JP3232552B2 - Herbicide composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

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

[0002]

By contacting N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide having herbicidal activity and a nitrile compound having herbicidal activity simultaneously with weeds. A herbicidal composition that has a broad herbicidal spectrum, including difficult-to-control weeds, and can be expected to reduce phytotoxicity to crops, the number of times of spraying, spraying labor, cost, etc. because it requires less usage than when used alone. To provide.

[0003]

The present inventors have studied to solve the above-mentioned problems, and as a result, have found that N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) having herbicidal activity is obtained. Butanoic acid amide and ioxinil
(4-hydroxy-3,5-diiodobenzonitrile,
Bromoxynyl (3,5-dibromo-4-hydroxybe)
Zononitrile) and dichlobenil (2,6-dichlorobe)
Herbicidal activity of each compound can be remarkably enhanced by mixing with one or more compounds selected from the group consisting of diazonitrile) and difficult control of yamgra, violet, frasabasou, chickweed, etc. It has a broad herbicidal spectrum against weeds including weeds, and has no phytotoxicity against wheat and the like. That is, the present invention provides the following formula (1):

[0004]

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[0005] N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide represented by the formula and ioxinyl, bromoxynil and diclobenyi
The present invention relates to a herbicidal composition comprising, as an active ingredient, one or more compounds selected from the group consisting of

[0006]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
The herbicidal composition comprises N-benzyl-2 having herbicidal activity.
-(4-Fluoro-3-trifluoromethylphenoxy) butanoic acid amide and ioxynil (4-hydroxy
-3,5-diiodobenzonitrile), bromoxynil
(3,5-dibromo-4-hydroxybenzonitrile)
And dichlobenil (2,6-dichlorobenzonitrile)
And at least one compound selected from the group consisting of: N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide can be produced by the method described in JP-A-63-10749.

[0007] The herbicidal composition comprises N-benzyl-2-
(4-fluoro-3-trifluoromethylphenoxy)
Butanoic acid amide and ioxynil, bromoxynil and
One or two or more compounds selected from dichlobenil are blended by a conventional method, for example, powders, emulsions, fine granules,
It can be prepared and used in preparations such as granules, SE preparations (Suspoemulsion preparations), liquid preparations, wettable powders, flowable preparations (gel preparations), oil preparations and aerosols.
In addition, in the case of the compounding, a carrier, a surfactant, a dispersant, a carrier, a surfactant, and the like are used in order to improve the performance of the herbicidal composition, such as adhesion to a weed, improvement in absorption, dispersion of a drug, emulsification, and spreading. Auxiliaries and the like can be used. Examples of the carrier include a solid carrier, a liquid carrier, and a mixture thereof.

[0008] Examples of the solid carrier include mineral powders, solid fertilizers, plant powders, polymer compounds, waxes and the like. Mineral powders include talc, bentonite, clay, kaolin, diatomaceous earth, white carbon, vermiculite, montmorillonite, slaked lime,
Examples include silica sand. As a solid fertilizer,
Examples thereof 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, carbon tetrachloride, etc.), ethers (dioxane, tetrahydrofuran, etc.), ketones (Acetone, cyclohexanone, isophorone, etc.), esters (ethyl acetate, ethylene glycol acetate, dibutyl maleate, etc.), alcohols (methanol, n-hexanol, ethylene glycol, etc.), polar solvents (dimethylformamide, dimethyl sulfoxide, etc.) , Water and the like.

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 (carboxylic 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.

N-benzyl-2- (4-fluoro-3-
Trifluoromethylphenoxy) butanoic acid amide and eye
Selected from oxynil, bromoxynil and dichlobenil
The concentration of the active ingredient in combination with one or more of the above compounds is 1 to 90% by weight for wettable powders, emulsions, solutions, flowables and oils, 1 to 70% by weight for powders and fine granules,
For granules, it is 1 to 75% by weight. The mixing ratio of the active ingredient of the herbicide was N-benzyl-2- (4-fluoro-3-
1-20 parts by weight of trifluoromethylphenoxy) butanoic acid amide, 0.5-20 parts by weight in the case of a wettable powder,
The amount is 0.5 to 10 parts by weight in the case of an emulsion, and 0.5 to 10 parts by weight in the case of a flowable preparation. And, in order to effectively exert the herbicidal effect, the amount of use of these two types of compounds is 1/10 to 1/10 of the amount used when each is used alone.
The weight may be 1/2. N-benzyl- of the present herbicidal composition
2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide and ioxynyl, bromoxynil
And one or more compounds selected from diclobenyl and
The total amount of medicines used depends on the dosage form, time of use, target weeds and crops, weather conditions, soil conditions, etc.
Preferably it is 100 to 5,000 g / ha.

