JPH05139915A - Aqueous suspended herbicidal formulation composition - Google Patents

Abstract

PURPOSE:To obtain the subject composition, containing methyl-O- methoxycarbonylmethyl-5-(2, 4-dichloro-3-methylphenoxy)-2-nitrobenzohydroximate and an adjuvant in combination and having remarkably potentiated herbicidal effects. CONSTITUTION:An aqueous suspended herbicidal formulation composition containing methyl-O-methoxy-carbonylmethyl-5-(2,4-dichloro-3-methylphenoxy)-2- nitrobenzohydroximate as a herbicide together with an adjuvant selected from polyoxyalkylene glycols, ethoxylated monolaurates, ethoxylated monooleates, ethoxylated dinonyl phenyl ether and ethoxylated alkyl phenyl ether sulfate amine salts as a herbicidal effect potentiator, a dispersing agent or a wetting agent such as sodium salt of di-2-ethylhexyl sulfosuccinate and water. The composition is remarkably improved in herbicidal effects and stable even when preserved for a long period.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a herbicidal composition in the form of an aqueous suspension in which the herbicidal effect is remarkably enhanced.

[0002]

Methyl O-methoxy-carbonylmethyl-5- (2,4-dichloro-3-methylphenoxy)
2-Nitrobenzohydroxymate is a compound having herbicidal activity and is known to have the following physical properties (see JP-A-63-215605). (Physical properties): Molecular weight 427.2 Melting point 106.5-107 ° C Solubility Water 0.22ppm (25 ° C) Methanol 6 g / l Acetone 180 g / l Xylene 63 g / l SOLVESSO 200 (registered trademark of ESSO Co., Ltd. ) 110 g / l logPow 4.1

Specific examples of weeds to be controlled by this compound include, for example, Scutellaria baicalensis, Frassiana chinensis, chickweed, Pleurotus cornucopiae, Physcomitrella patens, Yaemgra, wild violets, Oroshigokku, Chamomile, Chamomilea chinensis, Azalea sacrum, Acacia serrata, Cicada serrata, Cercis chinensis, Cercis chinensis, Cercis chinensis, O. , Spodoptera frugiperda, Ezo perilla, Forget-me-not, Shiroza, Michiyanagi, buckwheat, corn marigold, etc. It can be controlled. Further, the present compound is usually particularly suitable for selective weeding in a field where wheats such as wheat, barley and oats grow,
Other than that, for example, it can be suitably used for selective weeding in an agricultural land where rice, corn and the like grow. However, since the formulation form used is an emulsion in which the compound is dissolved in an organic solvent and liquefied,
Although it has the advantage of being easy to handle and capable of exhibiting a stable effect, it has various drawbacks such as product transportation, storage, and environmental pollution caused by organic solvents, and is not necessarily a suitable formulation form.

On the other hand, an aqueous suspension composition in which water is used as a dispersion medium and an agricultural chemical active ingredient is suspended and dispersed (hereinafter, referred to as
A flowable agent) has been developed. Since this formulation does not use an organic solvent, storage of the product and environmental pollution have been improved, but the application rate used to bring about the same effect as the emulsion is twice that, or for specific weeds. Required more than four times.

[0005]

DISCLOSURE OF THE INVENTION Problems to be solved by the present invention include the herbicide methyl O-methoxy-carbonylmethyl-5- (2,4-dichloro-3-methylphenoxy) -2-nitrobenzohydroxy. It is to make the herbicide effect of the mate flowable agent equal to or higher than that of the emulsion.

[0006]

In the present invention, by using a specific potency enhancer (hereinafter referred to as an adjuvant) together with the above flowable agent, it is possible to make a drastic improvement in the herbicidal effect, which is unpredictable. Furthermore, it has been found to be physically and chemically stable at low and high temperatures, even after storage for quite a long time.

The object of the present invention is (a) methyl O-methoxy-carbonylmethyl-5-as a herbicide effective substance.
(2,4-dichloro-3-methylphenoxy) -2-nitrobenzohydroxymate, (b) sulfosuccinic acid di-
2-ethylhexyl ester sodium salt, ethoxylated styryl phenyl ether, and one or more dispersants or wetting agents selected from the group consisting of polyoxyalkylene glycol, (c) polyoxyalkylene glycol, ethoxylated monolaurate , An ethoxylated monooleate, an ethoxylated dinonyl phenyl ether, and an ethoxylated alkyl phenyl ether sulfate amine salt, and one or more adjuvants selected from the group consisting of (d) water. It is a herbicidal suspension composition.

