JPH09295901A - Activity-strengthening composition for agrochemical and liquid agrochemical composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition, capable of formulating an agrochemical technical product in a high concentration and excellent in solution stability (especially, solution stability to temperature change) by formulating specific ingredients. SOLUTION: The objective liquid agrochemical composition is composed of (a) a water-soluble agrochemical technical product, (b) a compound expressed by formula I [R<1> , R<2> and R<3> are each H, a 5-29C alkyl, etc.; in R<4> and R<4> ', R<5> , and R<6> and R<6> ', both elements of each pair are H or one is H and the other is methyl or ethyl; (k), (l) and (m) are each 0-6; (p), (q) and (r) are each 1-30], its acid salt or its quaternary compound, and (c) an acid salt of a compound expressed by formula II (R<8> is a 4-18C alkyl, etc.; R<9> and R<10> are each H or methyl, etc.; X<-> is a counter anion) and/or a component expressed by formula III (R<11> is a 4-18C alkyl, etc.; R<12> is a 1-18C alkyl, etc.; R<13> and R<14> are each H, methyl, etc.). Further, the weight ratio of (b) and (c) is preferably (b)/(c)=9/1 to 1/9. The composition is preferably compounded with a chelating agent and/or a water-soluble inorganic salt.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a novel agrochemical potency enhancer composition and liquid agrochemical composition.

[0002]

2. Description of the Related Art Insecticides, fungicides, herbicides,
Pesticides such as acaricides and plant growth regulators are used in various dosage forms, and as one of them, a liquid preparation using a water-soluble pesticide bulk is known. In liquid formulations, it is desirable to increase the concentration of the pesticidal drug substance as much as possible, but this purpose has not yet been sufficiently achieved.

Further, it is known that the effect of the pesticidal drug substance can be enhanced by using together a cationic surfactant of the type in which alkylene oxide is added to the pesticidal drug substance.
If you try to mix these in high concentrations in a liquid,
Further, when it is attempted to mix with a chelating agent or a water-soluble inorganic salt, separation, precipitation or the like occurs, and it is difficult to obtain a uniform and stable liquid agent.

[0004]

[Means for Solving the Problems] The inventors of the present invention have identified a pesticidal drug substance and a specific surfactant having an excellent potency-enhancing effect on the pesticidal drug substance as well as a specific amine salt and / or quaternary ammonium salt. The inventors have found that a liquid agricultural chemical composition excellent in solution stability can be obtained by using a salt together with an agricultural chemical raw material at a high concentration, and completed the present invention.

That is, the present invention provides (a) a water-soluble pesticide raw material (b) a compound represented by the following general formula (I) or an acid salt or quaternary compound thereof.

[0006]

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[Wherein R ¹ , R ² and R ³ are the same or different and are each independently a hydrogen atom, a straight-chain or branched alkyl or alkenyl group having 5 to 29 carbon atoms, a compound represented by the formula:

[0008]

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(Wherein R ⁷ represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms) or a group represented by the formula:

[0010]

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(In the formula, R ^a represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms, and R ^b represents a hydrogen atom or a linear or branched alkyl or alkenyl group having 1 to 30 carbon atoms. A group represented by the formula (n is a number of 1 to 6), provided that at least one of R ¹ , R ² and R ³ is represented.
One is not a hydrogen atom, and R ⁴ and R ^{4 ′} are both hydrogen atoms, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that a plurality of formulas:

[0012]

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The groups represented by the formula (wherein R ⁴ and R ^{4 ′} are as defined above) may be the same or different from each other, and R ⁵ and R ^{5 ′} are , Both are hydrogen atoms, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that a plurality of formulas:

[0014]

[Chemical 21]

The groups represented by the formula (wherein R ⁵ and R ^{5 ′} are as defined above) may be the same or different from each other, and R ⁶ and R ^{6 ′} are , Both are hydrogen atoms, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that a plurality of formulas:

[0016]

