KR100756759B1 - Herbicidal Microemulsion - Google Patents

Abstract

The present invention is (1) at least one active herbicidal component selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof, (2) polyoxyalkylene styrylaryl ether, polyoxyalkyl Sorbent sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol and polyoxyalkylene alkyl ether, and at least one nonionic surfactant selected from the group consisting of .

Emulsifying Agents, Active Herbicides, Surfactants, Phenoxyphenoxy Carboxylic Acids, Heteroaryloxyphenoxy Carboxylic Acids

Description

Herbicidal Lumps {Herbicidal Microemulsion}

The present invention relates to a microemulsion containing at least one active herbicide selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof.

Consideration of the properties of the active pesticide components has been studied for the formulation of pesticide formulations. When the active pesticide component is low in solubility in water, preparations such as emulsifiable concentrates, suspension concentrates, wettable powders and water-dispersible granules are generally used. Especially emulsions have been used frequently for a long time because they are easy to manufacture and handle and have low manufacturing costs.

However, organic solvents contained in emulsions may cause various problems such as toxicity and flammability, and there is an increasing demand for improvement and replacement of emulsions. For this reason, it has been proposed that a suspending agent in which most organic solvents in the emulsion are replaced with water will solve the above-mentioned problems. For example, JP-A-1-261312 includes (a) phenoxyphenoxy carboxylic acid esters or heteroaryloxyphenoxycarboxylic acid esters and bentazone salts as active herbicides, (b) specific emulsifiers or wetting agents, (c) specific An aqueous concentrated suspension agent-based herbicide containing an organic solvent and (d) water is disclosed. JP-A-5-201807 also includes one or more active herbicides selected from the group consisting of (a) phenoxyphenoxy carboxylic acids and heteroaryloxyphenoxy carboxylic acids, (b) specific dispersants, (c) specific emulsifiers or Disclosed is a wetting agent, (d) a specific organic solvent, and (e) a water-sustaining agent.

However, these suspending agents still suffer from various problems. Lubricating agents are liquid mixtures of water and oil that are typically incompatible with one another, either transparent or translucent and thermodynamically stable. A suspending agent is prepared for dissolving or dispersing an active pesticide ingredient having low solubility in water in a water-based solvent having little flammability. Such suspending agents are stable and easy to manufacture, but typically require large amounts of surfactants. In addition, in order to manufacture a stable emulsion, it is necessary to select surfactant suitably. Moreover, even when each component is used to achieve an optimal balance to produce a stable suspension, the optimum balance is broken during dilution with water prior to application, resulting in unstable or separated crystals.

Summary of the Invention

Under these circumstances, extensive research has been conducted to find stable turbidity agents containing at least one active herbicide selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof. The present invention has been completed. In other words, the present invention provides at least one active herbicidal component selected from the group consisting of (1) phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof, (2) polyoxyalkylene styrylaryl ether, At least one nonionic surfactant selected from the group consisting of polyoxyalkylene sorbitan esters, sorbitan alkylates, polyoxyethylene polyoxypropylene alkylphenols and polyoxyalkylene alkyl ethers, and (3) water containing water Provide turbidity. Not only are the milking or physically stable emulsions which are not phase separated, but they are also chemically stable emulsions with good storage stability of the active herbicides, and exhibit excellent emulsion stability even when diluted with water. The present invention also provides a method of using this suspending agent to inhibit the growth of weeds.