The dispersant or wetting agent used in the present invention must be selected from the group consisting of sulfosuccinic acid di-2-ethylhexyl ester sodium salt, ethoxylated styryl phenyl ether, and polyoxyalkylene glycol. I have to. Preferred examples include sulfosuccinic acid di-2-ethylhexyl ester sodium salt as an anionic surfactant; ethoxylated styryl phenyl ether containing 10 to 40 ethylene oxide (EO) units as a nonionic surfactant. A polyoxyalkylene glycol having an average molecular weight of 3000 to 9000 and an ethylene oxide weight% in all molecules of 30 to 80. The above dispersant or wetting agent is contained in the composition in an amount of 0.1% by weight or more, preferably 0.1% by weight or more.
It is desirable to add 5 to 10% by weight.

The adjuvant used in the present invention is selected from the group consisting of polyoxyalkylene glycol, ethoxylated monolaurate, ethoxylated monooleate, ethoxylated dinonyl phenyl ether, and ethoxylated alkyl phenyl ether sulfate amine salt. Must be something. Preferred examples include polyoxyalkylene glycols having an average molecular weight of 1750 to 2250 and a weight percentage of ethylene oxide of 40 to 60 in all molecules; an ethoxylated monolaurate containing 6 EO units; Ethoxylated monooleate containing EO units; Ethoxylated dinonyl phenyl ether containing 10 EO units; 10-
Ethoxylated alkylphenyl ether sulfate amine salts containing 20 EO units are preferred. One or more of these adjuvants can be used. The amount of the adjuvant added is 1: 1 to 10 by weight, more preferably 1: 2 to the herbicide active ingredient (a).
By adding 7.5, the herbicidal effect, which has not been predicted in the past, can be improved.

In preparing the pharmaceutical composition of the present invention, a water-soluble thickener, a defoaming agent, an antifreezing agent, an anti-decomposition agent, an anti-agglomeration agent and the like are appropriately added for the purpose of improving the formulation stability of the composition. It can be added. As the water-soluble thickener, any of natural, semi-synthetic and synthetic water-soluble thickeners can be used. Specifically, xanthan gum, guar gum, cellulose, methyl cellulose, carboxymethyl cellulose, polyacrylate, polyvinylpyrrolidone and the like are specific examples. As. The water-soluble thickener is incorporated in the composition in an amount of about 0.01 to 3% by weight, preferably 0.05 to 0.5% by weight. The antifoaming agent is preferably added up to about 2% by weight in order to suppress foaming during formulation. The defoaming agent is not particularly limited and any one may be used, and specific examples thereof include polypropylene glycol and silicone oil. The antifreeze agent is about 5 to prevent freezing during storage.
It is preferable to add 15% by weight.

The method for producing the aqueous suspension composition of the present invention is not particularly limited, but can be easily produced, for example, as follows. It is prepared by wet milling the herbicidal active ingredient, dispersant or wetting agent, and water with rigid media. As the rigid medium, glass, alumina, zirconia or the like having a particle size of 0.1 to 3 mm is usually used, and glass is preferable. The wet crusher may have either a vertical crushing jacket or a horizontal crushing jacket, but a horizontal dyno mill is preferable. The temperature for crushing is 5 to
30 ° C. is preferred. If the temperature exceeds 30 ° C., it takes a long time to make fine particles and it becomes difficult to make fine particles, which is not preferable. The finely divided composition obtained as described above is obtained by separating the medium and the finely divided composition by pressure filtration or centrifugation. After adding an adjuvant to the obtained microparticulated composition, a water-soluble thickener, an antifreezing agent, an antiseptic, etc., if necessary, and stirring until uniform,
The target composition is obtained.

[0012]

EXAMPLES The present invention will be described in more detail with reference to the following examples. Example 1 Methyl O-methoxy-carbonylmethyl-5- (2,
30 g of 4-dichloro-3-methyl-phenoxy) -2-nitrobenzo-hydroxymate (hereinafter abbreviated as MY-09), 1.5 g of polyoxyethylene tristyryl phenyl ether (12 EO units), polyoxyalkylene Glycol (average molecular weight 3500, EO unit number 40) 0.5 g, sulfosuccinic acid di-2-ethylhexyl ester sodium salt 2 g, silicone antifoaming agent 0.
1 g and 65.9 g of water were supplied to a wet pulverizer (Dynomill KDL-Special (manufactured by WAB)) containing 120 ml of glass media (particle diameter: 0.1 mm), and the jacket temperature was adjusted to 20 to 25 ° C. Maintain the speed 2500 rp
After pulverizing and mixing at m for 2 hours, pressure filtration was conducted to separate the medium and the finely pulverized composition to obtain 85 g of the finely pulverized composition having an average particle size of 0.5 μm. Furthermore, the average molecular weight of 175
0, polyoxyalkylene glycol having an ethylene oxide weight of 60% in all molecules, 95.6 g, water 366.4 g and 5
40 g of a solution of sodium polyacrylate, 50 g of ethylene glycol and 0.5 g of a preservative were added and mixed with stirring for 2 hours to obtain 637.5 g of a uniform target composition.

