that is, the compound represented by any one of the above formulas (A) and (B) does not cause phytotoxicity when used in combination with the agricultural chemicals. The effect of can be increased 2 or 3 times. That is, the agrochemical potency enhancer of the present invention can be safely applied to various agricultural products without causing phytotoxicity.

The pesticidal potency enhancer comprising either the compound represented by the formula (A) or the formula (B) according to the present invention exhibits a remarkable potency enhancing effect regardless of the type of the pesticide structure. The reason is not always clear. One of the reasons for this is that the efficacy enhancer of the present invention exhibits a very strong solubilizing power for pesticides, and therefore improves the wettability and water permeability of pesticides, or the insect bodies, fungi, bacteria It is thought to be to promote the penetration of pesticides into.

At least one selected from the group consisting of the compound represented by the formula (A) and the compound represented by the formula (B) according to the present invention is used in combination with a surfactant other than these compounds. This makes it possible to reduce the amount of the compound represented by the formula (A) and the compound represented by the formula (B) used while maintaining their potency-enhancing effects on pesticides. That is, the present invention provides a compound represented by any one of the compound represented by the formula (A) and the compound represented by the formula (B), the compound represented by the formula (A) and the formula (B). It also relates to a potency enhancer (or a potency enhancer composition) comprising a surfactant other than the compound represented by.

As the surfactant other than the compound represented by the formula (A) and the compound represented by the formula (B), a nonionic surfactant, an anionic surfactant, a cationic surfactant, an amphoteric Surfactants and mixtures of two or more of the above surfactants are useful.

Examples of nonionic surfactants are polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene alkylaryl ether / formaldehyde condensates, polyoxyalkylene aryl ethers, polyoxyalkylene alkyl esters, polyoxyethylene alkylaryl ethers Oxyalkylene 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 glycosides, and mixtures of two or more of these surfactants.

Examples of cationic surfactants are alkylamine / ethylene oxide adducts, alkylamine / propylene oxide adducts such as tallow amine /
Mention may be made of ethylene oxide adducts, oleylamine / ethylene oxide adducts, soyamine / ethylene oxide adducts, cocoamine / ethylene oxide adducts, synthetic alkylamine / ethylene oxide adducts, octylamine / ethylene oxide adducts and mixtures thereof.

Typical anionic surfactants are available in aqueous or solid state. Examples thereof are sodium mono- and di-alkylnaphthalene sulfonates, sodium alpha-olefin sulfonates, sodium alkane sulfonates, alkyl sulfosuccinates, alkyl sulfates, polyoxyalkylene alkyl ether sulfates, polyoxyalkylene alkylaryls. Ether sulfate, polyoxyalkylene styryl phenyl ether sulfate, mono- and di-alkylbenzene sulfonate, alkylnaphthalene sulfonate,
Alkyl naphthalene sulfonate / formaldehyde condensate, alkyl diphenyl ether sulfonate, olephinic sulfonate, mono and dialkyl phosphate, polyoxyalkylene mono and dialkyl phosphate, polyoxyalkylene mono and diphenyl ether phosphate, poly Oxyalkylene mono- and dialkyl phenyl ether phosphates, polycarboxylic acid salts, fatty acid salts, linear and branched alkyl polyoxyalkylene ether acetic acid and salts thereof, linear and branched alkenyl polyoxyalkylene ether acetic acid and salts thereof, stearic acid and And salts thereof, oleic acid and salts thereof, N-methyl fatty acid tauride, and mixtures of two or more of these surfactants, including sodium, potassium, ammonium and amine salts.

Examples of suitable amphoteric surfactants include lauryl dimethylamine oxide, Armox C.
/ 12, amine oxide, monaterics, milanol, betaine, lonzaine, other amine oxides, and mixtures thereof.

