JPH1179904A - Agrochemical granule improved in elution - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject granule capable of rapidly eluting agrochemical active ingredients even at low water temperature by formulating an agrochemical active ingredient, a mineral substrate and a specific sulfonate salt as an elution promotive agent. SOLUTION: This granule is obtained by formulating (A) an agrochemical active ingredient [e.g. tetrachloroisophthalonitril (Daconil) or the like], (B) a mineral substrate (e.g. clay or the like) and (C) a terminal blockade-type polyalkoxyalkyl sulfonate salt of the formula R-O-(AO)-X-SO3 M [R is an 8-18C alkyl or the like; (AO) is a polyalkoxy which is composed of the repetition of 2-4C alkoxy units with repeated numbers of 5-40 and contains ethoxy units as the alkoxy units in a proportion of 70-95 mol.%, X is a divalent 2-4C organic group; M is ammonium or the like] and a 18-40C branched hydrocarbon sulfonate salt as elution promotive agents. The component C is formulated in an amount of 2-10 wt.% calculated in terms of the dry substance freed of water content.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a pesticide granule having improved dissolution properties of a pesticidally active ingredient. When pesticides such as insecticides, fungicides, and herbicides are applied to the surface of water, they are often used in the form of granules for convenience of spraying. When such pesticide granules are applied to the surface of a water, it goes without saying that it is required that the pesticidal active ingredients contained in the granules elute quickly into water. The present invention relates to a pesticide granule meeting such a demand.

[0002]

2. Description of the Related Art Conventionally, as pesticide granules applied to the surface of water,
Various pesticide granules are known which contain, in addition to the pesticidally active ingredient and the mineral substance carrier, an elution accelerator for improving the dissolution of the pesticidally active ingredient in water. As such an elution accelerator, 1) polycarboxylate (JP-B-48-150)
1) 2) Polystyrene sulfonate and a copolymer thereof with an unsaturated carboxylate (Japanese Patent Publication No. 2-29641, Japanese Patent Publication No. 2-24801, JP-A-3-5403, JP-A-3-2403)
36302), 3) Unsaturated carboxylic acid copolymer and sulfate compound (JP-A-61-167602), 4)
Alkyl sulfonates, salts of alkyl polyoxyethylene sulfosuccinates, diphenyl ether disulfonates, naphthalene sulfonates, etc.
682, JP-B-3-48161, JP-A-62-29935
6, JP-B-63-38004), 5) Sulfate compounds and sulfonate compounds (JP-A-63-1328).
04), 6) alkoxy polyalkylene glycol ether sulfate (JP-A-6-271403), 7) sulfonate-type polyoxyethylene derivative (JP-A-5-271)
246803) are known. However, conventional pesticide granules containing these dissolution promoters still have a disadvantage that the dissolution property of the pesticidally active ingredient in water is insufficient, particularly when the water temperature is low. .

[0003]

The problem to be solved by the present invention is that, when a conventional pesticide granule is applied to the surface of water, the pesticide active ingredient from the pesticide granule is insufficiently eluted in water. In particular, at low water temperatures.

[0004]

Means for Solving the Problems Thus, the present inventors have
As a result of research to solve the above problems, pesticidally active ingredients,
It has been found that, among pesticide granules containing a mineral carrier and an elution accelerator, those containing two specific sulfonates in a predetermined ratio as an elution accelerator are properly suitable.

That is, the present invention relates to a pesticide granule containing a pesticidally active ingredient, a mineral carrier and an elution accelerator, wherein the elution accelerator is a terminal-blocked polyalkoxyalkyl sulfonate represented by the following formula 1 and a carbon number 18 to 40 branched hydrocarbon sulfonates are contained in a dry matter-converted pesticide granule obtained by removing water in total thereof in an amount of 2 to 10% by weight, thereby improving the dissolution property. Related to pesticide granules.

