JP6375075B1 - Method for producing particle growth inhibitor for aqueous suspension pesticide preparation, aqueous suspension pesticide composition, and particle growth inhibitor for aqueous suspension pesticide preparation - Google Patents

Abstract

The present invention relates to an aqueous suspension pesticide composition, which suppresses the particle growth over time of the pesticide active ingredient and imparts excellent storage stability, and an aqueous suspension prepared using the same. A suspended agrochemical composition is provided. In the particle growth inhibitor for an aqueous suspension agricultural chemical preparation, the alkyl group of the alkylnaphthalene sulfonate formalin condensate is a butyl group, and the alkyl naphthalene sulfonate formalin condensate is 0.6 mol. Butyl naphthalene sulfonate of greater than 1.0 equivalent and less than or equal to 1.0 molar equivalent, naphthalene sulfonate of less than 0.4 molar equivalent and greater than or equal to 0 molar equivalent, and formaldehyde greater than or equal to 0.6 molar equivalent and less than 1.0 molar equivalent, A formalin condensate of alkyl naphthalene sulfonate having a mass average molecular weight of ˜3000 is contained. [Selection figure] None

Description

  The present invention relates to a particle growth inhibitor for aqueous suspension pesticide formulations, an aqueous suspension pesticide composition using the same, and a method for producing a particle growth inhibitor for aqueous suspension pesticide formulations.

Conventionally, the main dosage forms of agricultural chemicals include emulsions, powders, wettable powders and the like. However, from the viewpoint of the safety of the agrochemical environment and the human body, there is a shift to aqueous suspension pesticide formulations, emulsion formulations, and granule wettable powders. Aqueous suspension pesticide formulation is a liquid formulation in which a water-insoluble solid substance is dispersed in water, and since it is water-based, there is less exposure to workers, and less dusting compared to powders, which is harmful to the human body and the environment. It is a highly safe formulation. Moreover, since it is a water-based preparation, the danger of ignition can be avoided.
On the other hand, since the aqueous suspension pesticide preparation is a preparation in which the pesticide active ingredient is dispersed and suspended in water with a surfactant and a thickener, the pesticide active ingredient settles and separates due to long-term storage and temperature change, In some cases, a solidified layer that is difficult to redisperse is formed, or particles of the agrochemical raw material grow to cause a significant decrease in the effect. In order to suppress particle growth of the pesticide active ingredient, polyoxyalkylene styryl phenyl ether sulfate / sodium dioctyl sulfosuccinate / crystalline cellulose and urea as essential components (for example, see Patent Document 1), low melting point pesticide Containing lignin sulfonic acid metal salt and sucrose fatty acid ester as essential components with respect to the active ingredient (for example, Patent Document 2), sulfonylurea pesticidal active ingredient with carboxymethyl cellulose salt / lignin sulfonate / surfactant The thing (for example, patent document 3) etc. which contain is proposed.

JP 2010-163401 A Japanese Patent Laying-Open No. 2015-40191 JP 2008-69142 A

  The problem to be solved by the present invention relates to an aqueous suspension pesticide composition, and further suppresses the particle growth over time of the pesticide active ingredient and provides particle storage for an aqueous suspension pesticide formulation that provides better storage stability. The present invention provides an inhibitor and an aqueous suspension pesticide composition prepared using the same.

  Therefore, the present inventors have studied to solve the above problems, and as a result, a particle growth inhibitor for aqueous suspension pesticide formulations containing an alkylnaphthalenesulfonate formalin condensate having a specific alkyl group is suitable. I found.

  That is, the present invention provides a particle growth inhibitor for aqueous suspension pesticide preparations (hereinafter sometimes abbreviated as “particle growth inhibitor”) characterized by containing the following alkylnaphthalenesulfonate formalin condensate. Related.

Alkyl naphthalene sulfonate formalin condensate:
The alkyl group of the alkyl naphthalene sulfonate formalin condensate is a butyl group, and the alkyl naphthalene sulfonate formalin condensate is butyl naphthalene sulfonate more than 0.6 molar equivalents and 1.0 molar equivalents or less. Formalin condensate of butyl naphthalene sulfonate having a sulfonic acid salt of less than 0.4 molar equivalent, 0 molar equivalent or more, formaldehyde of 0.6 molar equivalent or more and less than 1.0 molar equivalent, and having a mass average molecular weight of 500 to 3000 .

