JP3382398B2 - 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 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 a pesticide comprising a pesticide and an efficacy-enhancing compound selected from the group consisting of compounds represented by the following formulas (A) to (C) in an amount effective to enhance the efficacy of the pesticide. A composition is provided.

[0006]

[Chemical formula 23]

[In the formula, R ^1d is an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^2d is a linear or branched chain having 1 to 36 carbon atoms, preferably carbon. Number 5
To an alkyl or alkenyl group optionally substituted with a hydroxyl group, represented by the formula: —C _a H _2a — (G ¹ ) —R ^4d (wherein
R ^4d is a linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 5 to 36 carbon atoms, and G ¹ is a group represented by the formula: —OCO— or a formula: —N
HCO- is a group represented by a, and a is an integer of 2 to 6, and is represented by the formula:

[0008]

[Chemical formula 24]

(In the formula, R ^5d is an alkyl or alkenyl group which may be substituted with a linear or branched C ⁶ -C ⁶ hydroxyl group, and each R ^6d is a hydrogen atom or a methyl group. , B is an integer of 1 to 5, and c is 0 to 30.
A group or formula represented by:

[0010]

[Chemical 25]

(In the formula, R ^7d is an alkyl or alkenyl group which may be substituted with a linear or branched C 4 -C 36 hydroxyl group, and each R ^8d is a hydrogen atom or a methyl group. , G ² is a group represented by the formula: —OCO— or a group represented by the formula: —NHCO—, e is an integer of 2 to 6, f is an integer of 1 to 5, and g is R ^3d is a group represented by the formula:

[0012]

[Chemical formula 26]

(In the formula, R ^9d is an alkyl or alkenyl group which may be substituted with a linear or branched C 4 -C 36 hydroxyl group, and each R ^10d is a hydrogen atom or a methyl group. , G ³ is a group represented by the formula: —OCO— or a group represented by the formula: —NHCO—, and h is 2 to 6
Is an integer, i is an integer of 1 to 5, and x is 0 to 30.
A group or formula represented by:

[0014]

[Chemical 27]

(In the formula, R ^11d is an alkyl or alkenyl group which may be substituted with a linear or branched C 6 -C 6 hydroxyl group, and each R ^12d is a hydrogen atom or a methyl group. , Y is an integer of 1 to 5, and z is 0 to
Is a number of 30). ]

[0016]

[Chemical 28]

[In the formula, R ^e is a hydrogen atom, a benzyl group or an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group, preferably 1 carbon atom which may be substituted with a hydrogen atom or a hydroxyl group. Is an alkyl group of 4 to 4; R ^1e is
An alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^2e represents a linear or branched chain having 1 to 36 carbon atoms;
An alkyl or alkenyl group having 5 to 36 carbon atoms, which may be substituted with a hydroxyl group, and has the formula: —C _a H
_{^{2a - (G 1) -R 4e}} ( wherein, R ^4e represents a linear or branched alkyl or alkenyl group optionally substituted with a hydroxyl group having a carbon number of 5 to 36 of the, G ¹ has the formula: - OCO-
A group represented by or a group represented by the formula: —NHCO—, and a is an integer of 2 to 6, a group represented by the formula:

[0018]

[Chemical 29]

(In the formula, R ^5e is an alkyl or alkenyl group which may be substituted with a linear or branched C ⁶ -C ⁶ hydroxyl group, and each R ^6e is a hydrogen atom or a methyl group. , B is an integer of 1 to 5, and c is 0 to 30.
A group or formula represented by:

[0020]

[Chemical 30]

(In the formula, R ^7e is an alkyl or alkenyl group which may be substituted with a linear or branched C 4 -C 6 hydroxyl group, and each R ^8e is a hydrogen atom or a methyl group. , G ² is a group represented by the formula: —OCO— or a group represented by the formula: —NHCO—, e is an integer of 2 to 6, f is an integer of 1 to 5, and g is R ^3e is a group represented by the formula:

[0022]

[Chemical 31]

(In the formula, R ^9e is a linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 4 to 36 carbon atoms, and each R ^10e is a hydrogen atom or a methyl group. , G ³ is a group represented by the formula: —OCO— or a group represented by the formula: —NHCO—, and h is 2 to 6
Is an integer, i is an integer of 1 to 5, and x is 0 to 30.
A group or formula represented by:

[0024]

