JP2001270801A - Weeding microemulsion - Google Patents

Abstract

PROBLEM TO BE SOLVED: To solve the problem that a microemulsion requires selection of a surfactant suitable for each of active ingredients in agrochemical. SOLUTION: This microemulsion contains (1) at least one kind of weeding active ingredient selected from the group consisting of a phenoxyphenoxycarboxylic acid, a heteroaryloxyphenoxycarboxylic acid and a derivative thereof, (2) at least one kind of nonionic surfactant selected from the group consisting of a polyoxyalkylene styrylaryl ether, a sorbitan ester of a polyoxyalkylene, a sorbitan alkylate, a polyoxyethylene-polyoxypropylene- alkylphenol and a polyoxyalkylene alkyl ether, and (3) water.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a microemulsion containing at least one herbicidal active ingredient selected from the group consisting of phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof.

[0002]

2. Description of the Related Art The preparation of agricultural chemical formulations has been studied individually according to the properties of the contained agricultural chemical active ingredients.
Emulsions, suspensions,
Formulations such as wettable powders and wettable powders are frequently applied, but emulsions are often used for many years due to their ease of preparation, ease of use, and the cost of manufacturing. Has been used for a long time. However, with respect to emulsions, improvements and alternatives have been demanded in view of various problems caused by the organic solvent contained in the preparation, for example, toxicity and flammability. From such a thing,
Microemulsions have been proposed in which most of the organic solvents in the emulsion are replaced with water to solve the above-mentioned problems. For example, in Japanese Patent Application Laid-Open No. 1-261312,
a) containing as active substances the herbicide phenoxyphenoxy- or heteroaryloxyphenoxy-carboxylate and the salt of the herbicide bentazone, b) certain emulsifiers or wetting agents, c) certain organic solvents and d) water. A featured herbicide based on an aqueous concentrated microemulsion is disclosed. Also, Japanese Patent Application Laid-Open No.
1807 includes a) at least one herbicidal active substance from the group consisting of phenoxyphenoxy- and heteroaryloxyphenoxycarboxylic acid derivatives, b) certain dispersants, c) certain emulsifiers or wetting agents, d) certain A microemulsion comprising an organic solvent and d) water is disclosed.

[0003]

However, this microemulsion also has various problems. Microemulsions are usually liquid formulations in which water and oil are incompatible with each other, and are transparent or translucent thermodynamically stable formulations. A microemulsion is made when it is desired to dissolve and disperse a poorly water-soluble pesticidal active ingredient in a low flammable solvent containing water as a main component. Such microemulsions are stable and relatively easy to prepare, but generally require a large amount of a surfactant, and in order to prepare a stable microemulsion, each pesticide active ingredient must be prepared. It is necessary to choose an appropriate surfactant. In addition, even if the formulation is stable because the optimal balance of each component is maintained, when diluted with water at the time of spraying, the optimal balance is lost and unstable, and crystals may precipitate. is there.

[0004]

In view of the above, the present inventors have proposed that at least one herbicidal active ingredient selected from the group consisting of phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid, and derivatives thereof. As a result of various studies to find a stable microemulsion containing seeds, the present invention was completed. That is, the present invention provides (1) at least one herbicidal active ingredient selected from the group consisting of phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof, (2) polyoxyalkylenestyrylarylether, Oxyalkylene sorbitan esters,
A microemulsion containing at least one nonionic surfactant selected from the group consisting of sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol and polyoxyalkylene alkyl ether, and (3) water. This microemulsion is physically stable without emulsification and without layer separation, is chemically stable with excellent temporal stability of the herbicidal active ingredient, and is water-free. The emulsion stability when diluted is also excellent. The present invention also provides a method for suppressing undesired plant growth using the microemulsion.

The phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof (salts, various esters, etc.) as herbicidal active ingredients in the present invention include the following. For example, 2- [4- (2,4-dichlorophenoxy) phenoxy] propionic acid (generic name: diclofop) and its alkyl ester, 2- [4-
(4-Chlorophenoxy) phenoxy] propionic acid (generic name: clofop) and its alkyl ester, 2- [4- (α, α, α-trifluoro-p-toluyloxy) phenoxy] propionic acid (generic name) : Trihop; trifop) and its alkyl ester, acetone O- [2- [4- (α, α, α-trifluoro-p
-Toluyloxy) phenoxy] propionyl] oxime (generic name: trifopsime), 4- [4-
(Α, α, α-trifluoro-p-toluyloxy) phenoxy] pent-2-enoic acid (generic name: difenopenten) and its alkyl ester, 2-
[4- (4-cyano-2-fluorophenoxy) phenoxy] propionic acid (generic name: cyhalofo;
p) and its alkyl ester, 2- [2- (4-
(3,5-dichloro-2-pyridyloxy) phenoxy) propionyl] isoxazolidine (generic name: isoxapyrifop), 2- [4- (3,5-
Dichloro-2-pyridyloxy) phenoxy] propionic acid (general name: chlorazifop) and its alkynyl esters, 2- [4- (5-chloro-3-
Fluoridin-2-yloxy) phenoxy] propionic acid (generic name: clodinafop) and its alkynyl ester, 2- [4- (5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid (generic name: fluazifop) Fluazifop) and its alkyl ester, 2- [4- (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid (generic name: haloxyfop),
Its alkyl ester and its alkoxyalkyl ester, 2- [4- (6-chloro-1,3-benzoxazol-2-yloxy) phenoxy] propionic acid (generic name: fenoxaprop; fenoxaprop) and its alkyl ester, 2- [4- (6-chloro-1,3-benzothiazol-2-yloxy) phenoxy] propionic acid (generic name: fenthiaprop) and its alkyl ester, 2-isopropylideneamino-oxyethyl 2- [ 4- (6-chloroquinoxalin-2-yloxy) phenoxy] propionic acid (generic name: propaquizafop), 2- [4-
(6-chloroquinoxalin-2-yloxy) phenoxy] propionic acid (generic name: quizalofo;
p) and its alkyl esters. These compounds may have optical isomers, and the present invention includes both isomers and racemates.

Of the phenoxyphenoxycarboxylic acids, heteroaryloxyphenoxycarboxylic acids and derivatives thereof as herbicidal active ingredients in the present invention, particularly desirable are heteroaryloxyphenoxycarboxylic acids and derivatives thereof. Among them, fluazifop or its alkyl ester is desirable. Of these, fluazifop-butyl is desirable, and fluazifop-P-butyl, which is an optically active form of fluazifop-butyl, is particularly desirable.

[0007] The nonionic surfactant in the present invention comprises:
What can form a stable microemulsion, that is,
Polyoxyalkylene styryl aryl ether, polyoxyalkylene sorbitan ester, sorbitan alkylate, at least one selected from the group consisting of polyoxyethylene polyoxypropylene alkylphenol and polyoxyalkylene alkyl ether, preferably polyoxyalkylene styryl aryl ether,
It is at least one selected from the group consisting of polyoxyalkylene sorbitan esters, sorbitan alkylates and polyoxyethylene polyoxypropylene alkylphenols. These polyoxyalkylene moieties are usually polyoxyethylene, polyoxypropylene,
Their copolymerization or their block copolymerization (however, in the case of polyoxyalkylene alkyl ethers, excluding copolymerization or block copolymerization), the number of moles of which is 5 to 50, preferably about 5 to 30, More preferably, it is about 10 to 20. The aryl moiety is usually phenyl or naphthyl. The number of substitutions of the styryl group is generally about 1 to 6, preferably about 1 to 3. More specific examples of the nonionic surfactant include, for example, polyoxyethylene monostyryl phenyl ether, polyoxyethylene distyryl phenyl ether, polyoxyethylene tristyryl phenyl ether, polyoxyethylene polyoxypropylene monostyryl Phenyl ether, polyoxyethylene polyoxypropylene distyryl phenyl ether, polyoxyethylene polyoxypropylene tristyryl phenyl ether, polyoxyethylene sorbitan ester, polyoxypropylene sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol, poly Oxyethylene oxo alcohol, polyoxypropylene oxo alcohol, polyoxyethylene steer Ethers, such as polyoxypropylene stearyl ether.