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

In the efficacy enhancer for agricultural chemicals (or the efficacy enhancer composition) comprising the compounds represented by the above formulas (A) and (B) and a surfactant other than the compounds, the above formula with respect to the content of the surfactant is used. Weight ratio of the content of the compounds represented by (A) to (B), that is, [(total) amount of the compounds represented by the formulas (A) to (B)] / [surfactant other than the compound. (Total amount)] is preferably 1/10 to 50/1, and 1
/ 1 to 10/1 is more preferable.

The agrochemical composition of the present invention comprises the agrochemical efficacy enhancer as described above and an agrochemical. In the agrochemical composition of the present invention comprising a potency enhancer and a pesticide, the compound represented by the general formula (A) and / or (B), that is, the potency enhancer, is the compound represented by the formula (A) and the (total) amount of the pesticide. And / or the weight ratio of the (total) amount of the compounds represented by (B) is 0.0
It is necessary to use it in an amount of 5 to 50, preferably 0.05 to 20, and more preferably 0.1 to 10. If this ratio is less than 0.05, the effect of enhancing the potency of the target pesticide cannot be sufficiently achieved. On the other hand, even if this ratio exceeds 50, the potency enhancing effect is no longer improved.

The agrochemicals used in the present invention are not limited to these, but examples of the agrochemicals used in the agrochemical composition of the present invention will be given below.

As the bactericide (or bactericide), Zineb [zinc ethylene bis (dithiocarbamate)], Maneb [manganese ethylene bis (dithiocarbamate)],
Thiuram [bis (dimethylthiocarbamoyl) disulfide], mancozeb [ethylenebis (dithiocarbamate) zinc, manganese complex], polycarbamate [bis (dimethyldithiocarbamate ethylenebis (dithiocarbamate) dizinc], propineb [zinc propylenebis ( Dithiocarbamate) polymer], benzimidazole fungicides such as benomyl [methyl 1- (butylcarbamoyl) -2-benzimidazole carbamate] and thiophanate methyl [1,2-bis (3-
Methoxycarbonyl-2-thioureido) benzene];
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], Arilazine (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-propoxyethylidene) toluidine], Metalaxyl [methyl N- (2-methoxyacetyl) -N- (2,6-xylyl) -DL-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-methyl oxime], phenalimol [2,4'-dichloro-α- (pyridine-5
-Yl) benzhydryl alcohol], triforin [1,4-bis- (2,2,2-trichloro-1-formamidoethyl) piperazine], iminoctadine acetate [1,1'-iminodidi (octamethylene) diguani] Dinium triacetate], organocopper compound (Oxine-copp
er) [copper 8-quinolinolate], antibiotic fungicides (streptomycin-based, tetracycline-based, polyoxin-based, blasticidin S, kasugamycin-based, validamycin-based), triadimefone [1- (4-chlorophenoxy) -3,3 -Dimethyl-1- (1,2,4-triazol-1-yl) -2-butanone], isoprothiolane [diisopropyl 1,3-dithiolane-2-ylidene malonate], chlorosalonyl (daconyl)
[Tetrachloroisophthalonitrile], etridiazole (pansoyl) [5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole], phthalide [4.
5,6,7-Tetrachlorophthalide], iprobenphos (kitadine P) [O, O-diisopropyl-S-benzyl thiophosphate], edifenphos (hinozane) [O-ethyl S, S-diphenyldithiophosphate], probenazole [ 3-allyloxy-1,2-benzisothiazole-1,1-dioxide], captan [N-trichloromethylthiotetrahydrophthalimide], fosetyl [aluminum tris (ethylphosnate)].