Best way to carry out the invention

Examples of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof (e.g. salts and various esters) used as active herbicidal ingredients in the present invention include 2- [4- (2,4-dichlorophenoxy). Phenoxy] propionic acid (common name: diclofop) and its alkyl ester, 2- [4- (4-chlorophenoxy) phenoxy] propionic acid (common name: clofop) and alkyl ester thereof , 2- [4- (α, α, α-trifluoro-p-tolyloxy) phenoxy] propionic acid (common name: trifop) and its alkyl ester, acetone O- [2- [4- ( α, α, α-trifluoro-p-tolyloxy) phenoxy] propionyl] oxime (common name: trifopsime), 4- [4- (α, α, α-trifluoro-p -Tolyloxy) phenoxy] pent-2-enoic acid (common name: difenopenten) and its alkyl esters, 2- [4- (4-cyano-2-fluorophenoxy) phenoxy] propionic acid ( Generic name: cyhalofop and its alkyls Ter, 2- [2- (4- (3,5-dichloro-2-pyridyloxy) phenoxy) propionyl] isoxazolidine (general name: isoxapyrifop), 2- [4- (3,5-dichloro-2-pyridyloxy) phenoxy] propionic acid (common name: chlorazifop) and its alkynyl ester, 2- [4- (5-chloro-3-fluoropyridine-2 -Yloxy) phenoxy] propionic acid (generic name: clodinafop) and its alkynyl ester, 2- [4- (5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid (general name: Fluazifop) and alkyl esters thereof, 2- [4- (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid (common name: haloxyfop) and Alkyl esters and alkoxyalkyl esters thereof, 2- [4- (6-chloro-1,3-benzoxazol-2-yloxy) phenoxy] propionic acid (common name: fenoxaprop) and alkyl esters thereof, 2- [4- (6-chloro-1,3-benzothiazol-2-yloxy) phenoxy] propion (General name: fenthiaprop) and its alkyl ester, 2-isopropylideneaminooxyethyl 2- [4- (6-chloroquinoxalin-2-yloxy) phenoxy] propionic acid (generic name: propaquiza Propaquizafop) and 2- [4- (6-chloroquinoxalin-2-yloxy) phenoxy] propionic acid (common name: quizalofop) and alkyl esters thereof. Some of these compounds have optical isomers, and the present invention includes each isomer and racemate.

Among the phenoxyphenoxy carboxylic acids, heteroaryloxyphenoxy carboxylic acids and derivatives thereof, which are active herbicides, heteroaryloxyphenoxy carboxylic acids and derivatives thereof are particularly preferable, and among them, fluazipope and alkyl esters thereof are particularly preferable. Do. Among these, optically active isomers of fluazipop-butyl, particularly fluazipop-p-butyl or fluazipop-butyl are preferred.                 

In the present invention, at least one nonionic surfactant capable of forming a stable suspending agent, ie, polyoxyalkylene styrylaryl ether, polyoxyalkylene sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkyl At least one nonionic surfactant selected from the group consisting of phenols and polyoxyalkylene alkyl ethers, preferably polyoxyalkylene styrylaryl ethers, polyoxyalkylene sorbitan esters, sorbitan alkylates and polyoxyethylene poly One or more nonionic surfactants selected from the group consisting of oxypropylene alkylphenols are used. The polyoxyalkylene moieties of these surfactants are usually homopolymers or copolymers or blocks consisting of 5 to 50 moles, preferably about 5 to 30 moles, particularly preferably about 10 to 20 moles of ethylene oxide and / or propylene oxide. Copolymers (in the case of polyoxyalkylene alkyl ethers no copolymers or block copolymers are applicable) and the aryl moieties of these surfactants are typically phenyl or naphthyl. The number of substituents on the styryl group is usually about 1-6, preferably about 1-3. More specific examples of the nonionic surfactants include polyoxyethylene monostyrylphenyl ether, polyoxyethylene distyrylphenyl ether, polyoxyethylene tristyrylphenyl ether, polyoxyethylene polyoxypropylene monostyrylphenyl ether, polyoxy Ethylene polyoxypropylene distyrylphenyl ether, polyoxyethylene polyoxypropylene tristyrylphenyl ether, polyoxyethylene sorbitan ester, polyoxypropylene sorbitan ester, sorbitan alkylate, polyoxyethylene polyoxypropylene alkylphenol, poly Oxyethylene oxoalcohols, polyoxypropylene oxoalcohols, polyoxyethylene stearyl ethers and polyoxypropylene stearyl ethers.

In the present invention, particularly preferred nonionic surfactants are polyoxyalkylene styrylaryl ethers and polyoxyalkylene sorbitan esters, in particular polyoxyalkylene styrylaryl ethers. Especially, polyoxyethylene monostyrylphenyl ether, polyoxyethylene distyrylphenyl ether, and polyoxyethylene tristyrylphenyl ether are preferable, and polyoxyethylene tristyrylphenyl ether is more preferable.

