JPH10101506A - Herbicidal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a herbicidal composition capable of expecting the effect for reducing the consumption amount, damage to crops, spraying frequency, spraying labor, expense, etc., by using compounds capable of synergistically increasing weeding effect. SOLUTION: This composition contains (A) N-benzyl-2-(4-fluoroo-3- trifluoromethylphenoxy)butanoic acid amide represented by formula I and (B) a diphenyl ether-based compound represented by formula II (R is H or methyl; R' is H or ethoxycarbonyl; X is chloro atom or trifluoromethyl) as active ingredients. Furthermore, ethyl o-[5-(2-chloro-α,α,α-trifluoro-β-tolyloxy)-2- nitrobenzoyl]glycolate, etc., is preferably used as the component B.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to N-benzyl-2.
The present invention relates to a herbicidal composition containing, as active ingredients,-(4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide and a diphenyl ether compound (2) having herbicidal activity.

[0002]

2. Description of the Related Art N-benzyl-2- (4-fluoro-3)
As a herbicide containing -trifluoromethylphenoxy) butanoic acid amide as an active ingredient, a herbicide containing this compound and a urea-based compound as an active ingredient (Japanese Unexamined Patent Publication No.
No. 10749) and those containing a triazine compound and a phenoxy compound (Japanese Patent Application Laid-Open No. 2-40307), but only the effect of mixing with the diphenyl ether compound of the present invention is completely known. I didn't.

[0003]

SUMMARY OF THE INVENTION The present invention is directed to a compound, N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanamide, which synergistically enhances the herbicidal effect of N-benzyl-2. -(4-Fluoro-3
An object of the present invention is to provide a herbicide composition which can be expected to reduce the amount of (trifluoromethylphenoxy) butanoic acid amide used, the phytotoxicity to crops, the number of applications, the labor for application, and the cost.

[0004]

The present inventors have conducted studies to solve the above-mentioned problems, and as a result, have found that N
-A benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide and a diphenyl ether-based compound (2) having herbicidal activity are simultaneously brought into contact with the weeds to be controlled, thereby making it difficult to control the weeds. It has a wide range of herbicidal spectrum including (especially effective for yamgra, violet, oinoufufuguri, chickweed, etc.), and requires less use than when used alone.
We have found a herbicide composition that can be expected to reduce the phytotoxicity of crops (especially, no phytotoxicity to wheat), the frequency of application, the labor for application, and the cost. That is, the present invention provides the following formula (1):

[0005]

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N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide represented by the following formula (2):

[0007]

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Wherein R, R 'and X have the same meanings as defined above, and a diphenyl ether compound (2) having herbicidal activity as an active ingredient. The composition of the agent.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
The herbicidal composition comprises N-benzyl- having herbicidal activity.
It comprises 2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide (hereinafter referred to as compound 1) and a diphenyl ether compound (2) having herbicidal activity as active ingredients. Is what you do.
Diphenyl ether compound having herbicidal activity (2)
Examples thereof include diphenyl ether compound (2) represented by the above formula (2); preferably, ethyl o- [5- (2-chloro-α, α, α, -trifluoro- p-tolyloxy) -2-nitrobenzoyl] glycolate (hereinafter referred to as compound 2) and methyl 5- (2,4-dichlorophenoxy) -2-nitrobenzoate (hereinafter referred to as compound 3). . These compounds 2 and 3 can be obtained as commercial products.

Compound 1 can be produced by the method described in JP-A-63-10749. The composition of the present herbicide is prepared by compounding Compound 1 and one or more diphenyl ether compounds (2) having herbicidal activity by a conventional method. For example, powders, emulsions, fine granules, granules, SE agents ( S
Uspoemulsion agent), liquid preparation, wettable powder, flowable preparation (gel preparation), oil preparation or aerosol can be used. In addition, in the case of the compounding, in order to improve the performance of the composition of the present herbicide such as adhesion to the weeds, improvement of absorption, dispersion of the drug, emulsification, spreading, etc.
Carriers, surfactants, dispersants, auxiliaries and the like can be used. Examples of the carrier include a solid carrier, a liquid carrier, and a mixture thereof.

Examples of the solid carrier include mineral substance powder, solid fertilizer, vegetable powder, polymer compound, wax and the like. Mineral powders include talc, bentonite, clay, kaolin. Diatomaceous earth white carbon, vermiculite, montmorillonite, slaked lime, silica sand and the like can be mentioned. Examples of the solid fertilizer include ammonium sulfate and urea. Examples of the vegetable powder include soybean flour and starch. Examples of the polymer compound include petroleum resin and polyvinyl chloride. Liquid carriers include hydrocarbons (kerosene, mineral oil, etc.), aromatic hydrocarbons (benzene, toluene, xylene, etc.), chlorinated hydrocarbons (chloroform,
Ethers (dioxane, tetrahydrofuran, etc.), ketones (acetone, cyclohexanone, isophorone, etc.), esters (ethyl acetate, ethylene glycol acetate, dibutyl maleate, etc.), alcohols (methanol, n-hexanol, etc.)
Examples thereof include a polar solvent (such as dimethylformamide and dimethyl sulfoxide), and water.