[0008] Among the nonionic surfactants in the present invention, particularly preferred are polyoxyalkylenestyryl aryl ethers and polyoxyalkylene sorbitan esters, of which polyoxyalkylenestyryl aryl ethers are preferred. Among them, polyoxyethylene monostyryl phenyl ether, polyoxyethylene distyryl phenyl ether or polyoxyethylene tristyryl phenyl ether is desirable, and polyoxyethylene tristyryl phenyl ether is particularly desirable.

In the present invention, one or more other herbicidal active ingredients can be further contained, and in this case, a more excellent effect on the herbicidal effect can be exhibited. Other herbicidal active ingredients (generic names) include 2,4-
D, linuron (linuron), diuron (diuron), metribuzine (metribuzine), cyanazine (cyanazine), bentazone (bentazon), paraquat (paraquat), acifluorfen sodium salt (acifluorfen-sodium), fomesafen (fomesafen), lactofen ( lactofen), bromoxynil, flumicrolacpentyl (flumi
clorac-pentyl), flultiacet-methyl (fluthiacet-me
thyl), sulfentrazone, norflurazon, clomazone, clomazone, clethodim, sethoxydim, sethoxydim, tepraloxydim, tepraloxydim, chlorimuron-ethyl (chlor)
imuron-ethyl), thifensulfon methyl
uron-methyl), oxasulfuron, flumetsulam, cloranslammethyl
sulam-methyl), imazapyr, imazethapyr
(imazethapyr), imazaquin (imazaquin), imazamox (imazamox), glyphosate (glyphosate), glufosinate (glufosinate), trifluralin (trifluralin), pendimethalin (pendimethalin), etalflularin (et
halfluralin), alachlor (alachlor), metolachlor (metolachlor), acetochlor (acetochlor), dimethenamid (dimethenamid), flufenacet (flufenace
t), fluthiamide, and their various derivatives
(Salts, esters, etc.), among which fomesafen, namely, 5- (2-chloro-α, α, α-trifluoro-p-toluyloxy) -N-methylsulfonyl-2
-Nitrobenzamide or a salt thereof (as a salt, a sodium salt, a potassium salt, etc.) is desirable.

In the present invention, various auxiliaries can be appropriately compounded. Examples thereof include anionic surfactants, organic solvents, defoamers, and other auxiliary agents.

The anionic surfactant is useful for forming a stable microemulsion, and is also useful for exerting a good herbicidal effect. Specific examples include, for example, fatty acid salts, alkyl sulfosuccinates, polycarboxylates, alkyl sulfates, alkyl sulfates, alkyl aryl sulfates, alkyl diglycol ether sulfates, alcohol sulfates, alkyl sulfonates, Alkyl aryl sulfonate, aryl sulfonate, lignin sulfonate, alkyl diphenyl ether disulfonate, polystyrene sulfonate, alkyl phosphate ester salt, alkyl aryl phosphate, styryl aryl phosphate, polyoxyethylene alkyl ether Sulfate, polyoxyethylene alkylaryl ether sulfate, polyoxyethylene alkylaryl ether sulfate, polyoxyethylene alkyl ether phosphate, polyoxyethylene alcohol Kill ether phosphate salts, polyoxyethylene alkyl aryl phosphoric acid ester salts, polyoxyethylene styryl aryl ether sulfates, polyoxyethylene styryl aryl ether phosphate, polyoxyethylene styryl aryl ether phosphoric acid ester salts,
Examples include salts of naphthalenesulfonic acid formalin condensate, polyacrylates, and mixtures of two or more of these. Particularly desirable among these anionic surfactants are alkyl sulfosuccinates and alkylaryl sulfonates. Among them, dialkyl sulfosuccinate or dodecylbenzene sulfonate is desirable.