The pesticide of the present invention may contain one or more other effective herbicidal ingredients in order to enhance the herbicidal effect. Other active herbicides (hereafter referred to as generic names) include 2,4-D, linuron, diuron, metrizine, cyanazine, bentazon, and paraquat. paraquat, acifluorfen-sodium, pomesafen, lactofen, bromoxynil, flumiclorac-pentyl, fluthiacet- Fluthiacet-methyl, sulfentrazone, norflurazon, clomazone, cletodim, sethoxydim, tetraproxydim, chlor Chlorimuron-ethyl, thifensulfuron-methyl, oxasulfuron, flumetsulam, cloransulam-methyl, imazafir imazapyr), imazethapyr, imazaquin, imazaquin, imazamox, glyphosate, glufosinate, and tripleuralin ifluralin, pendimethalin (pendimethalin), ethalfluralin, alachlor, metolachlor, acetochlor, dimethenamid, flufenacet ), Fluthiamide and its various derivatives (eg salts and esters). Among them, pomesafen, namely 5- (2-chloro-α, α, α-trifluoro-p-tolyloxy) -N-methylsulfonyl-2-nitrobenzamide, and salts thereof (for example, sodium salt) And potassium salts).

Optionally, in the present invention, various additives such as anionic surfactants, organic solvents, antifoaming agents, other additives, and the like may be added.

Anionic surfactants are useful for forming stable suspending agents and for ensuring excellent herbicidal effects. Specific examples include fatty acid salts, alkylsulfosuccinates, polycarboxylates, salts of alkyl sulfate esters, alkyl sulfates, alkylaryl sulfates, alkyl diglycol ether sulfates, salts of alcoholic sulfate esters, alkyl sulfonates, alkylaryl sulfonates , Aryl sulfonates, lignin sulfonates, alkyldiphenyl ether disulfonates, polystyrene sulfonates, salts of alkyl phosphate esters, alkylaryl phosphates, styrylaryl phosphates, salts of polyoxyethylene alkyl ether sulfate esters, polyoxyethylene alkyls Aryl ether sulfates, salts of polyoxyethylene alkylaryl ether sulfate esters, polyoxyethylene alkyl ether phosphates, salts of polyoxyethylene alkyl ether phosphate esters, salts of polyoxyethylene alkyl aryl phosphate esters, polyoxyethylene styrylaryl ether sulfate , Polyoxy It includes the salts and mixtures of two or more of these salts in water formalin concentration, polyacrylic acid-ethylene styryl aryl ether phosphate, a polyoxyethylene styryl aryl salts, naphthalene sulfonate ether phosphoric acid ester. Among these anionic surfactants, alkylsulfosuccinates and alkylaryl sulfonates, in particular dialkylsulfosuccinates and dodecylbenzenesulfonates, are particularly preferred.

Organic solvents are also useful for forming stable suspending agents. Specific examples of such organic solvents 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 such as Ipsol from Idemitsu Petrochemical Co., Ltd., Solvesso from Exxon Chemical and Exxol from Exxon Chemical (above) Trade name); Aliphatic solvents such as IP solvent (trade name) from Idemith Petrochemical Co., Ltd., of which glycols and alcohols, in particular ethylene glycol, polyethylene glycol and cyclohexanol are preferred.

Regarding the blending ratio of each component, when the emollient agent of the present invention is 100 parts by weight, the emollient agent of the present invention is selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof. 5 to 50 parts by weight, preferably 7 to 25 parts by weight of at least one active herbicide component; 3 to 40 parts by weight, preferably 5 to 30 parts by weight of at least one nonionic surfactant; Water is contained in balance, usually 10 to 85 parts by weight, preferably 15 to 72 parts by weight. When this emulsion contains other components, the emulsion contains 5 to 40 parts by weight of other active herbicidal components, preferably 10 to 30 parts by weight, and 1 to 40 parts by weight of anionic surfactant, preferably 3 to 30. 1 part by weight to 40 parts by weight, and preferably 3 to 30 parts by weight of an organic solvent.

The suspending agent of the present invention can be obtained by mixing the respective components in an arbitrary order. In this mixing process, a stirrer or shaker is usually used.