[0006]

[Formula 1] RO- (AO) -X-SO ₃ M

In the formula 1, R is a substituted phenyl group substituted with an alkyl group having 4 to 12 carbon atoms, an alkyl group having 8 to 18 carbon atoms or 8 to 1 carbon atoms.
8 alkenyl group (AO): a polyalkoxy group composed of repeating alkoxy units having 2 to 4 carbon atoms, wherein the number of repeating alkoxy units is 5 to 40, and 70 ethoxy units are used as the alkoxy units. Polyalkoxy group having a ratio of ９５95 mol% X: divalent organic group having 2 to 4 carbon atoms M: ammonium or alkali metal)

The dissolution promoter used in the present invention is a terminally blocked polyalkoxyalkyl sulfonate represented by the formula 1 and a branched hydrocarbon sulfonate having 18 to 40 carbon atoms. The end-blocked polyalkoxyalkyl sulfonate represented by the formula 1 includes 1) monoalkylphenyloxy polyalkoxyalkyl sulfonate, 2) dialkylphenyloxy polyalkoxyalkyl sulfonate,
3) Alkyloxy polyalkoxyalkyl sulfonates and 4) alkenyloxy polyalkoxyalkyl sulfonates. The end-blocking type polyalkoxyalkyl sulfonate represented by the formula 1 is obtained by successively ring-opening addition-polymerizing a (di) alkylphenol or an aliphatic higher alcohol with a lower alkylene oxide to form a (di) alkylphenyloxypolyalkoxylate or an alkyl ( Alkenyl) oxypolyalkoxylate,
The hydroxyl groups of these polyalkoxylates are alkylsulfonated with an alkylsulfonating agent and further neutralized with a basic compound.

In the formula (1), R is 1) having 4 to 12 carbon atoms.
A monoalkylphenyl group having one alkyl group of
2) a dialkylphenyl group having two alkyl groups having 4 to 12 carbon atoms, 3) an alkyl group having 8 to 18 carbon atoms, 4)
It is an alkenyl group having 8 to 18 carbon atoms. Among these, a monoalkylphenyl group having one alkyl group having 8 or 9 carbon atoms and a dialkylphenyl group having two alkyl groups having 8 or 9 carbon atoms are preferable.

In the formula 1, the alkoxy unit constituting the polyalkoxy group represented by (AO) is an alkoxy unit having 2 to 4 carbon atoms such as an ethoxy unit, a propoxy unit and an ethylethoxy unit. Ethoxy units having a ratio of 70 to 95 mol%, preferably 80 to 90 mol%. Therefore, such polyalkoxy groups include 1) an ethoxy unit and one other type of alkoxy unit bonded in a block or random manner, 2) an ethoxy unit and another two types of alkoxy unit in a block or Examples include those bonded in a random manner, and particularly preferred are those in which an ethoxy unit and a propoxy unit are bonded in a block or random manner. The repeating number of such an alkoxy unit constituting the polyalkoxy group represented by (AO) is
5 to 40, preferably 10 to 30.

In the formula 1, the organic group represented by X is a divalent organic group having 2 to 4 carbon atoms. Examples thereof include an ethylene group, a propylene group, an ethylethylene group, and a 2-hydroxypropylene group. Of these, a propylene group and a 2-hydroxypropylene group are preferable.

In the formula 1, the base M is 1) ammonium, 2) an alkali metal such as sodium, potassium, lithium and the like, and among them, sodium and potassium are preferable.

The present invention does not particularly limit the method for synthesizing the above-mentioned terminal-blocking type polyalkoxyalkylsulfonate represented by the formula 1, and a known method can be applied thereto. For example, 1) a lower alkylene oxide is successively subjected to ring-opening addition polymerization to an aliphatic higher alcohol in the presence of a basic catalyst to form a polyalkoxylate of the aliphatic higher alcohol, and then the hydroxyl group of the polyalkoxylate of the aliphatic higher alcohol is Alkyl sulfonation using an alkane sultone as an alkyl sulfonating agent in the presence of a basic catalyst, neutralization with a basic compound, and end-blocking with an alkyl group (alkenyl group) corresponding to an aliphatic higher alcohol. 2) A method for preparing an alkoxyalkyl sulfonate, 2) a polyalkoxylate of an aliphatic higher alcohol in the same manner as in 1), and then a polyalkoxylate of the aliphatic higher alcohol and an alkali metal hydroxide or an alkali metal alcoholate Mix and add 1-chloro- A method of reacting an alkali metal salt of hydroxypropanesulfonic acid and then filtering off a by-produced salt to obtain a polyalkoxyalkylsulfonic acid salt end-blocked with an alkyl group (alkenyl group) corresponding to an aliphatic higher alcohol. Can be

Another compound of the dissolution promoter used in the present invention is a branched hydrocarbon sulfonate having 18 to 40 carbon atoms. Various compounds can be used as the branched hydrocarbon sulfonate having 18 to 40 carbon atoms, and among them, a compound having 1 to 4 carbon atoms obtained by copolymerization of isobutene and butene can be used.
The sulfonate of polybutene obtained by sulfonating 8 to 40 polybutenes and further neutralizing with a basic compound such as an alkali metal hydroxide or ammonium such as sodium hydroxide or potassium hydroxide can be advantageously used.