[Chemical 32]

(In the formula, R ^11e is an alkyl or alkenyl group which may be substituted with a linear or branched C 6 -C 6 hydroxyl group, and each R ^12e is a hydrogen atom or a methyl group. , Y is an integer of 1 to 5, and z is 0 to
A group represented by the number 30); X ⁻ is a counterion. ]

[0026]

[Chemical 33]

[In the formula, R ^13f is a hydrogen atom, a benzyl group or an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group, preferably 1 carbon atom which may be substituted with a hydrogen atom or a hydroxyl group. 4 alkyl groups; R ^14f
Is an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^15f is a linear or branched chain having 6 carbon atoms.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group of ~ 36; R ^16f is an alkyl or alkenyl group which may be substituted with a linear or branched C 5 -C 36 hydroxyl group; d Is an integer from 1 to 5;
X ^- is a counterion. ] As an example of the counter ion, Cl ⁻ ,
Br ⁻ , I ^{− and} other halide ions, alkylsulfate anions (RSO ₄ ⁻ ), alkylbenzene sulfonate anions (R-benzene-SO ₃ ⁻ ), alkylnaphthalene sulfonate anions (R-naphthalene-SO ₃ ⁻ ), fatty acid anions
(RCOO ⁻ ), alkyl phosphate anion (ROPO
₃ H ^-) (wherein, R represents an alkyl group) include anionic oligomers and anionic polymers.

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

[0029]

[Chemical 34]

[Wherein R ^{1d is} an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^{2d is} a linear or branched chain having 5 to 36 carbon atoms which may be substituted with a hydroxyl group. An alkyl or alkenyl group,

[0031]

[Chemical 35]

R ^4d : a linear or branched alkyl or alkenyl group having 5 to 36 carbon atoms which may be substituted with a hydroxyl group; R ^5d , R ^11d : the same or different and optionally substituted with a hydroxyl group. A linear or branched alkyl or alkenyl group having 6 to 36 carbon atoms; R ^7d , R ^9d : the same or different, linear or branched alkyl group having 4 to 36 carbon atoms which may be substituted with a hydroxyl group, or Alkenyl group; R ^6d , R ^8d , R ^10d , R ^12d : same or different, hydrogen or methyl group, or mixture of hydrogen and methyl group; c, g, x, z: same or different and 0 to 30 on average A, e, h: same or different positive numbers of 2 to 6; b, f, j, y: same or different positive numbers of 1 to 5]

[0033]

[Chemical 36]

[In the formula, R ^e : C 1 which may be substituted with hydrogen or a hydroxyl group
R ^1e : an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^2e : a linear or branched alkyl group having 5 to 36 carbon atoms, which may be substituted with a hydroxyl group. Or an alkenyl group,

[0035]

[Chemical 37]

R ^4e : a linear or branched alkyl or alkenyl group having 5 to 36 carbon atoms which may be substituted with a hydroxyl group; R ^5e , R ^11e : the same or different and optionally substituted with a hydroxyl group. A linear or branched alkyl or alkenyl group having 6 to 36 carbon atoms; R ^7e , R ^9e : the same or different, linear or branched alkyl group having 4 to 36 carbon atoms which may be substituted with a hydroxyl group, or Alkenyl group; ^R6e , ^R8e , ^R10e , ^R12e : same or different, hydrogen or methyl group, or mixture of hydrogen and methyl group; c, g, x, z: same or different and 0 to 30 on average A, e, h: same or different positive numbers of 2 to 6; b, f, j, y: same or different positive numbers of 1 to 5, X ⁻ : counter ion]

[0037]

[Chemical 38]

[Wherein R ^{13f is} an alkyl group having 1 to 4 carbon atoms which may be substituted with hydrogen or a hydroxyl group; R ^{14f is} an alkyl group having 1 to 4 carbon atoms which may be substituted with a hydroxyl group; R ^15f : 6 to 36 carbon atoms which may be substituted with a hydroxyl group
A linear or branched alkyl or alkenyl group; R ^16f : 5 to 36 carbon atoms which may be substituted with a hydroxyl group
A straight or branched chain alkyl or alkenyl group; d: positive number from 1 to 5; X ⁻ : counter ion].