The haze of the present invention has an excellent herbicidal effect, and is used in various places such as alpine farmland, orchards, cultivated land such as mulberry fields, and non-cultivated land such as forests and farm roads, for example, various weeds in soybean fields and cotton fields. Used to remove When spraying the suspending agent of the present invention, the effective herbicidal component selected from the group consisting of phenoxyphenoxy carboxylic acid, heteroaryloxyphenoxy carboxylic acid and derivatives thereof is 10 to 500 g, preferably 50 per hectare (ha) And when the other effective herbicide ingredient (s) is present, the haze agent of the present invention is sparged so that the effective herbicide ingredient is applied in an amount of 5 to 2000 g, preferably 50 to 500 g, per ha. . The present invention also provides a method of inhibiting the growth of weeds using such suspending agents.

The present invention will now be described in more detail with reference to examples. It should be understood, however, that the present invention is not limited to these specific embodiments. The blending example will first be described. In this formulation embodiment, "parts" refers to "parts by weight".

Formulation Example 1

19.8 parts of Fluazipop-p-butyl (purity 93%), Sorpol T-15 of polyoxyethylene tristyrylphenyl ether (Toho Chemical Industry, Co., Ltd.) -15 (trade name)) 15 parts, 10 parts of sodium dialkylsulfosuccinate (NK-EP-70G (trade name) of Takemoto Oil & Fats Co., Ltd.) and water 55.2 The parts were stirred and mixed to form a suspension.

Compounding Example 2

The same procedure as in Formulation Example 1 was followed except that 15 parts of NK-EP-70G (trade name) and 50.2 parts of water were used to prepare a suspension.

Compounding Example 3

19.8 parts of Fluazipop-p-butyl (purity 93%), 12 parts of Sorpol T-15 (trade name), 15 parts of NK-EP-70G (trade name), 5 parts of ethylene glycol and 48.2 parts of water, Made.

Compounding Examples 4-15

According to the same procedure as in Formulation Example 3, a suspending agent containing the components shown in Table 1 below in the blending ratio shown in Table 1 was prepared. In the table below, PEG-200 and PEG-400 are polyethylene glycols manufactured by Nacalai tesque, Inc., IP solvent 1620 is an aliphatic solvent manufactured by Idemith Petrochemical Co., Ltd. , Exol D40 is an aromatic solvent made from Exxon Chemical.

ingredient Compounding cost 4 5 6 7 8 9 10 11 12 13 14 15 Fluazifop-p-butyl 19.8 19.8 19.8 19.8 19.8 19.8 19.8 19.8 19.8 19.8 19.8 19.8 Sorpol T-15 15 15 15 15 15 15 15 15 15 15 15 15 NK-EP-70G 10 11 15 15 15 20 11 20 15 15 15 15 Ethylene glycol 20 25 - - - - - - - - - - Propylene glycol - - 5 10 - - - - - - - - PEG-200 - - - - 15 20 - - - - - - PEG-400 - - - - - - 10 20 - - - - Cyclohexanol - - - - - - - - 10 24 - - IP Solvent 1620 - - - - - - - - - - 10 - Exol D40 - - - - - - - - - - - 10 water 35.2 29.2 45.2 40.2 35.2 25.2 44.2 25.2 40.2 26.2 40.2 40.2

Compounding Example 16

19.8 parts of fluazipop-p-butyl (93% purity), 15 parts of polyoxyethylene tristyrylphenyl ether (Soprophor BSU (trade name) of Rhone-Poulenc), NK-EP 15 parts of -70G (trade name), 5 parts of propylene glycol, and 45.2 parts of water were stirred and mixed to prepare a suspension.

Compounding Example 17

2.9 parts of sodium hydroxide were dissolved in 30 parts of water, and 29.4 parts of pomesapene (purity 89%) were added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was stirred and mixed with 22.7 parts of Fluazifop-p-butyl (purity 93%) and 15 parts of Sorpol T-15 (trade name) to form a suspension.

Compounding Example 18

2.9 parts of sodium hydroxide were dissolved in 25 parts of water, and 29.4 parts of pomesafen (purity 89%) were added thereto to obtain an aqueous solution of pomesafen-sodium. Subsequently, this aqueous solution was stirred and mixed with 22.7 parts of Fluazifop-p-butyl (purity 93%), 15 parts of Sorpol T-15 (trade name), and 5 parts of NK-EP-70G (trade name) to form a suspension.                 