In the present invention, the method for synthesizing the above-mentioned branched hydrocarbon sulfonate having 18 to 40 carbon atoms is not particularly limited, and a known method can be applied thereto. For example, as described in JP-B-60-40479,
Examples thereof include a method in which polybutene having 18 to 40 carbon atoms obtained by copolymerizing isobutene and butene is sulfonated using a sulfonating agent such as sulfuric anhydride or fuming sulfuric acid, and then neutralized with a basic compound. In this case, the neutralized product is obtained as a mixture containing a sulfonate of polybutene corresponding to a branched hydrocarbon sulfonate having 18 to 40 carbon atoms, usually in a proportion of 10 to 30% by weight. In the present invention, a polybutene sulfonate purified from such a mixture can be used as the branched hydrocarbon sulfonate having 18 to 40 carbon atoms, and such a mixture is converted into the polybutene sulfonate contained therein. It can also be used.

The present invention particularly limits the ratio between the end-blocked polyalkoxyalkyl sulfonate represented by the formula 1 and the branched hydrocarbon sulfonate having 18 to 40 carbon atoms, which is used as the elution accelerator described above. Is not
End-blocked polyalkoxyalkyl sulfonate / branched hydrocarbon sulfonate having 18 to 40 carbon atoms =
The ratio is preferably 97/3 to 60/40 (weight ratio), and more preferably 96/4 to 70/30 (weight ratio).

The present invention does not particularly limit the pesticidally active ingredients used in the present invention, but substantially water-insoluble or poorly soluble insecticides, fungicides, and herbicides can be advantageously used.

Examples of such insecticides include: 1) nitro-based insecticides such as 1- (6-chloro-3-pyridylmethyl) -N-nitroimidazolidin-2-ylideneamine (imidacloprid), and 2) 1- [3,5- Dichloro-4- (3-
Chloro-5-trifluoromethyl-2-pyridyloxy)
Phenyl] -3- (2,6-difluorobenzoyl) urea (chlorofluazuron), 1- (3,5-dichloro-2,4-difluorophenyl) -3- (2,6-difluorobenzoyl) urea ( Benzoylurea insecticides such as teflubenzuron) 3) 3,7,9,13-tetramethyl-5,11-dioxa-2,8,14-trithia-4,7,9,12-tetraazapentadeca- 3,1
Carbamate insecticides such as 2-diene-6,10-dione (thiodicarb) and phosphate esters such as O, O-diethyl-O- (2-isopropyl-4-methyl-6-pyrimidyl) thiophosphate (diazinone) Insecticides.

The fungicides include 1) diisopropyl-1,3-dithiolan-2-ylidenemalonate (isoprothiolane) and dimethyl 4,4- (o-phenylene).
Organic sulfur-based fungicides such as bis (3-thioallophanate) (thiophanate methyl); 2) (Z) -2'-methylacetophenone-4,6-dimethylpyrimidine-2-
Ilhydrazone (ferimzone), 4-chlorobenzyl-N-2,4-dichlorophenyl-2- (1H-1,
2,4-triazol-1-yl) thioacetimidate (imibenconazole), 6- (3,5-dichloro-
Nitrogen-containing heterocyclic fungicides such as 4-methylphenyl) -3- (2H) pyridazinone (dicromedin); 3) 4,
Organochlorine-based germicides such as 5,6,7-tetrachlorophthalide (fusaride) and tetrachloro-isophthalonitrile (daconyl) are exemplified.