Organic solvents are useful in forming stable microemulsions. Specific examples include glycols such as ethylene glycol, propylene glycol, ethylene glycol monobutyl ether, polyethylene glycol, and polypropylene glycol;
Alcohols such as octanol, hexanol and cyclohexanol; aromatic solvents (trade name: Ipsol)
[Idemitsu Petrochemical], Solvesso [Exxon Chemical], Exol [Exxon Chemical], etc .; aliphatic solvents (trade name: IP Solvent [Idemitsu Petrochemical], etc.), among which glycols, Alcohols are desirable, and among them, ethylene glycol, polyethylene glycol and cyclohexanol are desirable.

The mixing ratio of each component in the microemulsion of the present invention is 100% for the whole microemulsion.
By weight, at least one herbicidal active ingredient selected from the group consisting of phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof is 5 to 50 parts by weight, preferably 7 to 25 parts by weight. The nonionic surfactant is 3 to 40 parts by weight, desirably 5 to 30 parts by weight, and water may be appropriately blended so as to be 100 parts by weight as a whole, but usually 10 to 85 parts by weight, desirably. 15 to 72 parts by weight. When other components are blended, the other herbicidal active ingredient is 5 to 40 parts by weight, preferably 10 to 30 parts by weight, and the anionic surfactant is 1 to 40 parts by weight, preferably 3 to 30 parts by weight. Parts by weight, and 1 to 40 parts by weight of an organic solvent, preferably 3 to 3 parts by weight.
0 parts by weight.

The microemulsion of the present invention can be prepared by mixing the components in any order. In preparation, stirring and mixing are generally performed using a stirring device.
The microemulsion of the present invention has excellent herbicidal activity. Application scenes, farmland, orchard, cultivated land such as mulberry orchard, forests, non-agricultural land such as agricultural roads, such as used in soybean fields and cotton fields,
Various harmful weeds can be controlled. The microemulsion of the present invention is a phenoxyphenoxycarboxylic acid,
At least one herbicidal active ingredient selected from the group consisting of heteroaryloxyphenoxycarboxylic acids and derivatives thereof is 10 to 500 g, preferably about 50 to 300 g per hectare, and contains other herbicidal active ingredients. In such a case, the herbicidal active ingredient is applied so as to be 5-2000 g, preferably 50-500 g, per hectare. The present invention also includes a method of controlling undesirable plants using the microemulsion in this way.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION

EXAMPLES Examples of the present invention will be described below, but the present invention is not limited to these examples. First, formulation examples will be described. “Parts” in the preparation examples represent “parts by weight”.

Formulation Example 1 Fluazifop-P-butyl 19.8 parts (purity 93%)
15 parts of polyoxyethylene tristyryl phenyl ether (trade name: Solpol T-15, manufactured by Toho Chemical Industry),
Sodium salt of dialkyl sulfosuccinic acid (trade name: N
K-EP-70G, manufactured by Takemoto Yushi) 10 parts and water 55.2
The parts were stirred and mixed to obtain a microemulsion.

Formulation Example 2 A microemulsion was obtained in the same manner as in Formulation Example 1 except that 15 parts of NK-EP-70G (trade name) and 50.2 parts of water were used.

Formulation Example 3 Fluazifop-P-butyl 19.8 parts (purity 93%)
Solpol T-15 (trade name) 12 parts, NK-EP-70
G (trade name) 15 parts, ethylene glycol 5 parts and water 4
8.2 parts of the mixture were stirred and mixed to obtain a microemulsion.

Formulation Examples 4 to 15 Microemulsions were obtained in the same manner as in Formulation Example 3 except for the components and proportions shown in Table 1. In the table, PEG-20
0 and PEG-400 are polyethylene glycol manufactured by Nacalai Tesque, IP Solvent 1620 is an aliphatic solvent manufactured by Idemitsu Petrochemical, and Exol D40 is an aromatic solvent manufactured by Exxon Chemical.

[0020]

[Table 1] Table 1

[0021]

[Table 2] Table 1 continued

Formulation Example 16 Fluazifop-P-butyl 19.8 parts (purity 93%)
Polyoxyethylene tristyryl phenyl ether (trade name: Soprofol BSU, manufactured by Rhone Poulin) 15
NK-EP-70G (trade name), 15 parts of propylene glycol and 45.2 parts of water were stirred and mixed to obtain a microemulsion.