Compounding Examples 19 to 24

According to the same procedure as in Formulation Example 18, a suspending agent was prepared containing the components shown in Table 2 below in the blending ratios described in Table 2.

ingredient Compounding cost 19 20 21 22 23 24 Fluazifop-p-butyl 22.7 22.7 22.7 22.7 22.7 22.7 Pomessafen 29.4 29.4 29.4 29.4 29.4 29.4 Sodium hydroxide 2.9 2.9 2.9 2.9 2.9 2.9 Sorpol T-15 15 - - - - - Soprofort BSU - 8.5 10 10 10 15 NK-EP-70G 10 15 10 12 20 5 water 20 21.5 25 23 15 25

Compounding Example 25

 1.45 parts of sodium hydroxide were dissolved in 47.55 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. This aqueous solution was then stirred and mixed with 11.3 parts of Fluazifop-p-butyl (purity 93%), 10 parts of Sorpol T-15 (trade name) and 15 parts of NK-EP-70G (trade name) to form a turbidity agent.

Compounding Examples 26 to 29

According to the same procedure as in Formulation Example 25, a suspending agent containing the components shown in Table 3 below in the blending ratios described in Table 3 was prepared.

ingredient Compounding cost 26 27 28 29 Fluazifop-p-butyl 11.3 11.3 11.3 11.3 Pomessafen 14.7 14.7 14.7 14.7 Sodium hydroxide 1.45 1.45 1.45 1.45 Sorpol T-15 15 15 - - Soprofort BSU - - 15 15 NK-EP-70G 5 15 5 10 water 52.55 42.55 52.55 47.55

Compounding Example 30

1.45 parts of sodium hydroxide were dissolved in 46.75 parts of water, and 14.5 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was stirred and mixed with 11.3 parts of Fluazopop-p-butyl (purity 93%), 20 parts of Sorpol T-15 (trade name), and 6 parts of propylene glycol, and the suspension was prepared.

Compounding Examples 31 to 35

According to the same procedure as in Formulation Example 30, a suspending agent was prepared containing the components shown in Table 4 below in the blending ratios described in Table 4.

ingredient Compounding cost 31 32 33 34 35 Fluazifop-p-butyl 11.3 11.3 11.3 11.3 11.3 Pomessafen 14.5 14.5 14.5 14.5 14.5 Sodium hydroxide 1.45 1.45 1.45 1.45 1.45 Sorpol T-15 - 10 15 - - Soprofort BSU 20 - - 15 15 NK-EP-70G - 15 5 5 10 Propylene glycol 6 6 6 6 6 water 46.75 41.75 46.75 46.75 41.75

Compounding Example 36

1.45 parts of sodium hydroxide were dissolved in 46.75 parts of water, and 14.5 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was mixed with 11.3 parts of fluazifop-p-butyl (purity 93%) and 20 parts of a mixture of polyoxyethylene styrylphenyl ether and dodecylbenzenesulfonate (Sorpol 355 from Toho Chemical Industry Co., Ltd.). And stirred with 6 parts of propylene glycol to form a suspension.

Compounding Example 37

42.1 parts of water and 11.2 parts of 10.97% sodium hydroxide aqueous solution were mixed, and 12.5 parts of pomesafen (89% purity) were added thereto to obtain an aqueous solution of pomesafen-sodium. Subsequently, this aqueous solution was stirred and mixed with 10.1 parts of Fluazifop-p-butyl (purity 93%), 13.4 parts of Soprophor BSU (trade name), and 10.7 parts of NK-EP-70G (trade name) to form a suspension.

Compounding Example 38

15.3 parts of water and 20.1 parts of 10.97% sodium hydroxide aqueous solution were mixed, and 23.3 parts of pomesaphene (purity 89%) were added thereto to obtain an aqueous solution of pomesafen-sodium. Subsequently, this aqueous solution was stirred and mixed with 18.8 parts of Fluazifop-p-butyl (purity 93%), 10 parts of Soprophor BSU (trade name), and 12.5 parts of NK-EP-70G (trade name), to prepare a suspension.