Further, as herbicides, 1) 3- (4,6-
Dimethoxypyrimidin-2-yl) -1-[(2-methoxycarbonylbenzyl) sulfonyl] urea (bensulfuronmethyl), ethyl 5- [3- (4,6-dimethoxypyrimidin-2-yl) ureidosulfonyl] -1
-Methylpyrazole-4-carboxylate (pyrazosulfuron-ethyl), 1- (2-chloroimidazo [1,
2-a] pyridin-3-ylsulfonyl) -3- (4,
6-dimethoxypyrimidin-2-yl) urea (imazosulfuron), 1- (4,6-dimethoxypyrimidine-
2-yl) -3- (3-trifluoromethyl-2-pyridylsulfonyl) urea (furazasulfuron), methyl 3-chloro-5- (4,6-dimethoxypyrimidine-2
-Ylcarbamoylsulfamoyl) -1-methylpyrazole-4-carboxylate (halosulfuronmethyl) and other sulfonylurea herbicides; 2) 2-benzothiazol-2-yloxy-N-methyl-acetanilide (mefenacet); ', 3'-dichloro-4-ethoxymethoxybenzanilide (ethobenzanide),
(RS) -2- (2,4-dichloro-m-tolyloxy)
Anilide herbicides such as -propionanilide (clomeprop), 2-chloro-2 ', 6'-diethyl-N- (butoxymethyl) acetanilide (butachlor);
3) 4- (2,4-dichlorobenzoyl) -1,3-dimethylpyrazol-5-yloxytoluene-4-sulfone (pyrazolate), 2- [4- (2,4-dichlorobenzoyl) -1,3 -Dimethylpyrazol-5-yloxy] acetophenone (pyrazoxifene) and other pyrazole herbicides; 4) O-3-tert-butylphenyl-6-methoxy-2-pyridyl (methyl) thiocarbamate (pyributicarb); S-4- Carbamate herbicides such as chlorobenzyldiethylthiocarbamate (Saturn) 5) 1- (α, α-dimethylbenzyl) -3
And urea herbicides such as-(p-tolyl) urea (Dimron).

In the present invention, the mineral carrier used in the present invention is not particularly limited. For example, known carriers such as clay, talc, bentonite, diatomaceous earth, and calcium carbonate can be used.

The pesticide granule of the present invention comprises the above-described pesticidal active ingredient, a mineral carrier and an elution accelerator, and is provided in a dry matter-converted pesticide granule excluding water. Although the agent is contained in a proportion of 2 to 10% by weight, it is preferable to contain the dissolution promoter in a proportion of 3 to 8% by weight. The present invention does not particularly limit the ratio of the pesticidally active ingredient and the mineral carrier in the pesticidal granule, but usually contains 5 to 35% by weight of the pesticidally active ingredient in a dry matter-equivalent pesticide granule excluding water. 50-90% by weight of mineral carrier
Shall be contained at the ratio of

The method for preparing the pesticide granules of the present invention is not particularly limited, and known methods can be applied. As such a production method, 1) when the pesticidally active ingredient is in a solid state, a terminal-blocked polyalkoxyalkyl sulfonate represented by the formula 1, a branched hydrocarbon sulfonate having 18 to 40 carbon atoms, Pesticidal active ingredient and mineral carrier,
Furthermore, if necessary, other additives are added and mixed, and water is added and kneaded to prepare an aqueous slurry composition, which is extruded, and the extruded composition is appropriately cut, A method of drying and sizing to obtain pesticide granules. 2) When the pesticidal active ingredient is liquid, it has 18 to 4 carbon atoms.
0, a branched hydrocarbon sulfonate and a mineral carrier, and if necessary, other additives are added, and a granule containing no pesticidally active ingredient is prepared in advance by the above method. A method of obtaining a pesticide granule by spraying or impregnating a mixture of the component and a terminal-blocking type polyalkoxyalkylsulfonate represented by the formula 1 is exemplified.

[0024]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Embodiments of the pesticide granule according to the present invention include the following 1) to 6). 1) 10% by weight of Daimlon as a pesticidal active ingredient, 87% by weight of a mixture of bentonite / clay = 20/80 (weight ratio) as a mineral carrier, and the following end-blocking type polyalkoxyalkyl sulfonate (A) as an elution accelerator −
1) / Branched hydrocarbon sulfonate (B-1) = 94/6
A pesticide granule comprising 3% by weight of a mixture (weight ratio). End-blocked polyalkoxyalkyl sulfonate (A-
1): dinonylphenyloxy [polypropoxy (3 mol, hereinafter referred to as m = 3) polyethoxy (27 mol, hereinafter referred to as n = 27)] propyl sulfonate {wherein R in the formula 1 is a dinonylphenyl group , (AO) is a polyalkoxy group having 30 repeating alkoxy units having an ethoxy unit in a proportion of 90 mol%, X is a propylene group,
M is sodium｝ Branched hydrocarbon sulfonate (B-1): sodium butane sulfonate of polybutene having an average carbon number of 24 obtained by copolymerizing isobutene and butene

2) 20% by weight of Daimlon as a pesticidal active ingredient and Bennite / clay = 20/8 as a mineral carrier
0 (weight ratio) of a mixture of 75% by weight, and the above-mentioned end-blocked polyalkoxyalkyl sulfonate (A-1) / branched hydrocarbon sulfonate (B-1) =
A pesticide granule comprising a mixture of 85/25 (weight ratio) at 5% by weight.