  The mass average molecular weight of the alkyl naphthalene sulfonate formalin condensate can be calculated by the SEC method (Size Exclusion Chromatography).

  The butyl group of the alkyl group of the alkyl naphthalene sulfonate formalin condensate may be linear or branched.

  Examples of the salt of the alkyl naphthalene sulfonate formalin condensate include sodium salt, potassium salt, lithium salt, ammonium salt, tetramethylammonium salt, tetrabutylammonium salt, monoethylamine salt, diethylamine salt, triethylamine salt, mono Ethanolamine salts, diethanolamine salts, and triethanolamine salts are preferable, and sodium salts and potassium salts are preferable.

  In this invention, it is preferable that the mass average molecular weights of the formalin condensate of the said alkyl naphthalene sulfonate shall be 1000-2200.

  In the present invention, the alkyl naphthalene sulfonate formalin condensate is butyl naphthalene sulfonate 0.7 mole equivalent to 0.9 mole equivalent, naphthalene sulfonate 0.1 mole equivalent to 0.3 mole equivalent. And an alkylnaphthalene sulfonate formalin condensate comprising formaldehyde in an amount of 0.6 to 0.9 molar equivalents.

  Moreover, in this invention, the ratio of the said alkyl naphthalene sulfonate formalin condensate and the by-product produced | generated in the manufacturing process is this alkyl naphthalene sulfonate formalin condensate / by-product = 40 / 60-60. / 40 (mass ratio) is preferable.

  Examples of the by-products include sodium sulfate, naphthalene sulfonate formalin condensate, naphthalene sulfonate, alkyl sulfate ester salts, and the like.

  The present invention may be an aqueous suspension pesticide composition (hereinafter also referred to as “agrochemical composition”) containing the particle growth inhibitor for an aqueous suspension pesticide formulation described above and the pesticide active ingredient.

  The agrochemical composition of the present invention preferably contains the particle growth inhibitor for an aqueous suspension agricultural chemical formulation / the agrochemical raw material in a ratio of 5/95 to 45/55 (mass ratio).

  The agrochemical base used in the agrochemical composition of the present invention is preferably a water-insoluble solid base. The water solubility is preferably 100 ppm or less at 20 ° C., and more preferably 80 ppm or less. Moreover, as for this agrochemical raw material, well-known various herbicides, insecticides, fungicides etc. are mentioned, You may use together 1 type, or 2 or more types among them.

  Examples of the herbicide include cimetrine, phentolazamide, oxadiazone, pendimethalin, amethrin, etofumesate, metazachlor, napropamide, oxyfluorfen, quizalofop-p-ethyl, bromobutide and the like.

  Examples of the insecticide include esfenvalerate, tolfenpyrad, acrinathrin, bifenthrin, alpha-cypermethrin, beta-cypermethrin, indoxacarb, furthiocarb, and the like.

  Examples of the bactericides include difenoconazole, phenoxanyl, flusilazole, ipconazole, microbutanyl, triclophosmethyl, trifloxystrobin, azoxystrobin, and pyraclostrobin.

  The agricultural chemical composition of the present invention may contain auxiliary agents such as a wetting agent, a thickening agent, an antifoaming agent, and an antifreezing agent as necessary.

  Examples of the wetting agent include surfactants such as alkylbenzene sulfonate, dialkylsulfosuccinic acid sodium salt, alkylnaphthalene sulfonate, alkyl sulfate ester salt, and polyoxyethylene alkyl ether.

  Examples of the thickener include (1) natural gums such as xanthan gum, guar gum and gum arabic, (2) cellulose derivatives such as carboxymethylcellulose, hydroxyethylcellulose, carboxyethylcellulose, methylcellulose, hydroxypropylcellulose and hydroxyethylcellulose; ) Polyvinyl alcohol, polyacrylic acid and its derivatives, water-soluble synthetic polymers such as polyvinyl pyrrolidone, and (4) inorganic minerals such as montmorillonite, hectorite and smectite.

  Examples of the antifoaming agent include silicone, polyoxyethylene / polyoxypropylene copolymer, and acetylene glycol.

  Examples of the antifreezing agent include ethylene glycol, diethylene glycol, propylene glycol, glycerin and the like.