Comparative Formulation Example 1

1.3 parts of sodium hydroxide were dissolved in 46.7 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, the aqueous solution was prepared with 11.3 parts of fluazopop-p-butyl (purity 93%), 20 parts of polyoxyethylene castor oil (Long-Fran Alkamuls R / 81 (trade name)) and propylene glycol Stir and mix with 6 parts. As a result, a milky mixture was obtained, which was not phase suspension but phase separated after several hours.

Comparative Formulation Example 2

1.3 parts of sodium hydroxide were dissolved in 46.7 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. This aqueous solution was then stirred and mixed with 11.3 parts of Fluazifop-p-butyl (purity 93%), 15 parts of Alkamul R / 81 ™, 5 parts of NK-EP-70G (trade name) and 6 parts of propylene glycol. . As a result, an oily mixture was obtained, which was phase separated after several hours as a non-suspending agent.

Comparative Formulation Example 3

1.3 parts of sodium hydroxide were dissolved in 46.7 parts of water, and 14.7 parts of pomesapene (purity 87%) was added thereto to obtain an aqueous solution of pomesapene-sodium. Subsequently, this aqueous solution was subjected to 11.3 parts of fluazopop-p-butyl (purity 93%) and a polyoxyethylene polyoxypropylene block copolymer (Pepol B-182 (Pepol B-182, trade name) of Toho Chemical Industries Co., Ltd.). 20 parts and 6 parts of propylene glycol were stirred and mixed. As a result, an oily mixture was obtained, which was not separated into a suspending agent, but immediately after preparation.

The test examples will now be described.

Test Example 1

10 g of the suspending agent prepared as described in Formulation Examples 1 to 36 were placed in 20 ml ampoules, the ampoule was sealed and stored at 20 ° C. for a predetermined time (1 day, 1 week, 2 weeks or 1 month), Ampoule contents were visually observed from outside. All suspensions remained stable without phase separation or milking.

Test Example 2

10 g of the suspending agent prepared as described in Formulation Examples 4, 5, 9, 11, 13, 18 to 22, 24, and 26 to 36 were placed in a 20 ml ampoule, the ampoule was sealed and scheduled at −5 ° C. The time was stored for 1 week, 2 weeks or 1 month and the ampoule contents were visually observed externally. All suspending agents remained stable without phase separation or milking.

Test Example 3

Each 10 g of the suspending agent prepared as described in Formulation Examples 4, 5 and 11 was placed in a 20 ml ampoule, the ampoule was sealed and stored at 5 ° C. for 2 weeks, and the ampoule contents were visually observed from the outside. All suspensions remained stable without phase separation or milking.

Test Example 4

10 g of the suspending agent prepared as described in the compounding examples 1, 2, 4, 5, 8, 9, 11, 13, and 18 to 35 were placed in a 20 ml ampoule, the ampoule was sealed and 1 at 50 ° C. One day, two weeks at 54 ° C. or one week at 60 ° C., and ampoule contents were visually observed from outside. All suspensions remained stable without phase separation or milking.

Test Example 5

10 g of the suspending agent prepared as described in Formulation Examples 13, 20-24, 26, 28 and 29 were placed in a 20 ml ampoule, the ampoule was sealed and subjected to a storage cycle (3 days at -5 ° C, The cycle of storing 1 day at room temperature and 3 days at 50 ° C. was repeated three times and stored for a total of 21 days), and the ampoule contents were visually observed from the outside. All suspensions remained stable without phase separation or milking.

Test Example 6

Crabsgrass (Digitaria sanguinalis L.) was planted in a 1 / 1,000,000 ha-sized pot filled with alpine soil. If the leech grows in the 2.7 to 3 leaf stage, the suspending agent prepared as described in the compounding examples 5 and 11 is weighed to contain the predetermined amount of the active ingredient, and diluted with 200 L / ha of water. And foliage treatment. This diluted aqueous solution was well dispersed.

Three weeks after the treatment, the degree of growth of the larvae was visually observed, and the herbicidal effect was evaluated as a growth inhibition rate (%) from 0 (no herbicidal effect) to 100 (complete herbicide). The results are shown in Table 5.