3) 25% by weight of Daimlon as a pesticidal active ingredient and Bennite / clay = 20/8 as a mineral carrier
0 (weight ratio) of a mixture of 67% by weight, and the above-mentioned end-blocked polyalkoxyalkyl sulfonate (A-1) / branched hydrocarbon sulfonate (B-1) =
A pesticide granule comprising a 70/30 (weight ratio) mixture at a ratio of 8% by weight.

4) Daimulon 20% by weight as a pesticidally active ingredient, bentonite / clay = 20 /
80 (weight ratio) of a mixture (75% by weight) and the following end-blocking type polyalkoxyalkyl sulfonate (A-2) / branched hydrocarbon sulfonate (B-2) as an elution accelerator
= A pesticide granule containing 5/10% by weight of a mixture of 90/10 (weight ratio). End-blocked polyalkoxyalkyl sulfonate (A-
2): dodecylphenyloxy. [Polypropoxy (m
= 3) · polyethoxy (n = 12)] sodium propylsulfonate wherein R in the formula 1 is a dodecylphenyl group, (A
O) is a polyalkoxy group having 15 repetitions of an alkoxy unit having an ethoxy unit in a proportion of 80 mol%, X is a propylene group, and M is a sodium-branched hydrocarbon sulfonate (B-2): isobutene and butene Sodium sulfonate of copolymerized polybutene having an average carbon number of 20

5) Daimulon 20% by weight as a pesticidally active ingredient, bentonite / clay = 20 /
80 (weight ratio) of a mixture (75% by weight) and the following end-blocking type polyalkoxyalkyl sulfonate (A-3) / branched hydrocarbon sulfonate (B-3) as an elution accelerator
= A pesticide granule containing 5/10% by weight of a mixture of 90/10 (weight ratio). End-blocked polyalkoxyalkyl sulfonate (A-
3): Oleyloxy ・ [Polypropoxy (m = 4) ・
Polyethoxy (n = 21)] sodium propylsulfonate wherein R in the formula 1 is an oleyl group, (AO) is a polyalkoxy group having a repeating number of 25 of alkoxy units having an ethoxy unit in a ratio of 85 mol%, and X is a propylene group. , M is a sodium salt of a branched hydrocarbon sulfonate (B-3): sodium sulfonate of polybutene having an average carbon number of 32 and obtained by copolymerizing isobutene and butene

6) Daimulon 20% by weight as a pesticidal active ingredient, bentonite / clay = 20 /
80 (weight ratio) of a mixture of 75% by weight, and the following end-blocked polyalkoxyalkyl sulfonate (A-4) / the above-mentioned branched hydrocarbon sulfonate (B
-1) Pesticide granules containing 5% by weight of a mixture of 85/15 (weight ratio). End-blocked polyalkoxyalkyl sulfonate (A-
4): Nonylphenyloxy. [Propoxy (m = 1)
-Polyethoxy (n = 9)] sodium 2-hydroxypropylsulfonate {Polyalkoxy having a repeating number of 10 in which R in the formula 1 is a nonylphenyl group and (AO) has 90% by mole of ethoxy units. Group, X is a 2-hydroxypropylene group, and M is sodium.

The present invention will now be described in more detail with reference to examples and the like, but the present invention is not limited to these examples. In the following examples and the like, parts mean parts by weight or% means% by weight unless otherwise specified.

[0031]

【Example】

Test Category 1 (Synthesis of end-blocked polyalkoxyalkyl sulfonate) End-blocked polyalkoxyalkyl sulfonate (A
Synthesis of -1) 1700 g (1 mol) of dinonylphenyloxypolypropoxy (m = 3) polyethoxyethylate (n = 27) and a methanol solution of 20% sodium methylate 2
70 g (1 mol as sodium methylate) was charged into a flask, and methanol was removed under reduced pressure while gradually heating to 120 ° C. Thereafter, the mixture was cooled to 60 ° C., then kept at 50 to 60 ° C., and 123 g (1 mol) of propane sultone was added dropwise with stirring over 60 minutes.
Thereafter, the temperature was maintained at 70 to 80 ° C. for 1 hour to terminate the sulfonation reaction, thereby obtaining a terminally blocked polyalkoxyalkyl sulfonate (A-1). When the obtained end-blocked polyalkoxyalkyl sulfonate (A-1) was analyzed,
The amount of bound sulfuric acid was 4.0%.