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The groups represented by the formula (wherein R ⁶ and R ^{6 ′} are as defined above) may be the same or different from each other, and k, l and m are They are the same or different and are each independently a number of 0 to 6, and p, q and r each represent an average value, and they are the same or different and are each independently a number of 1 to 30. . ] (C) An acid salt of a compound represented by the following general formula (II) and /
Or a compound represented by the following general formula (III)

[0018]

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[In the formula, R ^{8 is} a linear or branched or cyclic alkyl or alkenyl group having 4 to 18 carbon atoms R ⁹ and R ¹⁰ may be the same or different and each is a hydrogen atom, a methyl group or It is an ethyl group. ]

[0020]

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[Wherein R ^{11 is} a linear or branched alkyl or alkenyl group having 4 to 18 carbon atoms R ¹² : linear or branched alkyl or alkenyl group having 1 to 18 carbon atoms R ¹³ , R ¹⁴ may be the same or different and each is a methyl group, an ethyl group or a benzyl group. X ^-: it is a counter-anion. ] The liquid pesticide composition characterized by including these.

The present invention also provides a compound represented by the above general formula (I) or an acid salt or quaternary compound (b) thereof, and an acid salt of the compound represented by the above general formula (II) and / or The present invention provides a potency enhancer composition for agricultural chemicals, which comprises a compound represented by the following general formula (III). Hereinafter, each component of the present invention will be described.

Component (a) The pesticide raw material used in the present invention is water-soluble.
Here, a water-soluble pesticidal drug substance is one whose solubility is 5% or more (25 ° C), or a drug product which is generally marketed as a liquid formulation (see Agricultural Chemicals Handbook, 1994, published by the Japan Plant Protection Association). ). In addition, the pesticide raw material refers to the active ingredient of the pesticide. Examples of the water-soluble pesticidal drug substance used in the pesticidal composition of the present invention are shown below, but the invention is not limited thereto.

As the bactericide, ambam (diammonium ethylenebisdithiocarbamate), thiabendazole (2- (4-thiazolyl) benzimidazole), iminoctadine acetate (1,1-iminodi (octamethylene) diguanidinium triacetate), Dimethymol (5-butyl-2-dimethylamino-6-methylpyrimidin-4-ol), propamocarb hydrochloride (propyl-3- (dimethylamino) propylcarbamate hydrochloride), hydroxyisoxazole (3-hydroxy-5)
-Methylisoxazole) and the like.

The herbicides include dipyridyl herbicides such as paraquat (1,1'-dimethyl-4,4'-bipyridinium dichloride) and diquat (6,7-dihydrodipyrido [1,2-a: 2 ', 1'c] pyrazinedium dibromide) and the like. Examples of the diazine-based herbicide include bentazone (3-isopropyl-2,1,3-benzo-thiadiadinone- (4) -2,2-dioxide sodium salt) and the like. Examples of benzoic acid herbicides include MDBA.
(Dimethylamine-3,6-dichloro-o-anisate),
Imazapyr (isopropylammonium = (RS) -2-
(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl) nicotinate) and the like. Examples of phenoxy herbicides include 2,4-D sodium salt (sodium 2,4-dichlorophenoxyacetate), MCP (2-methyl-4-chlorophenoxyacetic acid sodium salt), MCPP (α- (2-methyl- 4-chlorophenoxy) propionic acid potassium salt), triclopyr (3,5,6-trichloro-2-pyridyloxyacetic acid triethylamine salt) and the like. Examples of organic phosphorus herbicides include glyphosate (N- (phosphonomethyl) glycine water-soluble salt), bialaphos (sodium salt of L
2-amino-4-[(hydroxy) (methyl) = phosphinoyl] butyryl-L-alanyl-L-alanine), glufosinate (ammonium-DL-homoalanin-4-yl (methyl) phosphinate) and the like can be mentioned. Examples of the aliphatic herbicides include tetrapion (sodium 2,2,3,3-tetrafluoropropionate)
And the like.

Further, examples of the plant growth regulator include MH (hydrazide maleate), esrel (2-chloroethylphosphonic acid), UASTA, bialaphos and the like.