In the case of insecticides, pyrethroid insecticides include fenvalerate [α-cyano-3-phenoxybenzyl 2- (4-chlorophenyl) -3-methylbutanoate], cyfluthrin (viceloid) [α-
Cyano-4-fluoro-3-phenoxyphenylmethyl 3- (2,2-dichloroethenyl) -2,2-dimethylcyclopropanecarboxylate], and as an organic phosphorus insecticide, dichlorvos (DDVP) [dimethyl 2,2 −
Dichlorovinyl phosphate], fenitrothion (MEP) [O, O-dimethyl-O- (3-methyl-4
-Nitrophenyl) thiophosphate], malathion (marathon) [S- [1,2-bis (ethoxycarbonyl) ethyl] dimethyl phosphorothiol-thionate], dimethoate [dimethyl S- (N-methylcarbamoylmethyl) dithiophosphate] Phensoate (erusan) [S- [α- (ethoxycarbonyl) benzyl] dimethyl phosphorothiol-thionate],
Fention (Visit) [O, O-dimethyl-O-
(3-Methyl-4- (methylthio) phenyl] thiophosphate], as carbamate insecticides, Phenobucur (bassa) [O-sec.-butylphenylmethylcarbamate], metolcurve (MTMC) [m-tolylmethylcarbamate] , Xylyl curve (meovar)
[3,4-Dimethylphenyl N-methylcarbamate], carbaryl (NAC) [1-naphthyl N-methylcarbamate], mesomemyl [S-methyl N- (methylcarbamoyloxy) thioacetimidate], cartap [1,3 -Bis (carbamoylthio) -2- (N, N-
Dimethylamino) propane hydrochloride].

As the acaricide (or acaricide), pyridaben [2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one] and acriside [ 2,4-Dinitro-6-sec.-butylphenyldimethyl acrylate], chlormite [isopropyl 4,4-dichlorobenzilate], chlorobenzilate (acal) [ethyl 4,4′-dichlorobenzilate], dicofol (Kelsen) ) [1,1-bis (p-chlorophenyl) -2,2,2-trichloroethanol], benzoximate (citrazone) [ethyl-O-benzoyl-3-chloro-2,6-dimethoxybenzohydroxymate], Propalgite (Omite) [2- (p-tert-butylphenoxy) cyclohexyl 2-propynyl sulfa Ito], fenbutatin oxide (osadan) [hexakis (β, β-dimethylphenylethyl) distannoxane], hexithiazox [trans-5- (4-chlorophenyl) -N
-Cyclohexyl-4-methyl-2-oxothiazolidine-3-carboxamide], amitraz [3-methyl-
1,5-bis (2,4-xylyl) -1,3,5-triazapenta-1,4-diene].

Herbicides include propanyl (DCPA) [3 ', 4'-dichloropropionanilide] and alachlor [2-chloro-2', 6 'as acid amide herbicides.
-Diethyl-N- (methoxyethyl) acetanilide],
As a urea herbicide, diuron (DCMU) [3- (3,4
-Dichlorophenyl) -1,1-dimethylurea], linuron [3- (3,4-dichlorophenyl) -1-methoxy-1-methylurea], dipyridyl herbicides such as paraquat dichloride (paraquat) [1,1 '-Dimethyl-4,4'-bipyridylium dichloride],
Diquat dibromide (diquat) [6,7-dihydrodipyrido [1,2-a: 2 ', 1'-c] -pyrazinedium dibromide], a diazine herbicide, bromacil [5-bromo-3- sec.-Butyl-6-
Methyluracil], as an S-triazine herbicide, simazine [2-chloro-4,6-bis (ethylamino)-
1,3,5-triazine], cimetrin [2,4-bis (ethylamino) -6-methylthio-1,3,5-triazine], nitrile herbicides such as dicloveni (DBN)
[2,6-Dichlorobenzonitrile], trifluralin [α, α, α-trifluoro-2,6-dinitro-N, N-dipropyl-p as dinitroaniline herbicides
-Toluidine], as a carbamate herbicide, Bentocarb [S- (p-chlorobenzyl) diethylthiocarbamate], MCC [methyl 3,4-dichlorocarbanilate], as a diphenyl ether herbicide, nitrophen (NIP) [2 , 4-dichlorophenyl-p-nitrophenyl ether], as a phenolic herbicide,
PCP [pentachlorophenol], benzoic acid herbicide dicamba (MDBA) [3,6-dichloro-2-methoxybenzoic acid dimethylamine salt], phenoxy herbicide 2,4-D [2,4 -Dichlorophenoxyacetic acid and its salts (sodium, amine and ethyl ether)], Mapica (MCPCA) [2'-chloro-2- (4-
Chloro-o-toluyloxy) acetanilide], organophosphorus herbicides such as glyphosate [N- (phosphonomethyl) glycine] and its salts, bialaphos [L-2-amino-4-[(hydroxy) (methyl) -phosphinoyl] Butyryl-L-alanyl-L-alanine sodium salt], glyphosinate [DL-homoalanin-4-yl (methyl) phosphinate ammonium salt], and aliphatic herbicides include TCA [trichloroacetic acid and its salts]. .