  The agrochemical composition of the present invention can be prepared by a known method. For example, the raw material of the agricultural chemical is previously finely pulverized with a dry pulverizer such as Jet-O-Mizer, and water, an alkylnaphthalene sulfonate formalin condensate, and other anti-foaming agents such as an antifoaming agent if necessary. It can be prepared by mixing, mixing and pulverizing the mixed solution with a wet pulverizer such as a sand grinder, and further adding an antifreezing agent, a thickener and the like. As a wet grinder, in addition to a sand grinder, a dyno mill, a visco mill, a glen mill, or the like can be used.

This invention is good also as a manufacturing method of the said particle growth inhibitor for aqueous suspension pesticides. The manufacturing method of this invention is a manufacturing method of the said particle growth inhibitor for aqueous suspension agricultural chemicals, Comprising: It is a manufacturing method which passes the following processes 1-3.
Step 1: A step of sulfonating a mixture of naphthalene with 1.0 molar equivalent and butyl alcohol with a molar ratio of more than 0.6 molar equivalent to 1.0 molar equivalent using concentrated sulfuric acid.
Step 2: A step of co-condensing the sulfonated reaction product obtained in Step 1 with formaldehyde in an amount of 0.6 molar equivalent or more and less than 1.0 molar equivalent.
Process 3: The process of drying and pulverizing, after neutralizing the cocondensate obtained at the process 2 with the alkali.

  In Step 1, it is suggested that naphthalene and butyl alcohol react in concentrated sulfuric acid to obtain a sulfonated product of the reaction product containing its by-products. The molar equivalent of butyl alcohol is more preferably 0.7 to 0.9 molar equivalent. The reaction temperature is preferably 85 to 100 ° C., and the reaction time is preferably 2 to 5 hours. The concentrated sulfuric acid used for the reaction is preferably 2.5 to 4.0 molar equivalents. Examples of the by-products obtained include sodium sulfate, naphthalene sulfonate formalin condensate, naphthalene sulfonate, alkyl sulfate ester salt, butyl sulfate ester and the like. When moving from step 1 to step 2, it is preferable not to remove unreacted sulfuric acid containing the by-product.

  In step 2, formaldehyde is co-condensed with the sulfonated reaction product obtained in step 1 at a temperature of 85 to 100 ° C. It is more preferable that formaldehyde is 0.6 molar equivalent or more and 0.9 molar equivalent. The co-condensation temperature is preferably 85 to 95 ° C.

  Examples of the alkali used for neutralization in Step 3 include sodium hydroxide. After neutralizing with alkali, it is preferable not to separate the produced salt cake. Examples of the method for drying and pulverizing include spray drying.

  In the production method of the present invention, the ratio of the alkyl naphthalene sulfonate formalin condensate to the by-product produced in the production process of the alkyl naphthalene sulfonate formalin condensate in Steps 1 to 3 is It is preferable that it is naphthalenesulfonate formalin condensate / by-product = 40-60 / 60-40 (mass ratio).

  The particle growth inhibitor and the agrochemical composition using the same according to the present invention described above suppress the particle growth over time of the pesticide raw material and impart excellent storage stability.

  Hereinafter, in order to make the configuration and effects of the present invention more specific, examples and the like will be described. However, the present invention is not limited to these examples. In the following Examples and Comparative Examples, “part” means “part by mass” and “%” means “% by mass”.

Test category 1 (production of particle growth inhibitor):
The particle growth inhibitor used in Examples and Comparative Examples was produced by the following production method, and the mass average molecular weight was measured by the SEC method. The contents are summarized in Table 1.

(Synthesis of P-1):
A flask was charged with 128.0 g (1 mol) of naphthalene and 59.2 g (0.8 mol) of n-butyl alcohol. While the flask was cooled in a water bath, 300.0 g (3 mol) of concentrated sulfuric acid was added dropwise over 90 minutes with stirring. After switching to a heater and raising the temperature to 85 ° C., the temperature was maintained at 85 to 95 ° C. and reacted for 3 hours. After completion of the reaction, while maintaining the temperature at 85 to 95 ° C., 56.8 g (0.7 mol) of 37% formalin was dropped over 1 hour, reacted at the same temperature for 3 hours, diluted with 370 g of distilled water, An aqueous solution of reaction intermediate X was obtained.
A beaker was charged with 680.0 g (5.1 mol) of a 30% aqueous NaOH solution. While cooling the beaker in an ice bath, an aqueous solution of reaction intermediate X was added dropwise with stirring. An aqueous solution of reaction intermediate X was added until the pH reached 7.2 to obtain an aqueous solution of reactant Y.
An aqueous solution of the reactant Y was charged into a spray dryer, and water was volatilized and dried at a drying temperature of 110 to 130 ° C. to obtain powdery P-1.