Herbicides are preferable as the agrochemical raw material, and among the above-mentioned herbicides, particularly organophosphorus herbicides, especially bialaphos (sodium salt of L-2-amino-).
4-[(hydroxy) (methyl) = phosphinoyl] butyryl-L-alanyl-L-alanine), glufosinate (ammonium-DL-homoalanin-4-yl (methyl) phosphinate) or glyphosate (N- (phosphonomethyl) glycine water-soluble salt ) Is preferred.

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

The concentration of the pesticidal drug substance of the pesticidal composition of the present invention varies depending on its type, but it usually contains 25 to 85 wt% of the pesticidal drug substance. Further, the pesticide active substance concentration is preferably 35 to 65% by weight.

Component (b) In the present invention, a surfactant consisting of the compound represented by the general formula (I) or its acid salt or quaternary compound is used,
This surfactant exhibits an excellent potency-enhancing effect on pesticides.
If the compound of the general formula (I) according to the present invention is of the ester type, it can be obtained, for example, by reacting triethanolamine with a fatty acid to form an ester and further adding an alkylene oxide. In addition, for example, it can be obtained by mixing an appropriate fat and oil and triethanolamine at an arbitrary ratio and adding an alkylene oxide while carrying out a transesterification reaction. In this reaction, the number of alkyl chains per amine skeleton can be adjusted by controlling the mixing ratio of oil and fat and amine.

Among the compounds represented by the general formula (I), if they are alkyl ether type compounds, for example, they are treated with ethanolamine or the like through halogenation of the hydroxyl group terminal obtained by adding alkylene oxide to alcohol such as dodecanol. It can be obtained by adding an alkylene oxide after amination.

Further, among the compounds represented by the general formula (I), if they are of the monoalkylamide ether type, for example, a part of the hydroxyl group terminal obtained by adding alkylene oxide to amino alcohol such as triisopropanolamine is used. For example, it can be obtained by carboxymethylating with sodium monochloroacetate or the like and amidating the carboxyl group with an amine such as octadecylamine. Of course, the method for producing the compound of the general formula (I) according to the present invention is not limited to these.

Examples of the acid salt of the compound represented by the general formula (I) include acid salts of inorganic acids such as hydrochloric acid, sulfuric acid and phosphoric acid, or organic acids such as acetic acid, and quaternary compounds. Examples thereof include those quaternized with methyl chloride, dimethyl sulfate, diethyl sulfate, benzyl chloride and the like.

The compound of the general formula (I) according to the present invention is a compound in which R ⁴ , R ^{4 ′} , R ⁵ , R ^{5 ′} , R ⁶ and R ^{6 ′} are all hydrogen, or R ⁴ and R ^A compound in which each of ^{4 ′} , R ⁵ , R ^{5 ′} , R ⁶ and R ^{6 ′} is a mixture of hydrogen and a methyl group is preferable. R ¹ and R ⁷ in the general formula (I) are each preferably a linear or branched alkyl group or alkenyl group having 7 to 25 carbon atoms, particularly preferably 7 to 21 carbon atoms, and p and q , R are the same or different and are preferably positive numbers of 1 to 20 on average, and more preferably positive numbers of 1 to 10.

Component (c) In the present invention, in addition to the above-mentioned components (a) and (b), or the above-mentioned component (b), an acid salt of the compound represented by the general formula (II) and / or the following. The compound represented by the general formula (III) is blended. By adding an acid salt of the compound represented by the general formula (II), it is possible to increase the concentration of the pesticide raw material. In the general formula (II), R ⁸ preferably has 6 to 6 carbon atoms.
18, particularly preferably 6 to 14 alkyl or alkenyl or cyclohexyl groups. Moreover, it is preferable that R ⁹ and R ¹⁰ are each a hydrogen atom or a methyl group. The amine compound represented by the general formula (II) is blended as an acid salt from the viewpoint of handling. The acid salt is an amine compound that is hydrochloric acid,
Those treated with an inorganic acid such as sulfuric acid, nitric acid or phosphoric acid or an organic acid such as acetic acid, alkyl phosphoric acid or polyoxyalkylene alkyl ether phosphoric acid are used.

