HERBICIDAL COMPOSITION

Abstract

In a herbicidal composition containing a sulfonylurea compound of the formula (I):

Description

EXAMPLES

The present invention will be illustrated further in detail by the following examples, but the present invention is not limited to these examples.

Production Example 1

To 1.8 parts by weight of the compound No. 2, 0.1 part by weight of sorbic acid, 0.3 parts by weight of a silicone-based antifoaming agent (Antifoam E-20, manufactured by Kao Corporation), 0.5 parts by weight of a sucrose fatty acid ester (NEWKALGEN FS-100, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.8 parts by weight of a polyoxyethylene arylphenyl ether phosphoric acid salt (NEWKALGEN FS-3EG, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.2 parts by weight of sodium laurylsulfate (MONOGEN Y-500: manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and 1.0 part by weight of sodium montmorillonite (KUNIPIA F, manufactured by Kuminine Industries Co., Ltd.) were added 30.3 parts by weight of ion-exchanged water, and they were mixed and dispersed, then, wet-pulverized using Dinomill KDL (manufactured by Shinmaru Enterprises Corporation) to obtain a suspension (1) of the compound No. 2.

On the other hand, 2.0 parts by weight of sodium carboxymethylcellulose (CELLOGEN 7A, Degree of etherification: 0.7˜0.8, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and 0.1 part by weight of sodium ligninsulfonate (VANILLEX N, Degree of sulfonation: 0.13, manufactured by Nippon Paper Chemicals Co., Ltd.) were added to 50.9 parts by weight of ion-exchanged water to cause dissolution thereof, obtaining an aqueous solution (1).

To 35 parts by weight of a suspension (1) of the compound No. 2 was added 53 parts by weight of an aqueous solution (1) and 12 parts by weight of propylene glycol to give a total amount of 100 parts by weight, and they were stirred and mixed to obtain an aqueous suspended herbicidal composition (1) having a content of the compound No. 2 of 1.8 wt %.

Comparative Production Example 1

2.0 parts by weight of sodium carboxymethylcellulose (CELLOGEN 7A, Degree of etherification: 0.7˜0.8, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) was added to 53 parts by weight of ion-exchanged water to cause dissolution thereof, obtaining an aqueous solution (a).

To 35 parts by weight of the suspension (1) of the compound No. 2 in Production Example 1, 53 parts by weight of the aqueous solution (a) and 12 parts by weight of propylene glycol were added to give a total amount of 100 parts by weight, and they were stirred and mixed, to obtain an aqueous suspended herbicidal composition (a) having a content of the compound No. 2 of 1.8 wt %.

Test Example 1

Particle Size Measurement

The volume median diameter was measured of the aqueous suspended herbicidal compositions (1) and (a) using a laser diffraction type particle size distribution measurement apparatus (HEROS & RODOS, manufactured by Japan Laser Corp., measurement conditions: focus length 20 mm, dispersing medium is ion-exchanged water).

The results are shown in Table 2.

	TABLE 2
	Herbicidal
	composition
	(1)	(a)
	directly after production	1.7 μm	1.7 μm
	7 days after storage at room temperature	1.7 μm	8.3 μm
	7 days after storage at 40° C.	1.6 μm	13.6 μm
	7 days after storage at 60° C.	1.6 μm	17.4 μm

Production Example 2

To 10.5 parts by weight of the compound No. 2, 0.1 part by weight of sorbic acid, 0.2 parts by weight of a silicone-based antifoaming agent (Antifoam E-20, manufactured by Kao Corporation), 10.0 parts by weight of ethylene glycol, 3.0 parts by weight of a sucrose fatty acid ester (e.g., NEWKALGEN FS-100, manufactured by Takemoto Oil & Fat Co., Ltd.), 6.0 parts by weight of a polyoxyethylenearyl phenyl ether sulfuric acid salt (AGRISOL FL-2017, manufactured by Kao Corporation), 1.0 part by weight of sodium ligninsulfonate (VANILLEX N, Degree of sulfonation: 0.13, manufactured by Nippon Paper Chemicals Co., LTd.), 2.0 parts by weight of AEROSIL COK84 (high purity anhydrous silica, manufactured by Japan AEROSIL Co., Ltd.) and 2.0 parts by weight of sodium carboxymethylcellulose (CELLOGEN 7A, Degree of etherification: 0.7˜0.8, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.), 65.2 parts by weight of ion-exchanged water were added, and they were mixed and dispersed, then, wet-pulverized using Dinomill KDL (manufactured by Shinmaru Enterprises Corporation) to obtain an aqueous suspended herbicidal composition (2) having a content of the compound No. 2 of 10.5 wt %.

Production Example 3

To 1.8 parts by weight of the compound No. 2, 16.9 parts by weight of bromobutide, 0.1 part by weight of sorbic acid, 0.3 parts by weight of a silicone-based antifoaming agent (Antifoam E-20, manufactured by Kao Corporation), 7.6 parts by weight of ethylene glycol, 2.0 parts by weight of a sucrose fatty acid ester (NEWKALGEN FS-100, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.8 parts by weight of a polyoxyethylenearyl phenyl ether phosphoric acid salt (NEW KALGEN FS-3EG, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.2 parts by weight of sodium ligninsulfonate (VANILEX N, Degree of sulfonation: 0.13, manufactured by Nippon Paper Chemicals Co., LTd.) and 0.8 part by weight of sodium montmorillonite (KUNIPIA F, manufactured by Kuminine Industries Co., Ltd.), 49.5 parts by weight of ion-exchanged water were added, and they were mixed and dispersed, then, wet-pulverized using Dinomill KDL (manufactured by Shinmaru Enterprises Corporation) to obtain a suspension (3) of the compound No. 2 and bromobutide.