The present invention also provides the use of a potency enhancing compound selected from the group consisting of the compounds represented by the above formulas (A) to (C) together with a pesticide in a place where such treatment is beneficial. A method of enhancing the efficacy of a pesticide consisting of 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, gardens, lawns, and forests. As an example of where it is processed,
It includes plants, crops, crops such as vegetables and fruits, trees, fruit trees, grasses, weeds, seeds, fungi, bacteria, insects, and mites.

Furthermore, the present invention provides the above formulas (A) to (C).
The use of a potency enhancing compound selected from the group consisting of compounds represented by
Provided is a pesticide efficacy enhancer (or auxiliary agent) comprising a compound selected from the group consisting of the compounds represented by (C), and a use of the efficacy enhancer for enhancing the efficacy of a pesticide.

In addition, the present invention provides a pesticide kit comprising a container containing the above-mentioned potency enhancer and a container containing the agrochemical composition, the potency enhancer and compounds other than the compounds represented by the above formulas (A) to (C). An agrochemical kit comprising a container containing a surfactant, a container containing an agrochemical composition, a container containing the above-mentioned efficacy enhancer, and a surfactant other than the compounds represented by the formulas (A) to (C). Provided is a pesticide kit comprising a container and a container containing the pesticide composition.

In the present specification, the term "pesticide" means one used as an active or active ingredient in a general pesticide composition or pesticide preparation, and examples thereof include fungicides, insecticides and 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 compounds represented by the above formulas (A) to (C) are used as a potentiator for agricultural chemicals.

Among the compounds of the formula (A) according to the present invention, diester type amines are esterified by reacting monochloroacetic acid with polyoxyethylene alkyl ether, and then the obtained chloroester compound is converted with methylamine. It is obtained by reacting and dehydrochlorinating.
A diester type amine in which one of the functional groups is in the reverse direction is, for example, 2-chloroethanol is reacted with polyoxyethylene ether carboxylic acid to be esterified, and the obtained chloroester compound is reacted with methylamine to dehydrochlorinate. Then, the obtained amine ester compound is
For example, it can be obtained by reacting with a chloroester compound obtained from monochloroacetic acid and polyoxyethylene alkyl ether and dehydrochlorination. Other diester type amines are obtained, for example, by reacting diethanolmethylamine with polyoxyethylene ether carboxylic acid to esterify. The ester amide type amine is obtained, for example, by reacting N-hydroxyethyl-N-methylpropanediamine with polyoxyethylene ether carboxylic acid to form an ester amidation. The diamide type amine can be obtained, for example, by reacting 3,3′-diamino-N-methyldipropylamine with a polyoxyethylene ether carboxylic acid for amidation. The alkyl ester type amine is obtained, for example, by reacting chlorododecane with methylamine to dehydrochlorinate, and then reacting the obtained secondary amine compound with a chloroester compound to dehydrochlorinate.
The alkylamide type amine is obtained, for example, by reacting N-ethylethylenediamine with polyoxyethylene ethercarboxylic acid to amidate, and then reacting the obtained aminoamide compound with an alkyl chloride to dehydrochlorinate.

The compound of formula (B) according to the present invention can be obtained, for example, by quaternizing the compound of formula (A) with an alkyl chloride.

The compound of the formula (C) according to the present invention is quaternized by reacting, for example, dimethyldodecylamine with a chloroester compound, and then the obtained ester quaternary ammonium salt compound is reacted with, for example, dodecylamine, It can be obtained by amidation by substituting the alcoholic hydroxyl group in the ester quaternary ammonium salt compound with a secondary amino group.

Of course, the formula (A) according to the present invention,
The method for producing the compounds (B) and (C) is not limited to the above.

Among the compounds of formula (A) according to the present invention, R
^1d is a methyl, ethyl or hydroxyethyl group, R ^2d
When it is an alkyl group, it is an alkyl group having 1 to 22 carbon atoms, R ^4d is an alkyl group having 7 to 21 carbon atoms, R ^5d , R
^11d is an alkyl group having 8 to 22 carbon atoms, R ^7d , R
^9d is an alkyl group having 4 to 22 carbon atoms, and c and g each represent the average number of moles of added alkylene oxide.
It is preferable that x and z are each a number of 0 to 20, a, e and h are each a number of 2 to 4, and b, f, i and y are each a number of 1 to 3. Furthermore, in the above case, R
^2d

[0051]

[Chemical Formula 39]

And R ^3d is the formula

[0053]

[Chemical 40]

(In the formula, R ^6d , R ^8d , R ^10d and R ^12d are each a hydrogen atom.) A combination is preferable, and c, g, x and z are each a number of 1 to 15. More preferable.