Examples of the surfactant and dispersant include nonionic (polyoxyethylene alkyl ether, polyoxyethylene alkyl ester, polyoxyethylene sorbitan alkyl ester, etc.) and anionic (alkylbenzene sulfonate, alkyl sulfosuccinate, alkyl). Examples thereof include sulfates, arylsulfonates, and the like, cations (alkylamines such as laurylamine, polyoxyethylene alkylamines, and the like), and amphoteric types (potassium sulfonic acid, sulfate, and the like). In order to improve the properties of the preparation, for example, xanthan gum, carboxymethylcellulose, polyethylene glycol, gum arabic and the like can be used as an auxiliary agent. In addition, if necessary, an insecticide, a fungicide, another herbicide, a plant growth regulator, a repellent, a fertilizer, a soil conditioner, etc. may be added to the agent.
Applicable weeds, applicable pests, methods of use, time of use, etc. can be expanded.

The total active ingredient concentration of compound 1 and diphenyl ether compound (2) having herbicidal activity is
1-9 for wettable powders, emulsions, liquids, fluables and oils
0%, 1 to 70% by weight for powder and fine granules, 1 for granules
~ 75% by weight. The mixing ratio of the active ingredient in the herbicidal composition is 0.5 to 20 parts by weight when the sulfonylurea compound (2) having herbicidal activity is a wettable powder with respect to 1 part by weight of the compound 1. 0.5 ~ in case of emulsion
10 parts by weight, and 0.5 to 10 parts by weight in the case of a flowable preparation. In order to effectively exert the herbicidal effect by using these two types of compounds in combination, the weight may be 1/10 to 1/2 of the amount used when each is used alone. The total used amount of the compound 1 of the present herbicide and the diphenyl ether compound (2) having herbicidal activity depends on the dosage form, the time of use, the target weeds and crops, weather conditions, soil conditions, and the like. Different, but preferably 100 to 5,
000 g / ha.

The herbicidal composition according to the present invention can be used in a wide range of herbicides including hard-to-eat weeds in a smaller amount than when each of compound 1 and diphenyl ether compound (2) having herbicidal activity is used alone. Since it has a spectrum and can be used in a smaller amount due to a synergistic effect than when each is used alone, it is possible to expect effects such as reduction of phytotoxicity to crops, frequency of application, labor for application, and cost. Examples of a wide variety of weeds including difficult-to-control weeds include, for example, Nobie, Meishishiba, Suzumenotepou, Suzumenokatabira, Enokorogusa, Shiroza, Inubiyu, Aoyuyu, Ichibi, Malvaasagao, Oitainutade, Inouhozuki, Poppy, Wild mustard, Matriguaria, Matriguaria, Matriguaria, Matriukaria, Matriukaya , Photohenosa, pygmy beetle, violets, napsuna, Dutch minamigusa, chickweed, and the like.

The herbicidal composition of the present invention has a remarkable effect on these weeds. Because it has a remarkable effect on the table,
It is very useful as a herbicide. Furthermore, the herbicidal composition has reduced or no phytotoxicity to crops, and in particular, can be used with high safety in wheat (wheat, barley, rye, oat, etc.) crops. But also.

[0016]

The present invention will be described in more detail with reference to the following examples, which do not limit the scope of the present invention. Example 1 [Preparation of Formulation] (1) Preparation of wettable powder Compound 1 (20 parts by weight), Compound 2 (2 parts by weight), sodium lauryl sulfate (2 parts by weight), sodium lignin sulfonate (5 parts by weight) , White carbon (20 parts by weight) and kaolin (51 parts by weight) were uniformly mixed and then pulverized to obtain a wettable powder.

(2) Preparation of wettable powder Compound 1 (10 parts by weight), compound 3 (35 parts by weight), sodium lauryl sulfate (2 parts by weight), sodium lignin sulfonate (5 parts by weight), white carbon (20 parts by weight) Parts by weight) and kaolin (28 parts by weight) were uniformly mixed and then pulverized to obtain a wettable powder.

(3) Preparation of emulsion Compound 1 (10 parts by weight), Compound 2 (1 part by weight) and Solpol 3658 (trade name; emulsifier manufactured by Toho Chemical Industry)
(10 parts by weight) was uniformly dissolved in a mixture of cyclohexanone (30 parts by weight) and phenylxinilylethane (49 parts by weight) to obtain an emulsion.