On the other hand, 0.4 parts by weight of carboxymethylcellulose sodium (CELLOGEN 7A, Degree of etherification: 0.7˜0.8, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and 0.2 part by weight of sodium laurylsulfate (MONOGEN Y-500, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) were added to 19.4 parts by weight of ion-exchanged water to cause dissolution thereof, obtaining an aqueous solution (3).

To 80 parts by weight of a suspension (3) of the compound No. 2, 20 parts by weight of the aqueous solution (3) was added to give a total amount of 100 parts by weight, and they were stirred and mixed to obtain an aqueous suspended herbicidal composition (3) having a content of the compound No. 2 of 1.8 wt % and a content of bromobutide of 16.9 wt %.

Test Example 2

Particle Size Measurement

The volume median diameter was measured of the aqueous suspended herbicidal compositions (2) and (3) using a laser diffraction type particle size distribution measurement apparatus (HEROS & RODOS, manufactured by Japan Laser Corp., measurement conditions: focus length 20 mm, dispersing medium is ion-exchanged water).

The results are shown in Table 3.

	TABLE 3
	Herbicide composition
	(2)	(3)
directly after production	2.5 μm	1.9 μm
20 days after storage at room temperature	2.4 μm	un-measured
30 days after storage at room temperature	un-measured	1.9 μm
14 days after storage at 40° C.	2.3 μm	un-measured
30 days after storage at 40° C.	un-measured	1.8 μm
14 days after storage at −18° C.	2.4 μm	1.8 μm

Production Example 4

To 1.8 parts by weight of the compound No. 2, 0.1 part by weight of sorbic acid, 0.3 parts by weight of a silicone-based antifoaming agent (Antifoam E-20, manufactured by Kao Corporation), 7.6 parts by weight of propylene glycol, 0.5 parts by weight of a sucrose fatty acid ester (NEWKALGEN FS-100, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.8 parts by weight of a polyoxyethylenearyl phenyl ether phosphoric acid salt (NEWKALGEN FS-3PG, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.1 part by weight of sodium ligninsulfonate (NEWKALGEN WG-4, Degree of sulfonation: 1.7, manufactured by Takemoto Oil & Fat Co., Ltd.), 0.2 parts by weight of sodium lauryl sulfate (MONOGEN Y-500, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and 0.8 part by weight of sodium montmorillonite (KUNIPIA F, manufactured by Kuminine Industries Co., Ltd.), 22.8 parts by weight of ion-exchanged water were added, and they were mixed and dispersed, then, wet-pulverized using Dinomill KDL (manufactured by Shinmaru Enterprises Corporation) to obtain a suspension (4) of the compound No. 2.

On the other hand, 2.0 parts by weight of carboxymethylcellulose sodium (CELLOGEN 7A, Degree of etherification: 0.7˜0.8, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) were added to 63.0 parts by weight of ion-exchanged water to cause dissolution thereof, obtaining an aqueous solution (4).

To 35 parts by weight of a suspension (4) of the compound No. 2, 65 parts by weight of the aqueous solution (4) were added to give a total amount of 100 parts by weight, and they were stirred and mixed to obtain an aqueous suspended herbicidal composition (4) having a content of the compound No. 2 of 1.8 wt %.

Comparative Production Example 2

To 35 parts by weight of a suspension (4) of the compound No. 2, 65 parts by weight of ion-exchanged water were added to give a total amount of 100 parts by weight, and they were stirred and mixed to obtain an aqueous suspended herbicidal composition (b) having a content of the compound No. 2 of 1.8 wt %.

Test Example 3

Particle Size Measurement

The volume median diameter was measured of the aqueous suspended herbicidal compositions (4) and (b) using a laser diffraction type particle size distribution measurement apparatus (HEROS & RODOS, manufactured by Japan Laser Corp., measurement conditions: focus length 20 mm, dispersing medium is ion-exchanged water).

The results are shown in Table 4.

	TABLE 4
	Herbicide composition
	(4)	(b)
directly after production	2.0 μm	1.8 μm
30 days after storage at room temperature	1.9 μm	1.7 μm
30 days after storage at 40° C.	1.8 μm	1.7 μm
30 days after storage at 60° C.	1.7 μm	15.5 μm

INDUSTRIAL APPLICABILITY

According to the herbicidale composition of the present invention, growth of particle of a sulfonylurea compound of the formula (I) suspended in the herbicidal composition scarcely occurs after the storage.

Claims

1. A herbicidal composition comprising a sulfonylurea compound of the formula (I):

2. The herbicidal composition according to claim 1, wherein the amount of the sulfonylurea herbicidal active compound of the formula (I) is 0.5 to 50 wt %, the amount of the carboxymethylcellulose salt is 0.01 to 5 wt %, the amount of the ligninsulfonic acid salt is 0.05 to 5 wt % and the amount of the surfactant is 0.1 to 10 wt %, based on the aqueous suspended herbicidal composition.

3. The herbicidal composition according to claim 1 or 2 wherein, R1 represents a chlorine atom and R2 represents a propyl group in the sulfonylurea herbicidal active compound of the formula (I).

4. The herbicidal composition according to claim 1 or 2, wherein the carboxymethylcellulose salt is a carboxymethylcellulose salt having a degree of etherification in the range of 0.4 to 1.0.

5. The herbicidal composition according to claim 1 or 2, wherein the ligninsulfonic acid salt is a ligninsulfonic acid salt having a degree of sulfonation of 2.5 or less.

6. The herbicidal composition according to claim 1 or 2, wherein the surfactant is a combination of at least one anionic surfactant and at least one nonionic surfactant.