The formula (A) represents a mixture of a single compound and a compound 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
^6d (or R ^8d, R ^10d or R ^12d) when having two or more, the R ^6d (or R ^8d, R ^10d or R ^12d) 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.

Of the compounds of formula (B) according to the present invention, R
^{When e} is a hydrogen atom, an alkyl group having 1 to 2 carbon atoms or a benzyl group, R ^1e is a methyl, ethyl or hydroxyethyl group, and when R ^2e is an alkyl group, 1 to 22 carbon atoms
Alkyl group, R ^4e is an alkyl group having 7 to 21 carbon atoms, R ^4e
5e and R ^11e are each an alkyl group having 8 to 22 carbon atoms, R
^7e and R ^9e each represent an alkyl group having 4 to 22 carbon atoms, and each represents the average number of moles of alkylene oxide added, c,
It is preferable that g, x, and z are each a number from 0 to 20, a, e, and h are each a number from 2 to 4, and b, f, i, and y are each a number from 1 to 3. Furthermore, in the above case,
R ^e is a hydrogen atom or an alkyl group having 1 to 2 carbon atoms, R ^1e
Is a methyl, ethyl or hydroxyethyl group, R ^2e is

[0057]

[Chemical 41]

And R ^3e is the formula

[0059]

[Chemical 42]

(Wherein R ^6e , R ^8e , R ^10e and R ^12e are each a hydrogen atom) are preferred, and c, g, x and z are each a number of 1 to 15. More preferable.

The formula (B) represents a mixture of a single compound and a compound 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
^6e (or R ^8e, R ^10e or R ^12e) a case having 2 or more thereof R ^6e (or R ^8e, R ^10e or R ^12e) 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.

Of the compounds of formula (C) according to the present invention, R
^13f is a hydrogen atom, an alkyl group having 1 to 2 carbon atoms or a benzyl group, R ^14f is a methyl, ethyl or hydroxyethyl group, R ^15f and R ^16f are the same or different from each other, and an alkyl group or an alkenyl having 8 to 22 carbon atoms, respectively. A group is preferable, and R ^13f is a hydrogen atom or 1 to 2 carbon atoms.
More preferably, R ^14f is a methyl, ethyl or hydroxyethyl group, and R ^15f and R ^16f are the same or different and are each an alkyl group having 8 to 22 carbon atoms.

The efficacy enhancer for agricultural chemicals according to the present invention, that is, the compound represented by any one of the above formulas (A) to (C), when used in combination with a agricultural chemical, does not cause phytotoxicity and is effective. Can be doubled or tripled. That is, the agrochemical potency enhancer of the present invention can be safely applied to various agricultural products without causing phytotoxicity.

The efficacy enhancer for agricultural chemicals comprising any of the compounds represented by the above formulas (A) to (C) according to the present invention,
It is not always clear why the pesticide has a significant potency-enhancing effect regardless of the type of structure. 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.

By using at least one selected from the group consisting of the compounds represented by the above formulas (A) to (C) according to the present invention, and a surfactant other than these compounds in combination, those The amount of the compounds represented by formulas (A) to (C) to be used can be reduced while maintaining the potency enhancing effect. That is, the present invention has the formula (A)
To a compound represented by any one of the compounds represented by (C), and a surfactant other than the compound represented by the formulas (A) to (C) (or a efficacy enhancer composition). )
Also related to.

As the surfactant other than the compounds represented by the above formulas (A) to (C), a nonionic surfactant, an anionic surfactant, a cationic surfactant, an amphoteric surfactant, and two kinds. Mixtures of the above surfactants are useful.

Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene alkyl aryl ether / formaldehyde condensates, polyoxyalkylene aryl ethers, polyoxyalkylene alkyl esters, polyoxyalkylene alkyl 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) to (C) 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 (C), that is, [(total) amount of the compounds represented by the formulas (A) to (C)] / [surfactant other than the compound. (Total amount)] is preferably 1/10 to 50/1,
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 compounds represented by the general formulas (A) to (C), that is, the potency enhancer, are represented by the formulas (A) to (C) relative to the (total) amount of the pesticide. It is necessary to use the compound represented by the formula (1) in an amount such that the weight ratio of the (total) amount is 0.05 to 50, preferably 0.05 to 20, and more preferably 0.1 to 10. This ratio is 0.05
If it is less than the above range, the desired effect of enhancing the efficacy of the pesticide cannot be sufficiently achieved. On the other hand, even if this ratio exceeds 50, the potency enhancing effect is no longer improved.