In the above general formula (III), R ¹¹ is an alkyl group or an alkenyl group having 6 to 18 carbon atoms, and R ¹¹
Compounds in which ¹² is an alkyl group having 1 carbon atom or an alkyl group or alkenyl group having 6 to 18 carbon atoms are preferred, and further R
^A compound in which ¹³ and R ¹⁴ are each a methyl group is particularly preferable. As the counter ion X ⁻ in the general formula (III), for example,
Examples thereof include halogens such as Cl, Br and I, alkyl sulfates, fatty acids, alkyl phosphates, alkyl phosphates and polyoxyalkylene alkyl ether phosphates.

[0037]

BEST MODE FOR CARRYING OUT THE INVENTION The liquid pesticide composition of the present invention is usually obtained by dissolving the above-mentioned components (a) to (c) in water. That is, the agricultural chemical composition of the present invention is in the form of "aqueous liquid". Here, the term "aqueous liquid" means an aqueous fluid. More specifically, not only a transparent aqueous solution but also an emulsion or a cloudy one, separation and precipitation are not seen, and as long as the fluidity is maintained, "aqueous liquid" in the present invention Is included in the concept of.

The blending amount of each component in the present invention is, for example, as follows. In the present invention, the concentration of the agricultural chemical raw material of the component (a) is conventionally used in the liquid agricultural chemical composition. It is possible to make the concentration higher than that. Also, when an inorganic salt is added, the amount thereof can be made larger than in the past. -(A) component 25 to 85% by weight, preferably 35 to 65% by weight- (b) component 0.35 to 30% by weight, preferably 0.7 to 20% by weight- (c) component (b) in weight ratio (B) / (c)
= 9/1 to 1/9, preferably 8/2 to 2/8. Water balance As described above, according to the present invention, the concentration of the component (a) is higher than that of the conventional liquid pesticide composition. It is possible to Further, even when the agrochemical composition also contains a chelating agent and / or water-soluble inorganic salt, the concentration of the agrochemical,
It is possible to increase the concentration of the chelating agent and / or the water-soluble inorganic salt as compared with those of the conventional liquid pesticide composition. Even when the aqueous liquid pesticide composition of the present invention contains the pesticide and the like at such a high concentration, it is stable.
However, the concept of the aqueous liquid pesticide composition according to the present invention includes a pesticide composition having a low pesticide concentration, which can be directly applied to agricultural crops.

Further, the agrochemical efficacy enhancer composition of the present invention contains the above-mentioned components (b) and (c), and in this case also, the (b) / (c) weight ratio is (b) / (C) = 9 /
1 to 1/9 is preferable, and particularly preferably 8/2 to 2/8
In addition to the component (b) and the component (c), water or an optional component can be contained.

Further, in any of the liquid agrochemical composition or the agrochemical efficacy enhancer composition of the present invention, a surfactant other than the surfactant represented by the general formula (I) of the component (b) is used. Can be used together. As the surfactant that can be used in combination, for example, a nonionic surfactant can be used.

Examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene alkylaryl ether formaldehyde condensate, polyoxyalkylene aryl ether, polyoxyalkylene alkyl ester, polyoxyalkylene alkyl. Sorbitol ester, polyoxyalkylene sorbitan ester, polyoxyalkylene alkyl glycerol ester, polyoxyalkylene block copolymer, polyoxyalkylene block copolymer alkyl glycerol ester, polyoxyalkylene alkyl sulfonamide, polyoxyalkylene rosin ester, polyoxy Propylene block copolymer, polyoxyethylene oleyl ether, polio Sialic sharp emission alkylphenols, alkylglycosides, alkylpolyglycosides, etc. polyoxyalkylene alkyl polyglycosides, and the like a mixture of two or more of these.

When these nonionic surfactants are used in combination, the preferred combination ratio with the surfactant of general formula (I) is [surfactant of general formula (I)] / [nonionic surfactant]. = 9.1 / 0.9 to 0.9 / 9.1 (weight ratio), and more preferably 8.0 / 2.0 to 2.0 / 8.0.