(Measurement of mass average molecular weight of P-1):
P-1 was diluted with an eluent (sodium acetate trihydrate / water / acetonitrile = 45.1 / 4288.9 / 2340) to a solid content of 0.5% by mass, and filtered. The obtained filtrate was subjected to column (TSO-Gel manufactured by Tosoh Corporation) under the conditions of a detection temperature of 40 ° C. and a flow rate of 0.8 ml / min using a liquid-feeding unit LC-10AT manufactured by Shimadzu Corporation and a suggested refractive index detector RID-6A. SWXL-guardcolumn, G4000SWXL, G3000SWXL, G2000SWXL 4-connected column). Using a calibration curve of polyethylene glycol and polyethylene oxide having a known molecular weight, the mass average molecular weight was calculated from the detected peak value.

  Similarly, particle growth inhibitors (P-2) to (P-8), (RP-1) to (RP-7), and (RP-9) were synthesized, and the mass average molecular weight was measured. Only (RP-8) was synthesized at a formalin condensation temperature of 120 to 135 ° C.

Test Category 2 (Manufacture of aqueous suspension pesticide composition):
Using the particle growth inhibitor produced in Test Category 1, an aqueous suspension pesticide composition was produced by the following production method, and the contents are summarized in Table 2.

[Example 1]
20 parts of indoxacarb (A-1) as an agrochemical base, 3 parts of butylnaphthalenesulfonate formalin condensate (P-1) as a particle growth inhibitor, and alkylnaphthalenesulfonate (manufactured by Takemoto Yushi Co., Ltd.) as a wetting agent Brand name Newkalgen BX-C) 0.5 part, 10 parts of 1% aqueous solution of xanthan gum as a thickener, 0.1 part of a silicone emulsion (KM-73 manufactured by Shin-Etsu Silicone) as a defoamer and 66.4 city water After mixing the parts, wet pulverization was performed using a sand grinder to prepare the aqueous suspended agricultural chemical composition of Example 1. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it becomes 13 mass parts of particle growth inhibitors and 87 mass parts of agrochemical raw materials.

[Example 2]
30 parts of indoxacarb (A-1) as active ingredient of agricultural chemicals, 4 parts of butylnaphthalenesulfonate formalin condensate (P-2) as particle growth inhibitor, alkylnaphthalenesulfonate (made by Takemoto Yushi Co., Ltd.) as a wetting agent 1 part of a brand name Newkalgen BX-C), 10 parts of a 1% aqueous solution of xanthan gum as a thickener, 0.1 part of a silicone emulsion (KM-73 manufactured by Shin-Etsu Silicone) and 54.9 parts of city water as an antifoaming agent. After mixing, wet pulverization was performed using a sand grinder to prepare the aqueous suspended agricultural chemical composition of Example 2. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it will be 12 mass parts of particle growth inhibitors, and 88 mass parts of agrochemical raw materials.

[Example 3]
Bromobutide (A-2) 5 parts as an agrochemical base, Butanaphthalenesulfonate formalin condensate (P-3) 3.5 parts as a particle growth inhibitor, Alkylnaphthalenesulfonate (manufactured by Takemoto Yushi Co., Ltd.) as a wetting agent After mixing 0.5 part of a brand name New Calgen BX-C), 0.1 part of a silicone emulsion (KM-73 manufactured by Shin-Etsu Silicone Co., Ltd.) and 80.9 parts of city water as an antifoaming agent, a sand grinder was used. Wet milled to prepare a suspension. Separately, a solution was prepared by uniformly dispersing 98 parts of city water with 2 parts of a montmorillonite thickener (trade name Kunipia-G, manufactured by Kunimine Kogyo Co., Ltd.) as a thickener. A uniform aqueous suspension pesticide composition of Example 3 was prepared by mixing with the suspension. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it becomes 41 mass parts of particle growth inhibitors, and 59 mass parts of agrochemical raw materials.