The pesticides used in the present invention are not limited to these, but examples of the pesticides used in the pesticide 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] and 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 (hydrazide maleate), 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, etc., 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 pesticidal composition of the present invention may further contain a chelating agent, a pH adjusting agent, an inorganic salt 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 D) a compound represented by the formula d) a compound represented by the formula R-NX-CH ₂ CH ₂ -NX ₂ e) a compound represented by the formula X ₂ N-R′-NX ₂ similar to the compound f) e) Examples of the compound include compounds containing 4 or more X, for example, compounds represented by the following formulas.

[0084]

[Chemical 43]

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 a compound represented by the following formula, a compound similar to the compound represented by the following formula and salts thereof (for example, sodium salts). Include:

[0089]

[Chemical 44]

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 and preservative other than those mentioned above.

The pesticidal composition of the present invention is used for controlling fungi (or bacteria), insects, 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) to (C), or at least one compound represented by the above formulas (A) to (C) and the above formula (A). A mixture with at least one surfactant other than the compounds represented by A) to (C). Alternatively,
Another pesticide kit of the present invention comprises a container containing at least one compound represented by the formulas (A) to (C), and at least one surface active agent other than the compound represented by the formulas (A) to (C). It consists of a container containing an agent and a container containing an agrochemical composition.

"Agricultural chemical composition" which is a component of the kit
Is a composition containing an agricultural chemical and not the compounds represented by the formulas (A) to (C), for example, an emulsion, a solution or a wettable powder.

In the pesticide kit of the present invention, the pesticide-containing composition is separated from the compounds represented by the formulas (A) to (C). 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 applying the 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 pesticide 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 a suitable amount of pesticide and a suitable amount of the potency enhancer of the present invention can be used as, 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. In other words, the diluted liquid is used in farms, plantations, orchards, orchards, gardens, lawns, forests.

[0103]

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 Tables 1 and 2, various agrochemical potency enhancers shown in Tables 3 to 5 were prepared. 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. 0.2% by weight obtained
Using the diluent, a commercially available herbicide, that is, a round-up solution (containing 41% by weight of glyphosate isopropylamine salt as an active ingredient), Carmex wettable powder (containing 78.5% by weight of DCMU as an active ingredient), Each of the Herbiace water solvents (containing 20% by weight of bialaphos as an active ingredient) was diluted 300 times. In this way, three types of agrochemical compositions were obtained for one agrochemical potency enhancer.

Fertile soil, gravel (that is, river sand) and commercial culture soil collected from paddy fields were mixed with each other at 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 plot (see the following formula).

[0107]

[Equation 1]

The herbicidal percentage of the pesticide composition is shown in Tables 6-8.

[0109]

[Table 1]

[0110]

[Table 2]

[0111]

[Table 3]

[0112]

[Table 4]

[0113]

[Table 5]

[0114]

[Table 6]

[0115]

[Table 7]

[0116]

[Table 8]

Example 2 Adult kanzawa mites adults were placed on a leaf disk of kidney beans 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.

[0118]

[Equation 2]

Nissoran 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 Tables 9-11.

[0120]

[Table 9]

[0121]

[Table 10]

[0122]

[Table 11]

Example 3 A 3rd instar larva of a planthopper was cultured and used for the insecticide 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 Tables 12-14.

[0124]

[Table 12]

[0125]

[Table 13]

[0126]

[Table 14]

Example 4 A spore suspension of cucumber Botrytis cinerea, which is a fungicide-resistant bacterium (10 ⁷ cells / ml), was applied to 10 ml per 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 Tables 15-17.

[0129]

[Equation 3]

[0130]

[Table 15]

[0131]

[Table 16]

[0132]

[Table 17]

The above Examples 1 to 4 are tests in which the efficacy of the agrochemical efficacy enhancer of the present invention was compared with that of a general cationic surfactant (comparative product) used as an agrochemical efficacy enhancer. Indicates. As is clear from Tables 6 to 17, 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)
As a potency enhancer, the potency enhancers 1, 6, 15, 19, 23 and 43 of Example 1 are respectively prepared in Table 18
The same test as in Example 1 was conducted using the amounts shown in Tables -19. The results are shown in Tables 18-19. In addition, Table 1
In 8 to 19, "pesticide concentration" means the concentration of the active ingredient of the commercially available pesticide formulation in the diluting solution for imparting the "potency enhancer concentration".
Means the concentration of the active ingredient of the potency enhancer in the diluent for application (the same applies hereinafter).