Formulation Example 17 2.9 parts of sodium hydroxide were dissolved in 30 parts of water, and 29.4 parts of fomesafen (purity 89%) was added thereto to prepare an aqueous solution of fomesafen-sodium. To this were added 22.7 parts (purity 93%) of fluazifop-P-butyl and 15 parts of Solpol T-15 (trade name), followed by stirring and mixing to obtain a microemulsion.

Formulation Example 18 2.9 parts of sodium hydroxide was dissolved in 25 parts of water, and 29.4 parts of fomesafen (purity: 89%) was added thereto to prepare an aqueous solution of fomesafen-sodium. Thereto 22.7 parts of fluazifop-P-butyl (purity 93%), 15 parts of Solpol T-15 (trade name) and NK-EP-70G
5 parts (trade name) were added and mixed by stirring to obtain a microemulsion.

Formulation Examples 19 to 24 Microemulsions were obtained in the same manner as in Formulation Example 18 except for the components and ratios shown in Table 2.

[0026]

[Table 3] Table 2

Formulation Example 25 1.45 parts of sodium hydroxide was dissolved in 47.55 parts of water, and 14.7 parts of fomesafen (purity 87%) was added thereto to prepare an aqueous solution of fomesafen-sodium. Thereto 11.3 parts of fluazifop-P-butyl (purity 93)
%), 10 parts of Solpol T-15 (trade name) and NK-E
15 parts of P-70G (trade name) was added and mixed with stirring to obtain a microemulsion.

Formulation Examples 26 to 29 According to Formulation Example 25, microemulsions were obtained with the blending components and blending ratios shown in Table 3.

[0029]

[Table 4] Table 3

Formulation Example 30 1.45 parts of sodium hydroxide was dissolved in 46.75 parts of water, and 14.5 parts of fomesafen (purity: 87%) was added thereto to prepare an aqueous solution of fomesafen-sodium. Thereto 11.3 parts of fluazifop-P-butyl (purity 93)
%), 20 parts of Solpol T-15 (trade name) and 6 parts of propylene glycol, and stirred and mixed to obtain a microemulsion.

Formulation Examples 31 to 35 According to Formulation Example 30, microemulsions were obtained with the blending components and blending ratios shown in Table 4.

[0032]

[Table 5] Table 4

Formulation Example 36 1.45 parts of sodium hydroxide was dissolved in 46.75 parts of water, and 14.5 parts (purity: 87%) of fomesafen was added thereto to prepare an aqueous solution of fomesafen-sodium. Thereto 11.3 parts of fluazifop-P-butyl (purity 93)
%), 20 parts of a mixture of polyoxyethylene styryl phenyl ether and dodecylbenzenesulfonate (trade name: Solpol 355, manufactured by Toho Chemical Industry) and 6 parts of propylene glycol were added, followed by stirring and mixing to obtain a microemulsion.

Formulation Example 37 42.1 parts of water and 11.2 parts of an aqueous solution of 10.97% sodium hydroxide are mixed, and 12.5 parts of fomesafen is added thereto.
(89% purity) to prepare an aqueous solution of fomesafen-sodium. Fluazifop-P-butyl 1
0.1 parts (purity 93%), Soprofol BSU (trade name)
13.4 parts and 10.7 parts of NK-EP-70G (trade name) were added and mixed with stirring to obtain a microemulsion.

Formulation Example 38 15.3 parts of water and 20.1 parts of a 10.97% aqueous solution of sodium hydroxide are mixed, and 23.3 parts of fomesafen is added thereto.
(89% purity) to prepare an aqueous solution of fomesafen-sodium. Fluazifop-P-butyl 1
8.8 parts (93% purity), Soprofol BSU (trade name)
10 parts and 12.5 parts of NK-EP-70G (trade name) were added, followed by stirring and mixing to obtain a microemulsion.