Further, by adding a water-soluble inorganic salt and / or a chelating agent to the liquid pesticide composition of the present invention, the efficacy of the pesticide can be further enhanced. Examples of the water-soluble inorganic salts include ammonium sulfate, ammonium nitrate, ammonium phosphate, ammonium thiocyanate, ammonium chloride, ammonium sulfamate, and other inorganic ammonium salts, potassium hydrogen phosphate, sodium hydrogen phosphate, sodium carbonate, and the like. Preferred is an inorganic ammonium salt. The water-soluble inorganic salt is contained in the composition in an amount of 2 to 25% by weight, preferably 5 to 20% by weight. As described above, the pesticide composition of the present invention is stable even when the chelating agent and / or the water-soluble inorganic salt is blended at a higher concentration than ever before.

It is also possible to add water-soluble inorganic salts and / or chelating agents to the agrochemical efficacy enhancer composition of the present invention. In this case, the water-soluble inorganic salt and / or the chelating agent is compounded in the agrochemical efficacy enhancer composition in an amount of 2 to 40% by weight, preferably 5 to 30% by weight. Each of the component (b), the water-soluble inorganic salt and the chelating agent can enhance the efficacy of the pesticide. Component (c) is a water-soluble pesticide (a), (b) component,
It contributes to improving the stability of the system in which any water-soluble inorganic salt and chelating agent are present.

The chelating agent used in the present invention is not particularly limited as long as it has the ability to chelate metal ions. Examples of the chelate used in the present invention include:
Aminopolycarboxylic acid type chelating agent, aromatic and aliphatic carboxylic acid type chelating agent, amino acid type chelating agent, ether polycarboxylic acid type chelating agent, iminodimethylphosphonic acid (IDP), alkyldiphosphonic acid (ADPA)
Examples thereof include phosphonic acid-based chelating agents, hydroxycarboxylic acid-based chelating agents, phosphoric acid-based chelating agents, polymer electrolyte (including oligomer electrolyte) -based chelating agents, and dimethylglyoxime (DG). These chelating agents are sodium salts,
It may be in the form of a salt such as a potassium salt or an ammonium salt. Alternatively, they may be in the form of their hydrolyzable ester derivatives. The chelating agent is blended in a proportion of 0.05 to 15 times moles based on 1 mole of the total amount of the compound represented by the general formula (I) in the agrochemical composition.

Specific examples of the aminopolycarboxylic acid type chelating agent include a) a compound represented by the chemical formula RNY ₂ , b) a compound represented by the chemical formula NY ₃ , and c) a chemical formula R-NY-CH ₂ CH _2-. A compound represented by NY-R, d) a compound represented by the chemical formula R-NY-CH ₂ CH ₂ -NY ₂ , e) a compound represented by the chemical formula Y ₂ N-R'-NY ₂ ,
And f) a compound similar to the compound of e), containing 4 or more Y, such as the formula:

[0047]

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Examples include compounds represented by:

In the above formula, Y is --CH ₂ COOH or --C
H ₂ CH ₂ COOH, R represents a group that constitutes a known chelating agent of this type, such as a hydrogen atom, an alkyl group, a hydroxyl group, and a hydroxyalkyl group, and R ′ represents this type of an alkylene group or a cycloalkylene group. Represents a group constituting a known chelating agent of.

A typical example of the aminopolycarboxylic acid type chelating agent is ethylenediaminetetraacetic acid (EDT).
A), cyclohexanediaminetetraacetic acid (CDT
A), nitrilotriacetic acid (NTA), iminodiacetic acid (I
DA), N- (2-hydroxyethyl) iminodiacetic acid (HIMDA), diethylenetriaminepentaacetic acid (D
TPA), N- (2-hydroxyethyl) ethylenediamine triacetic acid (EDTA-OH) and glycol ether diamine tetraacetic acid (GEDTA), and salts thereof.