[0135]

[Table 18]

[0136]

[Table 19]

Example 6 Sumithion emulsion was used as the insecticide, and the potency enhancers 4, 11, 22 and 27 of Example 1 were used as the potency enhancers in the amounts shown in Tables 20 to 21, respectively. Example 3
The same test was performed. The results are shown in Tables 20-21.

[0138]

[Table 20]

[0139]

[Table 21]

Example 7 Various agrochemical potency enhancers shown in Table 23 were prepared using the compounds shown in Table 22.

[0141]

[Table 22]

[0142]

[Table 23]

Using the above potency enhancers, the herbicidal efficacy was evaluated in the same manner as in Example 1. The herbicidal percentage of the agrochemical composition used is shown in Table 24.

[0144]

[Table 24]

Example 8 Using the same potency enhancer as used in Example 7, the acaricidal effect was evaluated in the same manner as described in Example 2. The results are shown in Table 25.

[0146]

[Table 25]

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 26.

[0148]

[Table 26]

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 2.
7 shows.

[0150]

[Table 27]

Continuation of front page (51) Int.Cl. ⁷ Identification code FI A01N 47/38 A01N 47/38 C Z 55/04 55/04 F 57/12 57/12 DG 57/14 57/14 E 57/20 57/20 GL (72) Inventor Koshiro Sotoya 446-26 Nakaguro, Iwade Town, Naga-gun, Wakayama Prefecture (72) Inventor Toru Kato 1450 Nishihama, Wakayama City (72) Inventor Osamu Tatezawa 1450 Nishihama, Wakayama City (72) Inventor Uichiro 173-5 Otani, Wakayama City (72) Inventor Yoshifumi Nishimoto 1282-4 Hikata, Hainan City, Wakayama Prefecture (72) Inventor Yasunori Ota 264-1 Kishimiya, Kishigawa Town, Naga-gun, Wakayama Prefecture (56) References JP-A-4-316504 (JP, A) JP-A-6-145003 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A01N 25/00 101 A01N 25/30 A01N 37/36 A01N 37/44 A01N 33/12 CA (STN) CAOLD (STN) REGISTRY (STN)

Claims (12)