(4) SE agent (Suspoemulsion)
Preparation of Compound 1 Compound 10 (10 parts by weight) was mixed with sodium naphthalene formaldehyde sulfonate (0.5 parts by weight) and silicone emulsion (0.1 parts by weight) in water (2 parts).
5 parts by weight) and beads (0.5 mm in diameter) were mixed to obtain a suspension base. Compound 2 (1 part by weight) and span 80 (trade name: manufactured by Kao Corporation) (6 parts by weight) and Tween 40 (trade name: manufactured by Kao Corporation) (4 parts by weight)
And the mixture obtained by mixing under heating, Proxel AB
(Trade name: manufactured by Zeneca Corporation) (0.01 parts by weight), xanthan gum (0.01 parts by weight), polypinyl alcohol (1
Parts by weight) and water (52.38 parts by weight), and sufficiently stirred and emulsified with a high-shearing bonder to obtain an emulsion base. The suspension base was added to this emulsion base with stirring to obtain an SE agent.

(5) Preparation of flowable agent Compound 1 (10 parts by weight) and compound 3
(35 parts by weight) xanthan gum (0.15 parts by weight), silicone emulsion (0.5 parts by weight), Proxel AB (trade name: manufactured by Zeneca) (0.01 parts by weight), diisobutylene maleate anhydride In addition to an aqueous solution (50.34 parts by weight) containing a sodium salt of the polymer (2 parts by weight) and sodium salt of naphthalene formaldehyde sulfonate (2 parts by weight), beads (0.5 mm in diameter) were prepared with Dynomill (manufactured by Shinmaru Enterprises). ) Was sufficiently wet-pulverized to obtain a flowable agent.

Example 2 [Efficacy test] (1) Foliage treatment test during weed growth stage A 1 / 5,000 are Wagner pot was filled with field soil (sandy loam), and plant seeds (wheat, Rhododendron spp. Matricaria, Violets, Photohenosa, Oinoufufuguri or Yaegura). Wheat 2
The wettable powder prepared according to (2) of Example 1 was applied to plants at the 3rd to 3rd leaf stages and the 3rd to 5th leaf stages of the weeds so as to have a predetermined dose as shown in Table 1 below. The foliage was uniformly sprayed using a pressure sprayer. And a non-heated glass room (0-1
(8 ° C.) and after 5 weeks the herbicidal effect was investigated. The herbicidal effect was calculated by the following formula 1 by weighing the above-ground living body weight of the test plant remaining at the time of the survey.

[0022]

(Equation 1)

Table 1 shows the results.

[0024]

[Table 1]

The values in parentheses in Table 1 indicate the expected value of the additive effect. And the value is Colby
Formula (Colby.SR; Weed 15 vol., 20 to 2)
2, p. 1967).

[0026]

(Equation 2) (However, X represents the inhibition rate (%) when the herbicide A was treated at a dose of ag / ha; Y represents bg / ha of the herbicide B.
Inhibition rate (%) when the treatment was carried out at the dose of 1. )

[0027]

The composition of the present herbicide comprises N-benzyl-2.
By containing-(4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide and a diphenyl ether compound as active ingredients, the herbicidal effects of both species are synergistically enhanced, and N-benzyl-2 −
(4-fluoro-3-trifluoromethylphenoxy)
It can be expected to reduce the use amount of butanoic acid amide, chemical damage to crops, frequency of application, labor for application, cost, etc.

Claims (4)

[Claims] 1. The following formula (1): N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide represented by the following formula (2): (Wherein, R represents a hydrogen atom or a methyl group, R ′ represents a hydrogen atom or an ethoxycarbonyl group, and X represents a chloro atom or a trifluoromethyl group). A herbicidal composition comprising the compound (2) and an active ingredient. (2) N-benzyl-2- (4-fluoro-3-
Trifluoromethylphenoxy) butanoic acid amide, ethyl o- [5- (2-chloro-α, α, α, -trifluoro-ρ-tolyloxy) -2-nitrobenzoyl] glycolate, methyl 5- (2, One or two selected from 4-dichlorophenoxy) -2-nitrobenzoate
A herbicidal composition comprising a diphenyl ether compound (2) as an active ingredient. (3) N-benzyl-2- (4-fluoro-3-)
(Trifluoromethylphenoxy) butanoic acid amide and ethyl o- [5- (2-chloro-α, α, α, -trifluoro-ρ-tolyloxy) -2-nitrobenzoyl] glycolate as active ingredients A herbicidal composition, characterized in that: (4) N-benzyl-2- (4-fluoro-3-)
A herbicidal composition comprising trifluoromethylphenoxy) butanoic acid amide and methyl 5- (2,4-dichlorophenoxy) -2-nitrobenzoate as active ingredients.