Examples of the aromatic and aliphatic carboxylic acid type chelating agents used in the present invention include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, itaconic acid, aconitic acid, pyruvic acid, salicylic acid, Examples thereof include acetylsalicylic acid, hydroxybenzoic acid, aminobenzoic acid (including anthranilic acid), phthalic acid, trimellitic acid and gallic acid, and salts thereof, methyl esters and ethyl esters. Examples of the amino acid 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 diglycolic acid,
Examples include compounds represented by the following formulas, analogs thereof and salts thereof (eg sodium salts):

[0053]

[Chemical formula 26]

In the formula, Y ¹ is a hydrogen atom, —CH ₂ COOH
Or represents -COOH, Z ¹ is a hydrogen atom, -CH ₂ C
OOH or

[0055]

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Represents

Examples of the hydroxycarboxylic acid chelating agent used in the present invention include malic acid, citric acid, glycolic acid, gluconic acid, heptonic acid, tartaric acid, lactic acid and salts thereof.

Examples of the phosphoric acid type chelating agent used in the present invention include orthophosphoric acid, pyrophosphoric acid, triphosphoric acid and polyphosphoric acid.

Examples of the polyelectrolyte (including oligomer electrolyte) type chelating agent used in the present invention include acrylic acid polymers, maleic anhydride polymers, α-hydroxyacrylic acid polymers, itaconic acid polymers, Examples thereof include copolymers composed of two or more kinds of constituent monomers of these polymers and epoxysuccinic acid polymers.

In addition, in the present invention, ascorbic acid, thioglycolic acid, phytic acid, glyoxylic acid and glyoxalic acid, and salts thereof can be preferably used as the chelating agent.

Further, a pH adjusting agent and a thickening agent may be added to the formulation of the agricultural chemical composition of the present invention, if necessary, within a range that does not impair the stability.

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

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

In the present invention, the component (b) is preferably a quaternary compound of the compound represented by the general formula (I). When the agrochemical composition of the present invention does not contain a chelating agent or a water-soluble inorganic salt, as the component (c), an acid salt of the compound represented by the general formula (II) is preferable, and a chelating agent or a water-soluble compound is used. When containing an inorganic salt, the compound represented by the general formula (III) is preferable as the component (c).

[0065]

INDUSTRIAL APPLICABILITY According to the present invention, a liquid pesticide composition having excellent solution stability, particularly solution stability against temperature change, can be obtained even when a pesticide raw material is blended at a high concentration. Also,
According to the present invention, a stable liquid pesticide composition can be obtained without salting out even when a large amount of the pesticide raw material is mixed and an inorganic salt and / or a chelating agent is mixed.

Further, according to the present invention, a potency enhancer for agricultural chemicals, which is excellent in its own solution stability, particularly in solution stability against temperature change, and also in solution stability when a pesticidal drug substance is blended at a high concentration. A composition is obtained.

[0067]

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

Example 1 Glyphosate acid (N-phosphonomethylglycine) was synthesized by a known method, and neutralized with isopropylamine or ammonia to convert it into a water-soluble salt. I got salt. These glyphosate salts and commercially available glufosinate monoammonium salts are shown in Table 1 (b).
Various liquid herbicidal compositions having the compositions shown in Tables 2 to 4 were prepared using the component and the component (c). Each liquid herbicidal composition was subjected to a composition state (state at room temperature immediately after preparation) and a stability test. The results are shown in Tables 2-4. In the stability test, after storage at −5 ° C. and 60 ° C. for 7 days, each was visually observed, and those without phase separation, precipitation, and crystal precipitation were made stable.

[0069]

[Table 1]

[0070]

[Table 2]

[0071]

[Table 3]

[0072]

[Table 4]

In the table, EO is an abbreviation for ethylene oxide and POE is an abbreviation for polyoxyethylene, and the number in parentheses means the average number of moles of ethylene oxide added. In addition, all the comparative products were separated into two phases (phase separation), so that the stability test could not be performed. As shown in Tables 2 to 4, it can be seen that the liquid herbicidal composition of the present invention is very stable with time with respect to the temperature change as compared with the comparative product.

Further, weeding tests were carried out using the products of the present invention shown in Tables 2-4. The weeding test starts with the wagner pot (diameter
15 cm) were used to grow Crabgrass and Cabbage by a well-known method, and uniform plants were selected. Glyphosate herbicides (commercially available) or glufosinate herbicides (commercially available) and the respective compositions of the present invention using the pot plants are sprayed on the plants by adjusting the concentration of the herbicidal effective component, and the herbicides are removed. A comparative test of effects was conducted. As a result, all of the products of the present invention showed a herbicidal effect equal to or higher than that of commercially available herbicides.