Examples of plant growth regulators include MH (maleic acid hydrazide), ethephon [2-chloroethylphosphonic acid], UASTA and bialaphos.

The pesticidal composition of the present invention is formulated into any of a liquid preparation, an emulsion, a wettable powder, a granule, a powder, a flowable preparation and the like, but the preparation form is not limited. Therefore, the composition of the present invention may contain other additives selected according to its formulation, for example, an emulsifier, a dispersant, and a carrier.

The agrochemical composition of the present invention may further contain a chelating agent, a pH adjusting agent, inorganic salts and a thickening agent, if necessary.

Examples of chelating agents include aminopolycarboxylic acid type chelating agents, aromatic or aliphatic carboxylic acid type chelating agents, amino acid type chelating agents, ether polycarboxylic acid type chelating agents such as iminodimethylphosphonic acid (IDP). , Phosphonic acid-based chelating agents such as alkyldiphosphonic acid (ADPA), and dimethylglyoxime (DG). These chelating agents are in the form of a salt as it is or a salt (sodium, potassium or ammonium salt).

Examples of the aminopolycarboxylic acid type chelating agent are: a) a compound represented by the chemical formula RNX ₂ b) a compound represented by the chemical formula NX ₃ c) a chemical formula R-NX-CH ₂ CH ₂ -NX-R Compound represented by d) Compound represented by chemical formula R-NX-CH ₂ CH ₂ -NX ₂ e) Compound represented by chemical formula X ₂ N-R′-NX ₂ f) Similar to compound of e) Examples of the compound include compounds containing 4 or more X, for example, compounds represented by the following formulas.

[0048]

[Chemical 9]

In the above formulas a) to e), X is --CH ₂ CO.
OH or —CH ₂ CH ₂ COOH, R represents a hydrogen atom, an alkyl group, a hydroxyl group, a hydroxyalkyl group or the like contained in a known chelating agent of this type, and R ′ represents
Represents groups contained in known chelating agents of this type, such as alkylene groups and cycloalkylene groups.

Typical examples of the aminopolycarboxylic acid type chelating agent 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-O)
H) and glycol ether diamine tetraacetic acid (GEDT
A) as well as salts thereof.

Examples of the aromatic or aliphatic carboxylic acid type chelating agent used in the present invention include citric acid, oxalic acid, glycolic acid, pyruvic acid and anthranilic acid and salts thereof. Further, examples of the amino acid-based chelating agent used in the present invention include glycine, serine, alanine, lysine, cystine, cysteine, ethionine, tyrosine, methionine and salts and derivatives thereof.

Further, examples of the ether polycarboxylic acid type chelating agent used in the present invention include compounds represented by the following formulas, analogues of the compounds represented by the following formulas and salts (for example, sodium salts) thereof. Include:

[0053]

[Chemical 10]

Examples of the pH adjusting agent used in the present invention include citric acid, phosphoric acid (eg, pyrophosphoric acid), gluconic acid and salts thereof.