Example 2 To 50 g of the finely ground composition obtained in the same manner as in Example 1,
37.5 g of ethoxylated monolaurate containing 6 EO units, 224 g of water, 37.5 g of a 5% aqueous sodium polyacrylate solution and 26 g of ethylene glycol were added, and the mixture was stirred and mixed until a uniform solution was obtained. Was obtained.

Example 3 To 50 g of the finely ground composition obtained in the same manner as in Example 1,
37.5 g ethoxylated monooleate containing 6 EO units, 224 g water, 37.5 g 5% aqueous sodium polyacrylate solution and 26 g ethylene glycol
Was added and mixed with stirring until a uniform solution was obtained to obtain 375 g of the target composition.

Example 4 To 50 g of the finely ground composition obtained in the same manner as in Example 1,
37.5 g of ethoxylated dinonylphenyl ether containing 10 EO units, 224 g of water, 37.5 g of 5% aqueous sodium polyacrylate solution and 26 g of ethylene glycol were added, and the mixture was stirred and mixed until a uniform solution was obtained.
375 g of the target composition was obtained.

Example 5 50 g of the finely ground composition obtained in the same manner as in Example 1
37.5 g of ethoxylated alkylphenyl ether sulfate amine salt containing 12 EO units, water 22
4g, 5% sodium polyacrylate aqueous solution 37.5g
And 26 g of ethylene glycol were added and mixed with stirring until a uniform solution was obtained to obtain 375 g of the target composition.

COMPARATIVE EXAMPLE 1 5 g of MY-09, 5 g of dodecylbenzenesulfonic acid calcium, 5 g of ethoxylated tristyryl phenyl ether containing 12 EO units, 25 g of cyclohexanone and 60 g of SOLVESSO 200 (manufactured by ESSO) are homogeneous at room temperature. Stir until it becomes a new solution, MY-095%
100 g of emulsion was obtained.

Comparative Example 2 30 g of MY-09, 1.5 g of polyoxyethylene tristyrylphenyl ether (12 EO units), polyoxyalkylene glycol (average molecular weight 3500, EO
Number of units 40) 0.5 g, sulfosuccinic acid di-2-ethylhexyl ester sodium salt 2 g, silicon antifoaming agent 0.1 g and water 65.9 g were used under the same conditions using the same crusher as in Example 1. After pulverizing and mixing in, the medium and the finely pulverized composition are separated by pressure filtration, and the average particle size is 0.5 μm.
85 g of a finely pulverized composition of

Test Example 1 A 30 cm × 30 cm × 9 cm (depth) square pot was filled with upland soil, and the crop seeds and weed seeds shown in Table 1 were sown in fixed amounts and covered with a 1 cm-thick soil. It was cultivated at an appropriate temperature and humidity for a day. For the chemical treatment, the herbicidal compositions shown in Examples and Comparative Examples were prepared immediately before the treatment, and these were diluted with water so that the respective amounts of each active ingredient shown in Table 1 were adjusted.
4.5 ml of each plant was evenly sprayed on the foliage of the plant. 30 days after the chemical treatment, the herbicidal effect on each weed and the degree of phytotoxicity of each crop were determined according to the following evaluation criteria, and the results are shown in Table 1.

Evaluation Criteria 0: No effect 100: Complete death

[0021]

[Table 1]

[0022]

EFFECTS OF THE INVENTION By applying the composition (flowable agent) obtained by the present invention, a stable herbicidal effect can be obtained.

Claims (1)

[Claims] 1. (a) Methyl O-as a herbicide effective substance
Methoxy-carbonylmethyl-5- (2,4-dichloro-3-methylphenoxy) -2-nitrobenzohydroxymate, (b) sulfosuccinic acid di-2-ethylhexyl ester sodium salt, ethoxylated styryl phenyl ether, and poly One or more dispersants or wetting agents selected from the group consisting of oxyalkylene glycols, (c) polyoxyalkylene glycols, ethoxylated monolaurates, ethoxylated monooleates, ethoxylated dinonylphenyl ethers, and ethoxylated One or more adjuvants selected from the group consisting of alkyl phenyl ether sulfate amine salts,
And (d) a water-containing herbicidal composition containing an aqueous suspension.