Example 2 Using the components (b) and (c) shown in Table 5, the efficacy enhancer composition for agricultural chemicals shown in Table 5 was prepared. For each of the prepared agrochemical potency enhancer compositions, the state of the composition at room temperature immediately after preparation was visually observed. As a result, all of the agricultural chemical potency enhancer compositions 13 to 16 were transparent in a one-liquid state immediately after preparation and had good stability. In addition, in Table 5, it is shown as "state of composition".

Next, the efficacy enhancer compositions 13 to 16 for agricultural chemicals
Was used to carry out stability tests. The stability test was carried out by storing the composition in a thermostatic chamber at -5 ° C or 60 ° C for 7 days, removing it from the thermostatic chamber, and visually observing the state of the composition. Those in which neither phase separation, occurrence of precipitation nor precipitation of crystals occurred were evaluated as "stable". The results are shown in Table 5.

[0077]

[Table 5]

As shown in Table 5, it can be seen that the efficacy enhancer composition for agricultural chemicals of the present invention has excellent liquid stability after preparation and also excellent storage stability at high and low temperatures.

Next, various liquid agricultural chemical compositions were prepared by blending the agricultural chemical potency enhancer composition of the present invention shown in Table 5 together with a water-soluble agricultural chemical raw material in the following manner. Formulation Example 1 Glyphosate diammonium salt 42 parts by weight Agrochemical potency enhancer composition 13 (product of the present invention) 10 parts by weight Water 48 parts by weight Formulation example 2 Glyphosate diammonium salt 36 parts by weight Agrochemical potency enhancer composition 14 (Invention product) 27 parts by weight Water 37 parts by weight Formulation example 3 Glyphosate monoisopropylamine salt 54 parts by weight Agricultural chemical efficacy enhancer composition 15 (invention product) 13 parts by weight Water 33 parts by weight Formulation example 4 Glyphosinate mono Ammonium salt 43 parts by weight Agrochemical efficacy enhancer composition 16 (product of the present invention) 27 parts by weight Water 30 parts by weight All of the agricultural chemical compositions of Formulation Examples 1 to 4 were transparent in a one-liquid state immediately after preparation. Further, these compositions were subjected to the same stability test as described above. As a result, it was found that in all the compositions, neither phase separation, precipitation nor crystal precipitation occurred, and the stability was excellent.

Front page continued (72) Inventor Yuichi Hioki, 1334 Minato Minato, Wakayama City, Wakayama Prefecture Kao Corporation Research Lab (72) Inventor Keiichiro Tomioka, 1334 Minato Minato, Wakayama City, Wakayama Lab.

Claims (8)