(57) [Claims] 1. A pesticide composition comprising a pesticide and an efficacy-enhancing compound selected from the group consisting of compounds represented by the following formulas (A) to (C) in an amount effective to enhance the efficacy of the pesticide. [Chemical 1] [In the formula, R ^1d represents a carbon number of 1 to 4 which may be substituted with a hydroxyl group.
R ^2d is an alkyl or alkenyl group which may be substituted with a linear or branched chain hydroxyl group having 1 to 36 carbon atoms,
^{_{Formula: -C a H 2a - (G}} 1) -R 4d ( ^{wherein, R 4d} is
A linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 5 to 36 carbon atoms, and G ¹
Is a group represented by the formula: -OCO- or the formula: -NHCO-
A is an integer of 2 to 6), a group represented by the formula: (In the formula, R ^5d represents a straight or branched chain having 6 to 36 carbon atoms.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group, each R ^6d is a hydrogen atom or a methyl group, b is an integer of 1 to 5, and c is a number of 0 to 30). The group or formula represented: (In the formula, R ^7d represents a linear or branched chain carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group, each R ^8d is a hydrogen atom or a methyl group, and G ² is a group represented by the formula: —OCO— or a formula: —
R 3d is a group represented by NHCO-, e is an integer of 2 to 6, f is an integer of 1 to 5, and g is a number of 0 to 30); R ^3d Has the formula: (In the formula, R ^9d represents a linear or branched chain carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group of, each R ^10d is a hydrogen atom or a methyl group, and G ³ is a group represented by the formula: —OCO— or a formula:
A group represented by -NHCO-, h is an integer of 2 to 6, i is an integer of 1 to 5, and x is a number of 0 to 30) or a group represented by the formula: Chemical 5] (In the formula, R ^11d represents a straight or branched chain having 6 to 3 carbon atoms.
6 is an alkyl or alkenyl group which may be substituted with a hydroxyl group of 6, each R ^12d is a hydrogen atom or a methyl group, y is an integer of 1 to 5, and z is a number of 0 to 30). Is a group represented by. ] [Chemical 6] [In formula, R ^<e> is a hydrogen atom, a benzyl group, or a C1-C4 alkyl group which may be substituted by the hydroxyl group; R ^<1e> is a C1-C4 which may be substituted by the hydroxyl group.
R ^2e is an alkyl or alkenyl group which may be substituted with a linear or branched C 1 to C 36 hydroxyl group,
^{_{Formula: -C a H 2a - (G}} 1) -R 4e ( ^{wherein, R 4e} is
A linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 5 to 36 carbon atoms, and G ¹
Is a group represented by the formula: -OCO- or the formula: -NHCO-
A is an integer of 2 to 6), a group of the formula: (In the formula, R ^5e represents a straight-chain or branched-chain carbon number of 6 to 36.
Is an alkyl or alkenyl group optionally substituted with a hydroxyl group, each R ^6e is a hydrogen atom or a methyl group, b is an integer of 1 to 5, and c is a number of 0 to 30). A group or formula represented: (In the formula, R ^7e represents a linear or branched carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group, R ^8e is a hydrogen atom or a methyl group, and G ² is a group represented by the formula: —OCO— or a formula: —
R 3e is a group represented by NHCO-, e is an integer of 2 to 6, f is an integer of 1 to 5, and g is a number of 0 to 30); R ^3e Has the formula: (In the formula, R ^9e is a linear or branched carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group of R 10, each R 10e is a hydrogen atom or a methyl group, and G ³ is a group represented by the formula: —OCO— or a formula:
A group represented by -NHCO-, h is an integer of 2 to 6, i is an integer of 1 to 5, and x is a number of 0 to 30) or a group represented by the formula: Chemical 10] (In the formula, R ^11e is a straight-chain or branched-chain carbon number 6 to 3
6 is an alkyl or alkenyl group which may be substituted with a hydroxyl group of 6, each R ^12e is a hydrogen atom or a methyl group, y is an integer of 1 to 5, and z is a number of 0 to 30). X ^- is a counterion. ] [Chemical 11] [In formula, R ^<13f> is a hydrogen atom, a benzyl group, or a C1-C4 alkyl group which may be substituted by the hydroxyl group; R ^<14f> is a C1-C4 which may be substituted by the hydroxyl group.
R ^15f is a linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 6 to 36 carbon atoms; R ^16f is a linear or branched carbon number It is an alkyl or alkenyl group which may be substituted with a hydroxyl group of 5 to 36; d is an integer of 1 to 5; X ⁻ is a counterion. ] 2. The weight ratio of the compound represented by the formula (A) to (C) to the pesticide is 0.05 to 50.
The agrochemical composition described. 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 compounds represented by the formulas (A) to (C). 5. The pesticide composition according to claim 4, wherein the surfactant is a nonionic surfactant. 6. The weight ratio of the compound represented by the formula (A) to (C) to the surfactant other than the compound represented by the formula (A) to (C) is 1/10 to 50/1. The pesticide composition according to claim 4 or 5. 7. A pesticide efficacy enhancer comprising a compound represented by the following formula (A): [Chemical 12] [In the formula, R ^1d represents a carbon number of 1 to 4 which may be substituted with a hydroxyl group.