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

In addition, examples of thickeners used in the present invention include natural, semi-synthetic and synthetic water-soluble thickeners. In natural mucilage, xanthan gum derived from microorganisms, Zanflo, pectin derived from plants, gum arabic,
Guar gum is an example. Examples of the semi-synthetic mucilage include methylated products of cellulose such as methylcellulose, carboxymethylcellulose and hydroxymethylcellulose, carboxyalkylated products, hydroxyalkylated products, methylated products of starch derivatives, carboxyalkylated products, hydroxyalkylated products and sorbitol. Also,
Synthetic mucilages include polyacrylates, polymaleates, polyvinylpyrrolidones, pentaerythritol / ethylene oxide adducts.

The agrochemical composition of the present invention may further contain one or more components such as a plant growth regulator, fertilizer, preservative and the like other than the above.

The pesticidal composition of the present invention is used for controlling fungi (or bacteria), insects, mites (or mites) and grass, or for controlling the growth of plants.

The pesticide kit of the present invention comprises a container containing the efficacy enhancer of the present invention and another container containing the pesticide composition.
In this case, the efficacy enhancer comprises at least one compound represented by the above formulas (A) and (B), or
It comprises a mixture of at least one compound represented by the formulas (A) and (B) and at least one surfactant other than the compounds represented by the formulas (A) and (B). Alternatively, another pesticide kit of the present invention comprises a container containing at least one compound represented by the formulas (A) and (B) and at least one compound other than the compounds represented by the formulas (A) and (B). It consists of a container containing a surfactant and a container containing an agrochemical composition.

"Pesticide composition" which is a constituent of the kit
Is a composition containing an agricultural chemical and not the compounds represented by the formulas (A) and (B), for example, a composition in the form of an emulsion, a solution or a wettable powder.

In the pesticide kit of the present invention, the composition containing the pesticide is separated from the compounds represented by the above formulas (A) and (B). That is, the kit is different from the agrochemical composition containing the agrochemical potency enhancer and the agrochemical as a mixture.

The form of each content in these containers is not limited, and is appropriately prepared according to the use and purpose. The material of the container is not limited as long as it does not react with the contents or affect the contents. Examples of the material include plastic, glass, foil and the like.

The potency enhancers of the present invention are used with pesticides where such treatments, ie, application of potency enhancers and pesticides, are beneficial. Generally, potency enhancers and pesticides are used with water or liquid media. As means for applying the agrochemical efficacy enhancer according to the present invention,
(1) A method of using the pesticidal composition of the present invention containing a potency enhancer and forming a formulation (if necessary, diluting the pesticidal composition with, for example, tap water), (2) diluting with water A method of adding a potency enhancer to a certain agrochemical composition, and (3)
A method of diluting the potency enhancer with water and then diluting the agrochemical composition with the obtained diluting solution of the potency enhancer is useful. The desired enhancing effect can be achieved by either method.

The pesticidal composition of the present invention includes those containing a high concentration of pesticide and a high concentration of a potentiator, and those containing a pesticide of a concentration suitable for use and a potency enhancer of a suitable concentration for use. To be When the former is used, the agrochemical composition is diluted with water or the like, for example, immediately before use. On the other hand, as the agricultural chemical composition used in the above cases (2) and (3),
Examples thereof include those containing a pesticide at a high concentration and not containing the efficacy enhancer of the present invention.

The content of the pesticide and the potency enhancer in the diluted solution is not limited. The content of the pesticide in the diluted solution depends on, for example, the type of pesticide and its use. On the other hand, the content of the efficacy enhancer in the diluted solution depends on, for example, the type of pesticide to be mixed.

Diluted liquids consisting of an appropriate amount of pesticide and an appropriate amount of the potency enhancer of the present invention are, for example, plants, grains, vegetables,
Used on fruits, trees, fruit trees, grasses, weeds or seeds and, at the same time, on fungi, bacteria, insects, mites or mites. In other words, the diluted liquid is used in farms, plantations, orchards, orchards, gardens, lawns, woods and woods.