Formulation Example Amount of Fluazipop-p-Butyl (g / ha) Growth inhibition rate (%) 5 100 89 50 87 25 80 11 100 89 50 88 25 75

Test Example 7

Soybeans (Glycine max Merr.) Were planted in a 1 / 300,000 ha-filled complex filled with alpine soil. If soybeans were grown to 0.5 to 0.7 foliar, the suspending agent prepared as described in the compounding examples 5 and 11 was added with a predetermined amount of the active ingredient (fluazifop-p-butyl 200 g / ha or 400 g / ha). Weighed to contain and diluted with 200 L / ha of water. 0.2% by volume of agricultural spreader was added to the diluted aqueous solution, followed by foliage treatment. This diluted aqueous solution was well dispersed. Two weeks after the treatment, the growth of the beans was visually observed, but no injury was found.

Test Example 8

Sowing alpine farmland (the size of one test block is 5m × 1m), sowing bark (Digitaria sanguinalis L.), common ragweed (Ambrosia artemisiifolia L.) and soybean (Glycine max Merr.), And other weeds Also allowed to grow naturally. If the plant grows as a predestined leafhopper (① 0.5 to 3.5 blades for barley, ② 0.2 to 2.0 blades for ragweed, ③ 0.5 to 3.1 leafs for redroot pigweed (Amaranthus retroflexus L.), ④ in the case of soybeans) 0.4 mg of the suspending agent prepared as described in Formulation Examples 37 and 38, was weighed to contain a predetermined amount of the active ingredient, diluted with 250 L / ha of water and subjected to foliage treatment . This diluted aqueous solution was well dispersed.

After 29 days of treatment, the degree of growth of each plant was visually observed, and the herbicidal effect was evaluated as a growth inhibition rate (%) from 0 (no herbicidal effect) to 100 (complete herbicide). The results are shown in Table 6.

Formulation Example Amount of Fluazipop-p-Butyl + Pomesafen (g / ha) Growth inhibition rate (%) wire grass Ragweed Hairball bean 37 100 + 125 83 78 95 0 150 + 188 85 80 98 8 200 + 250 88 93 100 5 38 100 + 125 80 68 93 0 150 + 188 90 80 100 10 200 + 250 90 78 100 13

The haze agent of the present invention is not only a milky or phase separated physically stable haze agent, but also a chemically stable haze agent having good storage stability of the active herbicidal component, and exhibits excellent emulsion stability even when diluted with water. The present invention also provides a method of using this suspending agent to inhibit the growth of weeds.

Claims (9)

(1) at least one active herbicidal component selected from the group consisting of heteroaryloxyphenoxy carboxylic acids and derivatives thereof, (2) at least one nonionic surfactant selected from the group consisting of polyoxyalkylene styrylaryl ethers, and (3) Microemulsion containing water. A suspending agent according to claim 1, comprising an effective herbicidal component selected from 2- [4- (5-trifluoromethyl-2-pyridyloxy) phenoxy] propionic acid and alkyl esters thereof. The compound according to claim 2, further comprising 5- (2-chloro-α, α, α-trifluoro-p-tolyloxy) -N-methylsulfonyl-2-nitrobenzamide or a salt thereof as another active herbicidal component. Suspending agent containing the. delete A suspending agent according to any one of claims 1 to 3, which further contains at least one anionic surfactant selected from the group consisting of alkylsulfosuccinates and alkylaryl sulfonates. The haze agent according to any one of claims 1 to 3, further comprising at least one organic solvent selected from the group consisting of glycols, alcohols, aromatic solvents and aliphatic solvents. The process according to any one of claims 1 to 3, further comprising one or more anionic surfactants selected from the group consisting of alkylsulfosuccinates and alkylaryl sulfonates and glycols, alcohols, aromatic solvents and aliphatic solvents. A suspending agent containing at least one organic solvent selected from the group consisting of: The method according to claim 1, wherein 5 to 50 parts by weight of at least one active herbicidal component selected from the group consisting of (1) heteroaryloxyphenoxy carboxylic acid and derivatives thereof, and (2) 1 selected from polyoxyalkylene styrylaryl ethers. A turbidity agent containing 3 to 40 parts by weight of at least one nonionic surfactant, and (3) at least a balance of water. A method of inhibiting the growth of weeds using a suspending agent as defined in any one of claims 1, 3 and 8.