R ^2d is an alkyl or alkenyl group which may be substituted with a linear or branched chain hydroxyl group having 1 to 36 carbon atoms,
^{_{Formula: -C a H 2a - (G}} 1) -R 4d ( ^{wherein, R 4d} is
A linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 5 to 36 carbon atoms, and G ¹
Is a group represented by the formula: -OCO- or the formula: -NHCO-
A is an integer of 2 to 6, and is a group represented by the formula: (In the formula, R ^5d represents a straight or branched chain having 6 to 36 carbon atoms.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group, each R ^6d is a hydrogen atom or a methyl group, b is an integer of 1 to 5, and c is a number of 0 to 30). A group or formula represented: (In the formula, R ^7d represents a linear or branched chain carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group, each R ^8d is a hydrogen atom or a methyl group, and G ² is a group represented by the formula: —OCO— or a formula: —
R 3d is a group represented by NHCO-, e is an integer of 2 to 6, f is an integer of 1 to 5, and g is a number of 0 to 30); R ^3d Has the formula: (In the formula, R ^9d represents a linear or branched chain carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group of, each R ^10d is a hydrogen atom or a methyl group, and G ³ is a group represented by the formula: —OCO— or a formula:
A group represented by -NHCO-, h is an integer of 2 to 6, i is an integer of 1 to 5, and x is a number of 0 to 30) or a group represented by the formula: Chemical 16] (In the formula, R ^11d represents a straight or branched chain having 6 to 3 carbon atoms.
6 is an alkyl or alkenyl group which may be substituted with a hydroxyl group of 6, each R ^12d is a hydrogen atom or a methyl group, y is an integer of 1 to 5, and z is a number of 0 to 30). Is a group represented by. ] 8. An efficacy enhancer for agricultural chemicals, which comprises a compound represented by the following formula (B). [Chemical 17] [In formula, R ^<e> is a hydrogen atom, a benzyl group, or a C1-C4 alkyl group which may be substituted by the hydroxyl group; R ^<1e> is a C1-C4 which may be substituted by the hydroxyl group.
R ^2e is an alkyl or alkenyl group which may be substituted with a linear or branched C 1 to C 36 hydroxyl group,
^{_{Formula: -C a H 2a - (G}} 1) -R 4e ( ^{wherein, R 4e} is
A linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 5 to 36 carbon atoms, and G ¹
Is a group represented by the formula: -OCO- or the formula: -NHCO-
A is an integer of 2 to 6), a group represented by the formula: (In the formula, R ^5e represents a straight-chain or branched-chain carbon number of 6 to 36.
Is an alkyl or alkenyl group optionally substituted with a hydroxyl group, each R ^6e is a hydrogen atom or a methyl group, b is an integer of 1 to 5, and c is a number of 0 to 30). A group or formula represented: (In the formula, R ^7e represents a linear or branched carbon number of 4 to 36.
Is an alkyl or alkenyl group which may be substituted with a hydroxyl group, R ^8e is a hydrogen atom or a methyl group, and G ² is a group represented by the formula: —OCO— or a formula: —
R 3e is a group represented by NHCO-, e is an integer of 2 to 6, f is an integer of 1 to 5, and g is a number of 0 to 30); R ^3e Has the formula: (In the formula, R ^9e is a linear or branched carbon number of 4 to 36.
Is an alkyl or alkenyl group optionally substituted with a hydroxyl group of R ¹⁰ , each R ^10e is a hydrogen atom or a methyl group, and G3 is a group represented by the formula: —OCO— or a formula:
A group represented by -NHCO-, h is an integer of 2 to 6, i is an integer of 1 to 5, and x is a number of 0 to 30) or a group represented by the formula: Chemical 21] (In the formula, R ^11e is a straight-chain or branched-chain carbon number 6 to 3
6 is an alkyl or alkenyl group which may be substituted with a hydroxyl group of 6, each R ^12e is a hydrogen atom or a methyl group, y is an integer of 1 to 5, and z is a number of 0 to 30). X ^- is a counterion. ] 9. A pesticide efficacy enhancer comprising a compound represented by the following formula (C): [Chemical formula 22] [In formula, R ^<13f> is a hydrogen atom, a benzyl group, or a C1-C4 alkyl group which may be substituted by the hydroxyl group; R ^<14f> is a C1-C4 which may be substituted by the hydroxyl group.
R ^15f is a linear or branched alkyl or alkenyl group which may be substituted with a hydroxyl group having 6 to 36 carbon atoms; R ^16f is a linear or branched carbon number It is an alkyl or alkenyl group which may be substituted with a hydroxyl group of 5 to 36; d is an integer of 1 to 5; X ⁻ is a counterion. ] 10. The efficacy enhancer for agricultural chemicals according to claim 7, which further contains a surfactant other than the compounds represented by the formulas (A) to (C). 11. The efficacy enhancer for agricultural chemicals according to claim 10, wherein the surfactant is a nonionic surfactant. 12. The weight ratio of the compound represented by the formula (A) to (C) to the surfactant other than the compound represented by the formula (A) to (C) is 1/10 to 50/1. The efficacy enhancer for agricultural chemicals according to claim 10 or 11.