[0067]

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

<Production Example> 150 g of a 50% dimethylamine aqueous solution was placed in a four-necked flask equipped with a stirrer, a thermometer, and a dropping funnel. While cooling, 115 g of glycerol-α-monochlorohydrin and 95 g of 48% aqueous sodium hydroxide solution were added dropwise thereto, and the resulting mixture was stirred for 10 hours while cooling. The obtained aqueous solution was distilled under reduced pressure at 80 ° C. to remove water. The remainder was distilled to obtain dimethylaminopropanediol (A) 100 as a distillate.
g was obtained.

40 g of the compound (A) obtained above and 275 g of polyoxyethylene ether carboxylic acid were placed in a four-necked flask equipped with a stirrer, a thermometer, and a dehydration tube, and the mixture was heated to 180 ° C. 10 at the same temperature
The esterification reaction was carried out while distilling off the produced water for a while. Thus, 300 g of compound (1) was obtained.

Example 1 Various agrochemical potency enhancers shown in Table 2 were prepared using the compounds shown in Table 1. Each of the above-mentioned potency enhancers was dissolved in ion-exchanged water to prepare a 0.2 wt% [as active ingredient content] diluted solution. Using the obtained 0.2 wt% diluted liquid, a commercially available herbicide, that is, a round-up liquid formulation (containing 41 wt% glyphosate isopropylamine salt as an active ingredient), Carmex wettable powder (78. A 300-fold dilution was carried out for each of 5% by weight of DCMU) and Herbiace water solvent (containing 20% by weight of bialaphos as an active ingredient). In this way 1
Three pesticide compositions were obtained for one pesticide potentiator.

Fertile soil collected from paddy fields, gravel (that is, river sand), and commercial culture soil were mixed with each other in a weight ratio of 7: 2: 1. The obtained soil was put in a pot having an inner diameter of 12 cm. In order to carry out a greenhouse test, seeds of crabgrass were sown and germinated in pots. To reduce non-uniformity between pots,
The pot with abnormal growth of the crabgrass was discarded. A pot in which the plant height of the crabgrass was grown to about 18 cm was used for the test.
A spray gun (RG type manufactured by Iwata Paint Co., Ltd.) was used to apply the agrochemical composition to the crabgrass. 1
Each agrochemical composition was sprayed uniformly on the crabgrass in a pot at a rate corresponding to 000 l / ha (liter / ha) to evaluate the herbicidal effect.

The above-ground fresh weight was weighed on the 10th day after application, and the result was shown as a percentage of weed killing based on the above-ground fresh weight of the untreated section (see the following formula).

[0073]

[Equation 1]

The herbicidal percentage of the pesticide composition is shown in Table 3.

[0075]

[Table 1]

[0076]

[Table 2]

[0077]

[Table 3]

Example 2 Adult female Kanzawa mites were placed on a leaf disk of kidney bean in 1 group and 30 animals in 3 repetitions, and then 2 at 25 ° C.
Cultured for 4 hours. Then, the entire leaf disk was immersed in the test solution for 5 seconds. Remove from test solution at 25 ℃
After being left for 48 hours at 40 ° C., the leaf disc was observed, and the acaricidal rate was calculated based on the results of the untreated section.

[0079]

[Equation 2]

Nissolane V emulsion (containing 55% by weight of active ingredient, 5% by weight of hexithiazox and 50% by weight of DDVP) was used as acaricide, osadan wettable powder 25
Each of (containing 25% by weight of fenbutatin oxide as an active ingredient) was diluted 2000 times and used.
The same agrochemical potency enhancer as used in Example 1 was used. The concentration of the active ingredient of the agrochemical potency enhancer in the diluted solution was 0.1% by weight. Also, without using a potency enhancer,
The above procedure was repeated. The results are shown in Table 4.

[0081]

[Table 4]

Example 3 Third-instar larvae of planthoppers were cultured and used in a pesticide efficacy test by the dipping method (10 in each lot) in triplicate. The insecticidal rate was obtained in the same manner as the acaricidal rate. For each of the commercially available insecticides, namely, Sumithion emulsion (containing 50% by weight MEP as an active ingredient) and Marathon emulsion (containing 50% by weight marathon as an active ingredient),
It was diluted 2000 times and used. Agrochemical potency enhancers
The one used in Example 1 was used so that the concentration of the active ingredient of each efficacy enhancer in the diluted solution was 0.1% by weight.
The results are shown in Table 5.