[Claims] 1. A raw material for water-soluble pesticide (b) A compound represented by the following general formula (I) or an acid salt or quaternary compound thereof: [Wherein R ¹ , R ² and R ³ are the same or different and are each independently a hydrogen atom, a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms, and the formula: (In the formula, R ⁷ represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms) or a group represented by the formula: (In the formula, R ^a represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms, and R ^b represents a hydrogen atom or a linear or branched alkyl or alkenyl group having 1 to 30 carbon atoms. , N is a number of 1 to 6), provided that at least one of R ¹ , R ² and R ³ is not a hydrogen atom, and R ⁴ and R ^{4 ′} are both Is a hydrogen atom, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that
Multiple formulas: (In the formula, R ⁴ and R ^{4 ′} are as defined above), the groups may be the same or different, and R ⁵ and R ^{5 ′} are both A hydrogen atom, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that
Multiple formulas: (In the formula, R ⁵ and R ^{5 ′} are as defined above), the groups may be the same or different, and R ⁶ and R ^{6 ′} are both A hydrogen atom, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that
Multiple formulas: The groups represented by (in the formula, R ⁶ and R ^{6 ′} are as defined above) may be the same or different, and k, l and m are the same or different from each other. Differently, each independently, a number of 0 to 6, and p, q, and r each represent an average value, and are the same or different and independently of each other, a number of 1 to 30. ] (C) An acid salt of a compound represented by the following general formula (II) and /
Alternatively, a compound represented by the following general formula (III): [In the formula, R ^{8 is} a linear or branched or cyclic alkyl or alkenyl group having 4 to 18 carbon atoms R ⁹ and R ¹⁰ may be the same or different and each is a hydrogen atom, a methyl group or an ethyl group. is there. ] [Chemical 8] [Wherein R ^{11 is} a linear or branched alkyl group or alkenyl group having 4 to 18 carbon atoms R ¹² : linear or branched alkyl group or alkenyl group having 1 to 18 carbon atoms R ¹³ , R ¹⁴ : They may be the same or different and each is a methyl group, an ethyl group or a benzyl group. X ^-: it is a counter-anion. ] The liquid agricultural chemical composition characterized by including these. 2. The liquid pesticide composition according to claim 1, further comprising a chelating agent and / or a water-soluble inorganic salt. 3. The liquid agricultural chemical composition according to claim 1, wherein the component (c) is a compound represented by the general formula (III). 4. The liquid pesticide composition according to claim 1, wherein the weight ratio of the component (b) and the component (c) is (b) / (c) = 9/1 to 1/9. Stuff. 5. The liquid pesticide composition according to claim 1, wherein the pesticide raw material is selected from active ingredients of herbicides. 6. (b) A compound represented by the following general formula (I) or an acid salt or quaternary compound thereof: [In the formula, R ¹ , R ² and R ³ are the same or different and are each independently a hydrogen atom, a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms, and the formula: (In the formula, R ⁷ represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms) or a group represented by the formula: (In the formula, R ^a represents a linear or branched alkyl or alkenyl group having 5 to 29 carbon atoms, and R ^b represents a hydrogen atom or a linear or branched alkyl or alkenyl group having 1 to 30 carbon atoms. , N is a number of 1 to 6), provided that at least one of R ¹ , R ² and R ³ is not a hydrogen atom, and R ⁴ and R ^{4 ′} are both Is a hydrogen atom, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that
Multiple formulas: (In the formula, R ⁴ and R ^{4 ′} are as defined above), the groups may be the same or different, and R ⁵ and R ^{5 ′} are both A hydrogen atom, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that
Multiple formulas: (In the formula, R ⁵ and R ^{5 ′} are as defined above), the groups may be the same or different, and R ⁶ and R ^{6 ′} are both A hydrogen atom, or one is a hydrogen atom and the other is a methyl group or an ethyl group, provided that
Multiple formulas: The groups represented by (in the formula, R ⁶ and R ^{6 ′} are as defined above) may be the same or different, and k, l and m are the same or different from each other. Differently, each independently, a number of 0 to 6, and p, q, and r each represent an average value, and are the same or different and independently of each other, a number of 1 to 30. ] (C) An acid salt of a compound represented by the following general formula (II) and /
Alternatively, a compound represented by the following general formula (III): [In the formula, R ^{8 is} a linear or branched or cyclic alkyl or alkenyl group having 4 to 18 carbon atoms R ⁹ and R ¹⁰ may be the same or different and each is a hydrogen atom, a methyl group or an ethyl group. is there. ] [Chemical 16] [Wherein R ^{11 is} a linear or branched alkyl group or alkenyl group having 4 to 18 carbon atoms R ¹² : linear or branched alkyl group or alkenyl group having 1 to 18 carbon atoms R ¹³ , R ¹⁴ : They may be the same or different and each is a methyl group, an ethyl group or a benzyl group. X ^-: it is a counter-anion. ] A pesticidal efficacy enhancer composition comprising: 7. The agrochemical efficacy enhancer composition according to claim 6, wherein the component (c) is a compound represented by the general formula (III). 8. The weight ratio of the component (b) to the component (c) is (b) / (c) = 9/1 to 1/9.
The efficacy enhancer composition for agricultural chemicals described.