[Example 4]
Bromobutide (A-2) 50 parts as an agrochemical base, Butyl naphthalene sulfonate formalin condensate (P-4) 5 parts as a particle growth inhibitor, Alkylbenzene sulfonate as a wetting agent (trade name New from Takemoto Yushi Co., Ltd.) After mixing 2 parts of Calgen SX-C), 10 parts of a 1% aqueous solution of xanthan gum as a thickener, 0.1 part of a silicone emulsion (KS-66 manufactured by Shin-Etsu Silicone) and 32.9 parts of city water as an antifoaming agent. Then, wet pulverization was performed using a sand grinder to prepare an aqueous suspension agricultural chemical composition of Example 4. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it will be 9 mass parts of particle growth inhibitors, and 91 mass parts of agrochemical raw materials.

[Example 5]
30 parts of azoxystrobin (A-3) as an agrochemical base, 7.5 parts of butylnaphthalenesulfonate formalin condensate (P-5) as a particle growth inhibitor, alkyl sulfate metal salt (Takemoto Yushi Co., Ltd.) as a wetting agent 1 part of a product name, New Calgen LX-C), 10 parts of a 1% aqueous solution of xanthan gum as a thickener, 0.1 part of a silicone emulsion (KM-73 manufactured by Shin-Etsu Silicone) as a defoamer and 51.4 of city water After mixing the parts, wet pulverization was performed using a sand grinder to prepare the aqueous suspended agricultural chemical composition of Example 5. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it will be 20 mass parts of particle growth inhibitors and 80 mass parts of agrochemical raw materials.

[Example 6]
20 parts of azoxystrobin (A-3) as a raw material for agricultural chemicals, 4 parts of butylnaphthalenesulfonate formalin condensate (P-6) as a particle growth inhibitor, alkyl sulfate metal salt (manufactured by Takemoto Yushi Co., Ltd.) as a wetting agent An aqueous suspension pesticide composition of Example 6 was prepared in the same manner as in Example 4 except that the product name was New Calgen LX-C) 1 part and city water 64.9 parts. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it will be 17 mass parts of particle growth inhibitors, and 83 mass parts of agrochemical raw materials.

[Example 7]
Indoxacarb (A-1) 20 parts as an agrochemical base, and butylnaphthalenesulfonate formalin condensate (P-7) 3 parts as a particle growth inhibitor, and in the same manner as in Example 1 below, An aqueous suspension pesticide composition was prepared. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it becomes 13 mass parts of particle growth inhibitors and 87 mass parts of agrochemical raw materials.

[Example 8]
The pesticidal active ingredient is 5 parts bromobutide (A-2) and the particle growth inhibitor is 3.5 parts butylnaphthalenesulfonate formalin condensate (P-8). An aqueous suspension pesticide composition was prepared. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it becomes 41 mass parts of particle growth inhibitors, and 59 mass parts of agrochemical raw materials.

[Example 9]
30 parts of azoxystrobin (A-3) as an agrochemical base, 7.5 parts of butylnaphthalene sulfonate formalin condensate (P-8) as a particle growth inhibitor, and the same as in Example 5 below. The aqueous suspension pesticide composition of Example 9 was prepared. In the ratio with respect to the sum total of a particle growth inhibitor and an agrochemical raw material, it will be 20 mass parts of particle growth inhibitors and 80 mass parts of agrochemical raw materials.

[Comparative Examples 1-2, 4-11, 13]
In the same manner as in Example 1, the aqueous suspension agricultural chemical compositions of Comparative Examples 1-2, 4-11, and 13 were prepared. The components used in each example are summarized in Table 2.

[Comparative Examples 3 and 12]
In the same manner as in Example 3, aqueous suspension pesticide compositions of Comparative Examples 3 and 12 were prepared. The components used in each example are summarized in Table 2.