[0083]

[Table 5]

Example 4 A spore suspension (10 ⁷ pieces / ml) of cucumber Botrytis cinerea, which is a fungicide-resistant bacterium, was added to 10 ml of one pot of cucumber seedlings in the development of three true leaves. 25 ℃, 90%
It was allowed to stand for 1 day under relative humidity.

Then, a commercially available fungicide, ie, a benrate wettable powder (containing 50% by weight of benomyl as an active ingredient)
Was diluted 2000 times with a 2500 times dilution liquid of each potency enhancer used in Example 1. The obtained diluted solution was applied to 5 ml seedlings per pot. After standing at 25 ° C. and 85% relative humidity, the number of lesions was counted and the control value was calculated by the following formula. The results are shown in Table 6.

[0086]

[Equation 3]

[0087]

[Table 6]

The above Examples 1 to 4 are tests in which the efficacy of the agrochemical efficacy enhancer of the present invention is compared with that of a general cationic surfactant (comparative product) used as an agrochemical efficacy enhancer. Indicates. As is clear from Tables 3 to 6, the efficacy enhancer for agricultural chemicals of the present invention exerted a remarkable effect and was usable at a practical level. On the other hand, the comparative product slightly enhanced the efficacy of the pesticide, but 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 a herbicide (41% by weight of active ingredient)
Contained) as the efficacy enhancer, and the efficacy enhancer 1 of Example 1
And 9 in the amounts shown in Table 7, respectively,
The same test as in Example 1 was performed. The results are shown in Table 7. In Table 7, the "concentration of pesticide" means the concentration of the active ingredient of the commercially available pesticide formulation in the diluent for imparting the "concentration of potency enhancer".
Means the concentration of the active ingredient of the potency enhancer in the diluent for application (the same applies hereinafter).

[0090]

[Table 7]

Example 6 Similar to Example 3 except that Sumithion emulsion was used as the insecticide and efficacy enhancers 4 and 11 of Example 1 were used as the efficacy enhancers in the amounts shown in Table 8, respectively. The test was conducted. The results are shown in Table 8.

[0092]

[Table 8]

Example 7 Using the compounds shown in Table 9, various efficacy enhancers for agricultural chemicals shown in Table 10 were prepared.

[0094]

[Table 9]

[0095]

[Table 10]

Using the above potency enhancers, the herbicidal efficacy was evaluated in the same manner as in Example 1. Table 11 shows the herbicidal percentage of the agrochemical composition used.

[0097]

[Table 11]

Example 8 Using the same potency enhancers used in Example 7, the acaricidal effect was evaluated in the same manner as described in Example 2. The results are shown in Table 12.

[0099]

[Table 12]

Example 9 Using the same potency enhancer as used in Example 7, the insecticidal effect was evaluated in the same manner as described in Example 3. The results are shown in Table 13.

[0101]

[Table 13]

Example 10 Using the same potency enhancer as used in Example 7, Example 4
The bactericidal effect was evaluated in the same manner as described in 1. The results are shown in Table 1.
4 shows.

[0103]

[Table 14]

Example 11 Roundup liquid as a herbicide (41% by weight of active ingredient)
Contained) as the efficacy enhancer, and the efficacy enhancer 1 of Example 7
A test similar to Example 17 was performed using 6 and 21 in the amounts shown in Table 15, respectively. The results are shown in Table 15.
Shown in.

[0105]

[Table 15]

Example 12 Sumitone emulsion was used as the insecticide, and potency enhancers 18 and 22 of Example 7 were used as the potency enhancers, and these were used in the amounts shown in Table 16 to obtain Example 3 The same test was performed. The results are shown in Table 16.