End-blocked polyalkoxyalkyl sulfonates (A-2), (A-3) and (RA-1)
Synthesis of (RA-6) End-capped polyalkoxyalkyl sulfonate (A-
In the same manner as in the case of 1), the end-blocked polyalkoxyalkylsulfonic acid salts (A-2), (A-3) and (RA
-1) to (RA-6) were synthesized.

Synthesis of end-blocking type polyalkoxyalkyl sulfonate (A-4) Nonylphenyloxypropoxy (m = 1) polyethoxyethylate (n = 9) 670 g (1 mol) and 20%
A flask was charged with 270 g of a methanol solution of sodium methylate (1 mol as sodium methylate), and methanol was removed under reduced pressure while gradually heating to 120 ° C. Next, while maintaining the temperature at 100 to 120 ° C., 216 g (1.1 mol) of sodium 1-chloro-2-hydroxypropanesulfonate was added thereto over 30 minutes while stirring. Thereafter, the temperature was maintained at 90 to 100 ° C. for 15 hours to complete the sulfonation reaction. The whole amount of the reaction product obtained here was transferred to a 3 liter separating funnel, and 1500 parts of water was added thereto.
g and 200 g of sodium chloride were added, and unreacted substances were separated by salting out. The aqueous phase was transferred to a flask and depressurized and dehydrated. Then, sodium chloride was filtered off to obtain a terminally blocked polyalkoxyalkylsulfonate (A-4).
When the obtained end-blocked polyalkoxyalkyl sulfonate (A-4) was analyzed, the amount of bound sulfuric acid was 7.7%.
Met. Table 1 summarizes the contents of the above terminal-blocking type polyalkoxyalkyl sulfonates.

[0034]

[Table 1]

In Table 1, R, (AO), X, M: each correspond to the symbol in the formula 1. EO: Ethoxy unit PO: Propoxy unit B or R shown below the total number of repetitions is polyethoxy unit. (Poly) propoxy units indicate that they are bonded in a block, and R indicates that ethoxy units and propoxy units are randomly bonded.

Test Category 2 (Synthesis of Branched Hydrocarbon Sulfonate) ・ Synthesis of Branched Hydrocarbon Sulfonate (B-1) 340 g of polybutene having an average carbon number of 24 obtained by copolymerizing isobutene and butene was charged into a flask. While maintaining the temperature at 35 to 45 ° C., while stirring, sulfuric acid anhydride diluted with air (sulfuric anhydride / air = 4% by volume) was blown at a flow rate of 5 L / min for 2 hours to carry out a sulfonation reaction to obtain a sulfonated product. . The acid value of the obtained sulfonated product was 44.9 by potentiometric titration. 10% aqueous sodium hydroxide solution 11
6 g was charged into a flask, and the obtained sulfonated product 360 was obtained.
g was added slowly to neutralize. At this time, heat of neutralization was generated, but the neutralization temperature was maintained at 30 to 40 ° C to obtain a neutralized product of a sulfonated product. When the obtained neutralized product was analyzed, the average carbon number corresponding to the branched hydrocarbon sulfonate (B-1) was 2
4. The polybutene having a sodium sulfonate content of 27
It was a weight% neutralized product.

A branched hydrocarbon sulfonate (B-2),
Synthesis of (B-3) and (RB-1), (RB-2) Similarly to the case of the branched hydrocarbon sulfonate (B-1), the branched hydrocarbon sulfonate (B-2), B-3)
And (RB-1) and (RB-2) were synthesized. Table 2 summarizes the contents of the above branched hydrocarbon sulfonates.

[0038]

[Table 2]

Test Category 3 (Preparation and evaluation of pesticide granules) Preparation of pesticide granules 2.8 parts of end-blocked polyalkoxyalkyl sulfonate (A-1) synthesized in Test Category 1 as an elution accelerator and Branched hydrocarbon sulfonate synthesized in Test Category 2 (B
-1) 0.2 part (0.74 part as a neutralized substance), 10 parts of Daimlon as a pesticidal active ingredient, 17.4 parts of bentonite and 69.6 parts of clay as a mineral carrier are mixed, and extruded into the mixture. Water was added until the particles could be mixed and kneaded well. The kneaded product was granulated with a basket-type granulator equipped with a screen having a screen opening of 1.2 mm, cut into an appropriate length, dried with a fluidized-bed dryer at 70 ° C., and sized. A pesticide granule (T-1) was prepared. Similarly, pesticide granules (T-2) to (T-6) and (t-1) to (t-1)
0) was prepared. Table 3 summarizes the contents of the above pesticide granules.