Comparative Preparation Example 1 1.3 parts of sodium hydroxide was dissolved in 46.7 parts of water.
14.7 parts of fomesafen (purity 87%) was added thereto to prepare an aqueous solution of fomesafen-sodium. Thereto 11.3 parts of fluazifop-P-butyl (purity 93%), polyoxyethylene castor oil (trade name: Alkamulus R /
(81, manufactured by Rhone-Poulenc) and 6 parts of propylene glycol were added and mixed with stirring. However, the emulsion became turbid, and after several hours, phase separation was not performed to form a microemulsion.

Comparative Preparation Example 2 1.3 parts of sodium hydroxide was dissolved in 46.7 parts of water.
14.7 parts of fomesafen (purity 87%) was added thereto to prepare an aqueous solution of fomesafen-sodium. Thereto 11.3 parts of fluazifop-P-butyl (purity 93%), 15 parts of Alkamolus R / 81 (trade name), NK-EP-70
G (trade name) 5 parts and propylene glycol 6 parts are added,
After stirring and mixing, the mixture became milky, and after several hours, phase separation occurred, and no microemulsion was formed.

Comparative Preparation Example 3 1.3 parts of sodium hydroxide was dissolved in 46.7 parts of water.
14.7 parts of fomesafen (purity 87%) was added thereto to prepare an aqueous solution of fomesafen-sodium. There, 11.3 parts of fluazifop-P-butyl (purity 93%), polyoxyethylene polyoxypropylene block polymer (trade name: Pepol B-182, manufactured by Toho Chemical Industry) 20
And 6 parts of propylene glycol, and the mixture was stirred and mixed, but immediately after phase separation, no microemulsion was formed.

Next, test examples will be described. Test Example 1 The microemulsions prepared in Formulation Examples 1 to 36 were put in ampoules each having a capacity of 20 ml at a time in an amount of 10 g and sealed, and then kept at 20 ° C. for a certain period of time (one day, one week, two weeks, or one month). ) After storage, the appearance of the microemulsion was visually observed, and the microemulsions of all the formulation examples were stable without any separation or turbidity.

Test Example 2 Preparation Examples 4, 5, 9, 11, 13, 18 to 22, 24
And each microemulsion 1 prepared in 26-36
0 g are sealed in ampoules each having a capacity of 20 ml, and are kept at -5 ° C for a certain period of time (one week, two weeks or one month).
After storage, the appearance was visually observed. As a result, the microemulsions of all the formulation examples were stable without any separation or turbidity.

Test Example 3 10 g of each of the microemulsions prepared in Formulation Examples 4, 5 and 11 were put in ampoules each having a capacity of 20 ml, sealed, and stored at 5 ° C. for 2 weeks. As a result, the microemulsions of all the formulation examples were stable without any separation or turbidity.

Test Example 4 Preparation Examples 1, 2, 4, 5, 8, 9, 11, 13 and 1
10g of each microemulsion prepared in 8-35
Are sealed in ampoules each having a capacity of 20 ml.
After storage at 0 ° C. for 1 day, at 54 ° C. for 2 weeks or at 60 ° C. for 1 week, the appearance was visually observed. As a result, all the microemulsions of the preparation examples were stable without causing separation or turbidity. Was.

Test Example 5 10 g of each of the microemulsions prepared in Formulation Examples 13, 20 to 24, 26, 28 and 29 was added in a volume of 2
Place in a 0 ml ampule tube, seal and cycle test (3 days at -5 ° C → 1 day at room temperature → 3 days at 50 ° C)
The cycle was repeated 3 times and stored for a total of 21 days), and the appearance thereof was observed with the naked eye. As a result, the microemulsions of all the formulation examples were stable without any separation or turbidity. .

Test Example 6 Upland soil was filled in a 1 / 1,000,000 hectare pot and seeds of crabgrass were sown. When the leaf age of the crabgrass reaches the 2.7-3 leaf stage, the microemulsion prepared according to Formulation Examples 5 and 11 is weighed so as to have a predetermined amount of the active ingredient, and diluted with 200 liters of water per hectare. And foliage treated. In addition, the water dilution showed a favorable dispersion state. The growth state of the crabgrass three weeks after the treatment was visually observed, and the herbicidal effect was evaluated at a weeding rate (%) of 0 (equivalent to the untreated group) to 100 (complete killing), and the results in Table 5 were obtained. Was.