[0107]

[Table 16]

Claims (11)

[Claims] 1. A pesticide and an efficacy-enhancing compound selected from the group consisting of a compound represented by the following formula (A) and a compound represented by the following formula (B) in an amount effective to enhance the efficacy of the pesticide. A pesticide composition comprising: [Chemical 1] [In the formula, R ^1b and R ^2b are the same or different from each other and are an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^3b and R ^4b are the same or different from each other, and An alkyl or alkenyl group which may be substituted with a hydroxyl group having 4 to 36 carbon atoms in a chain or a branched chain; each R ^5b and each R ^6b is a hydrogen atom or a methyl group; and t and u are
Are mutually the same or different and are integers of 1 to 5; v and w
Are the same or different from each other and are numbers from 0 to 30] [In the formula, R ^7c and R ^8c are the same or different from each other and have 1 carbon atom;
Be ~ 4 alkyl group; R ^9c is hydrogen atom, a benzyl group or an alkyl group having 1 to 4 carbon atoms; R ^10c and R ^11c are the same or different from each other, the number of carbon atoms of straight or branched chain An alkyl or alkenyl group optionally substituted with 4 to 36 hydroxyl groups; each R ^12c and each R
^13c is a hydrogen atom or a methyl group; j and k are the same or different from each other and are integers of 1 to 5; r and s are
Are the same or different from each other and are numbers from 0 to 30; X ⁻ is a counterion] 2. The pesticide composition according to claim 1, wherein the weight ratio of the compound represented by the formula (A) and / or (B) to the pesticide is 0.05 to 50. 3. The pesticide composition according to claim 1, wherein the pesticide is a fungicide, insecticide, acaricide, herbicide or plant growth regulator. 4. The pesticide composition according to claim 1, further comprising a surfactant other than the compound represented by the formula (A) and the compound represented by the formula (B). 5. The pesticide composition according to claim 4, wherein the surfactant is a nonionic surfactant. 6. A compound of the formula (A) and a compound of the formula (B) for a surfactant other than the compound of the formula (A) and the compound of the formula (B). The weight ratio is 1/10 to 50/1.
Or the pesticide composition according to 5. 7. An agrochemical potency enhancer comprising a compound selected from the group consisting of a compound represented by the following formula (A) and a compound represented by the following formula (B). [Chemical 3] [In the formula, R ^1b and R ^2b are the same or different from each other,
An alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^3b and R ^4b are the same or different from each other and are substituted with a linear or branched hydroxyl group having 4 to 36 carbon atoms; An alkyl or alkenyl group which may also be;
Each R ^5b and each R ^6b is a hydrogen atom or a methyl group; t
And u are the same or different from each other and are integers of 1 to 5;
v and w are the same or different from each other and are numbers from 0 to 30] [In the formula, R ^7c and R ^8c are the same or different from each other and have 1 carbon atom;
Is an alkyl group of 4 to 4; R ^9c is a hydrogen atom, a benzyl group, or an alkyl group having 1 to 4 carbon atoms; R ^10c and R ^11c are the same or different from each other and have a linear or branched carbon number. An alkyl or alkenyl group optionally substituted with 4 to 36 hydroxyl groups; each R ^12c and each R
^13c is a hydrogen atom or a methyl group; j and k are the same or different from each other and are integers of 1 to 5; r and s are
Are the same or different from each other and are numbers from 0 to 30; X ⁻ is a counterion] 8. The agrochemical potency enhancer according to claim 7, further comprising a surfactant other than the compound represented by the formula (A) and the compound represented by the formula (B). 9. The efficacy enhancer for agricultural chemicals according to claim 8, wherein the surfactant is a nonionic surfactant. 10. A compound represented by the formula (A) and a compound represented by the formula (B) for a surfactant other than the compound represented by the formula (A) and the compound represented by the formula (B). The efficacy enhancer for agricultural chemicals according to claim 8 or 9, wherein the weight ratio is 1/10 to 50/1. 11. A pesticide kit comprising a container containing the potency enhancer according to claim 7 and a container containing an agrochemical composition.