Test category 3 (evaluation of particle growth rate):
Using the aqueous suspension pesticide composition produced in Test Category 2, the median diameter is measured with a laser diffraction / scattering particle size distribution analyzer LA-920 (manufactured by Horiba), and the particle growth rate is evaluated according to the following criteria. The contents are summarized in Table 2. The particle size (54 ° C. × 2 weeks) in the following formula means the particle size after standing for 2 weeks under the condition of 54 ° C.
Particle growth rate:
Evaluation criteria:
A: Particle growth rate of 0 or more and less than 26% B: Particle growth rate of 26% or more and less than 51% X: Particle growth rate of 51% or more

In Table 2, the meaning of each symbol is as follows.
P-1 to P-8, RP-1 to RP-9: Particle growth inhibitor A-1 produced in Test Category 1: Indoxacarb (water solubility: 0.0136 ppm)
A-2: Bromobutide (water solubility: 3.54 ppm)
A-3: Azoxystrobin (water solubility: 6 ppm)
CP-1: Naphthalenesulfonate formalin condensate by Takemoto Yushi Co., Ltd., mass average molecular weight: 22872
CP-2: Naphthalenesulfonate formalin condensate from Daiichi Kogyo Seiyaku Co., Ltd., mass average molecular weight: 6544
CP-3: methyl naphthalene sulfonate formalin condensate manufactured by Kao Corporation, mass average molecular weight: 4807
CP-4: butyl naphthalenesulfonate formalin condensate manufactured by Kao Corporation, mass average molecular weight: 8976

  As is clear from the results in Tables 1 and 2 above, according to the present invention, the aqueous suspension pesticide composition suppresses the particle growth over time of the pesticide active ingredient and imparts excellent storage stability. An aqueous suspension pesticide particle growth inhibitor and an aqueous suspension agrochemical composition prepared using the same can be provided.

Claims (8)

A particle growth inhibitor for aqueous suspension pesticide formulations, comprising the following butyl naphthalene sulfonate formalin condensate in an aqueous suspension agrochemical formulation.
Butyl naphthalene sulfonate formalin condensate:
Butyl naphthalene sulfonate is more than 0.6 mole equivalent and 1.0 mole equivalent or less, naphthalene sulfonate is less than 0.4 mole equivalent, 0 mole equivalent or more, and formaldehyde is 0.6 mole equivalent or more and less than 1.0 mole equivalent. A formalin condensate of butyl naphthalene sulfonate having a weight average molecular weight of 500 to 3000. The particle growth inhibitor for an aqueous suspension agricultural chemical formulation according to claim 1, wherein the butyl naphthalene sulfonate formalin condensate has a mass average molecular weight of 1000 to 2200. Butyl naphthalene sulfonate is 0.7 to 0.9 molar equivalent, Naphthalene sulfonate is 0.1 to 0.3 molar equivalent, and Formaldehyde is 0.6 to 0.9 molar equivalent aqueous suspension agricultural chemical composition for particle growth inhibitor according to claim 1 or 2 wherein the butyl naphthalene sulfonate formalin condensates consisting equivalents or less. Said butyl naphthalene sulfonate formalin condensate, the ratio of the by-products produced in the manufacturing process, butyl naphthalene sulfonate formalin condensate / byproducts = 40 / 60-60 / 40 (weight ratio) The particle growth inhibitor for an aqueous suspension agricultural chemical preparation according to any one of claims 1 to 3.   An aqueous suspension pesticide composition comprising the particle growth inhibitor for an aqueous suspension pesticide formulation according to any one of claims 1 to 4 and the pesticide active ingredient.   The aqueous suspension pesticide composition according to claim 5, comprising the particle growth inhibitor for the aqueous suspension pesticide formulation / the pesticide active ingredient in a ratio of 5/95 to 45/55 (mass ratio). It is a manufacturing method of the particle growth inhibitor for aqueous suspension agricultural chemical formulations as described in any one of Claims 1-4, Comprising: The manufacturing method which passes through the following processes 1-3.
Step 1: A step of sulfonating a mixture of naphthalene with 1.0 molar equivalent and butyl alcohol with a molar ratio of more than 0.6 molar equivalent to 1.0 molar equivalent using concentrated sulfuric acid.
Step 2: A step of co-condensing the sulfonated reaction product obtained in Step 1 with formaldehyde in an amount of 0.6 molar equivalent or more and less than 1.0 molar equivalent.
Process 3: The process of drying and pulverizing, after neutralizing the cocondensate obtained at the process 2 with the alkali. Said butyl naphthalene sulfonate formalin condensate, the ratio of the by-products produced in the manufacturing process of the butyl naphthalene sulfonate formalin condensates in the step 1-3, / sub-butyl naphthalene sulfonate formalin condensate The product = 40/60 to 60/40 (mass ratio). The method for producing a particle growth inhibitor for an aqueous suspension agricultural chemical preparation according to claim 7.