[0045]

[Table 6] Table 5

Test Example 7 Upland soil was filled in a 1 / 300,000 ha pot, and soybean seeds were sown. Soybean leaf age 0.5 ~
When the 0.7 leaf stage is reached, the microemulsion prepared according to Formulation Examples 5 and 11 is weighed to a predetermined active ingredient amount (fluazifop-P-butyl is 200 g or 400 g / ha), and is weighed per hectare. 200
Diluted with 1 liter of water. 0.2% by volume of an agricultural spreading agent was further added to the water dilution, and foliage treatment was performed. In addition, the water dilution showed a favorable dispersion state. The growth state of the soybean two weeks after the treatment was visually observed, but no phytotoxicity was observed.

Test Example 8 Seeds of crabgrass, ragweed and soybean were sown on an upland field (one test plot: 5 m × 1 m), and other weeds were spontaneously generated. Plants have reached a certain leaf age (0.5-3.5 leaf stage of crabgrass, 0.2-2.0 leaf stage of ragweed, 0.5-3.1 leaf stage of Ao-gaitou and 0.4 leaf stage of soybean) At this time, the microemulsion prepared according to Formulation Examples 37 and 38 was weighed to a predetermined amount of the active ingredient, diluted with 250 liters of water per hectare, and subjected to foliage treatment. In addition, the water dilution showed a favorable dispersion state. The growth state of each plant on the 29th day after the treatment was visually observed, and the herbicidal effect was evaluated at a weeding rate (%) of 0 (equivalent to the untreated area) to 100 (complete killing). The results in Table 6 I got

[0048]

[Table 7] Table 6

[0049]

Industrial Applicability The microemulsion of the present invention is physically stable, for example, without emulsification and without layer separation, and has excellent chemical stability such as excellent temporal stability of the herbicidal active ingredient. It is stable and has excellent emulsion stability when diluted with water. The present invention also provides a method for suppressing undesired plant growth using the microemulsion.

Claims (9)

[Claims] (1) at least one herbicidal active ingredient selected from the group consisting of phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof, (2) polyoxyalkylenestyrylarylether, A microemulsion containing at least one nonionic surfactant selected from the group consisting of oxyalkylene sorbitan esters, sorbitan alkylates, polyoxyethylene polyoxypropylene alkylphenols and polyoxyalkylene alkyl ethers, and (3) water. 2. The nonionic surfactant is at least one selected from the group consisting of polyoxyalkylenestyryl aryl ethers, polyoxyalkylene sorbitan esters, sorbitan alkylates and polyoxyethylene polyoxypropylene alkyl phenols. 1 microemulsion. 3. The microemulsion according to claim 1, further comprising another herbicidal active ingredient. 4. The composition further comprises 5- (2-chloro-α, α, α-trifluoro-p-toluyloxy) -N-methylsulfonyl-2-nitrobenzamide or a salt thereof as another herbicidal active ingredient. The microemulsion of claim 1. 5. The microemulsion according to claim 1, further comprising an anionic surfactant. 6. The method according to claim 1, further comprising an organic solvent.
Microemulsion. 7. The microemulsion according to claim 1, further comprising an anionic surfactant and an organic solvent. 8. A composition comprising: (1) 5 to 50 parts by weight of at least one herbicidal active ingredient selected from the group consisting of phenoxyphenoxycarboxylic acid, heteroaryloxyphenoxycarboxylic acid and derivatives thereof; 3 to 40% by weight of at least one nonionic surfactant selected from the group consisting of alkylenestyryl aryl ethers, polyoxyalkylene sorbitan esters, sorbitan alkylates, polyoxyethylene polyoxypropylene alkylphenols and polyoxyalkylene alkyl ethers (3) A microemulsion containing at least water as a residue. 9. Use of the microemulsion according to claim 1, 3 or 8 for inhibiting unwanted plant growth.