Measurement and Evaluation of Amount of Dissolution Twenty granules having a grain length of 2 mm were precisely weighed from the pesticide granules prepared as described above, and 1200 ml of 10 ° C. or 20 ° C. 3 degree hard water was used, respectively.
PVC bat (diameter 210mm, depth 5)
(0 mm cylindrical bat). Water temperature 10 ℃ or 2
While maintaining at 0 ° C, after spraying 72 hours, 50m from the center
m, 0.1m each from 4 points 10mm equidistant from water surface
l was collected using a microsyringe, and a sample obtained by mixing four collected liquids was used as a sample. The concentration of the pharmaceutically active ingredient in this sample was measured using liquid chromatography. Using the following formula 2, the dissolution in water is calculated from the obtained measurement values,
Evaluation was made according to the following criteria. The results are summarized in Table 3.

[0041]

Formula 2: Leachability in water (%) = (Ct / Cx) × 100 In Formula 2, Ct: Concentration of the pesticidally active ingredient 72 hours after spraying Cx: The theoretical concentration of the pesticidally active ingredient when the whole amount of the pesticidally active ingredient is eluted

Evaluation criteria A: The dissolution in water is 70% or more, and the dissolution in water is extremely good. ：: Dissolution in water is 50% or more and less than 70%, and dissolution in water is good. Δ: The dissolution in water is 30% or more and less than 50%, and the dissolution in water is poor. X: The dissolution in water is less than 30%, and the dissolution in water is extremely poor.

[0043]

[Table 3]

In Table 3, * 1: Pesticide granules could not be prepared.

[0045]

As is clear from the above, the present invention described above has an effect that the pesticidally active ingredient can be quickly eluted from the pesticide granules applied to the surface of the water even when the water temperature is low.

Claims (4)

[Claims] 1. A pesticide granule comprising a pesticidally active ingredient, a mineral carrier and an elution accelerator, wherein the end-blocking type polyalkoxyalkyl sulfonate represented by the following formula 1 is used as the elution accelerator and has 18 to 40 carbon atoms. Characterized by comprising 2 to 10% by weight of a branched hydrocarbon sulfonate in a dry matter-converted pesticide granule from which water is removed in total. Agent. Formula 1 RO— (AO) —X—SO ₃ M (In the formula 1, R is a substituted phenyl group substituted with an alkyl group having 4 to 12 carbon atoms, an alkyl group having 8 to 18 carbon atoms or carbon Number 8-1
8 alkenyl group (AO): a polyalkoxy group composed of repeating alkoxy units having 2 to 4 carbon atoms, wherein the number of repeating alkoxy units is 5 to 40, and 70 ethoxy units are used as the alkoxy units. Polyalkoxy group having a ratio of ９５95 mol% X: divalent organic group having 2 to 4 carbon atoms M: ammonium or alkali metal) 2. An elution accelerator comprising a terminally blocked polyalkoxyalkyl sulfonate represented by the formula 1 / having 18 to 18 carbon atoms.
40 branched hydrocarbon sulfonates = 97/3 to 60/4
2. The pesticide granule with improved dissolution according to claim 1, wherein the granule has a ratio of 0 (weight ratio). 3. The end-capped polyalkoxyalkyl sulfonate represented by the formula 1 is a substituted phenyl group in which R in the formula 1 is substituted with an alkyl group having 8 or 9 carbon atoms,
3. The elution property according to claim 1, wherein (AO) is a polyalkoxy group composed of repeating ethoxy units and propoxy units, and wherein the repeating number of these units is 10 to 30 in total. Improved pesticide granules. 4. A branched hydrocarbon sulfonate having 18 to 40 carbon atoms having a carbon number of 1 obtained by copolymerizing isobutene and butene.
The pesticide granule having improved dissolution according to claim 1, 2 or 3, which is a sulfonate of polybutene obtained by sulfonating polybutene of 8 to 40 and further neutralizing with a basic compound.