The herbicidal composition according to the present invention comprises N-benzyl-2-
(4-fluoro-3-trifluoromethylphenoxy)
Butanoic acid amide and ioxynil, bromoxynil and
Diclobenil and less in the case of using each alone, has a broad herbicidal spectrum including difficult-to-control weeds, since it requires less usage due to a synergistic effect than when each is used alone, It can be expected to reduce the effects of chemical damage to crops, the number of sprays, the labor for spraying, and costs. Examples of a wide variety of weeds including difficult-to-control weeds include, for example, nobies, crabgrass, sparrow-bellied pine, sparrowleaf caterpillar, enokorogosa, shiroza, inubeyu, aobayu,
Examples include Ichibai, Malva Asagao, Giant Insect, Dogwood, Poppy, Wild Mustard, Matricaria, Yaemgra, Oinoufufuguri, Frasavasou, Photokenosa, Himeodorikosou, Violets, Nazuna, Dutch Minagusa, Hakobe. This herbicide has a remarkable effect on these weeds, but in particular, chickweed, Matricaria, Yaegura, Oinoufufuguri,
It also has a remarkable effect on broadleaf weeds in cereal fields such as croaker, scrophulariaceae, scrophulariaceae, violets and rape, and is very useful as a herbicide. Furthermore, the herbicidal composition has reduced or no phytotoxicity to crops, and has high safety especially in crops such as wheat (wheat, barley, rye, oat, etc.) and corn. Some can be used.

[0012]

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 preparation] (1) Preparation of wettable powder N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide (20 parts by weight), ioxynil (20 parts by weight), Sodium lauryl sulfate (2 parts by weight), sodium ligninsulfonate (5 parts by weight), white carbon (20 parts by weight) and kaolin (33 parts by weight) were uniformly mixed and then pulverized to obtain a wettable powder.

(2) Preparation of wettable powder N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide (10 parts by weight), diclobenil (25 parts by weight), sodium lauryl sulfate (2 parts by weight) Parts by weight), sodium ligninsulfonate (5 parts by weight), white carbon (10 parts by weight) and kaolin (48 parts by weight) were uniformly mixed and then pulverized to obtain a wettable powder.

(3) Preparation of Emulsion N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide (10 parts by weight), ioxinil (10 parts by weight) and sorbol 3685
(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 (40 parts by weight) to obtain an emulsion.

(4) SE agent (Suspoemulsion)
Preparation of N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide (10 parts by weight) with sodium salt of naphthalene formaldehyde sulfonate (0.5 parts by weight) in a silicone emulsion (0.1 part by weight).
1 part by weight) and water (25 parts by weight) and mixed with beads (diameter 0.5 mm) to obtain a suspension base. Ioxynil (10 parts by weight) is mixed with 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) under heating. Proxel AB (trade name: manufactured by Zeneca) (0.01 parts by weight), xanthan gum (0.0
1 part by weight), polyvinyl alcohol (1 part by weight) and water (43.38 parts by weight), and sufficiently stirred and emulsified with a high-shear stirrer 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 N-benzyl-2- (4-fluoro-3) which has been pulverized in advance
-Trifluoromethylphenoxy) butanoic acid amide (5
Parts by weight) and diclobenil (25 parts by weight) were mixed with 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), anhydrous In addition to an aqueous solution (65.34 parts by weight) containing sodium salt (2 parts by weight) of diisobutylene maleate copolymer and sodium salt of naphthalene formaldehyde sulfonate (2 parts by weight), beads (diameter: (0.5 mm) to obtain a flowable agent.

Example 2 [Efficacy test] (1) Soil treatment test before weed germination A 1 / 5000-are Wagner pot was filled with field soil (sandy loam), and plant seeds (wheat, Rhododendron spp., Hakobe, Matricaria) were planted. , Violets, photokenoza, oinu nofuguri or yaemugura). The next day after sowing, the wettable powder prepared according to (2) of Example 1 was evenly sprayed on the surface of the pot soil using a pressure sprayer so as to have a predetermined amount. 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 by weighing the above-ground living body weight of the test plant remaining at the time of the survey. Inhibition rate (%) = {1− (aboveground living body weight of treatment section / untreated aboveground living body weight)} × 100 The results are shown in Table 1.

[0018]

[Table 1]

The values in parentheses in the table indicate expected values of the additive effect. The value is calculated by the following Colby formula (Colby.SR; Weed, Vol. 15, 20-
22, p. 22, 1967). Expected value of additive effect (%) = X + ΔY− (X × Y) / 10
0 [where X represents the inhibition rate (%) when the herbicide A was treated at a dose of ag / ha; Y represents bg / ha
Inhibition rate (%) when the treatment was carried out at the dose of 1. ]

(2) Foliage treatment test during weed growth stage A 1/5000 are Wagner pot was filled with field soil (sand loam), and seeds of plants of the type described in (1) were sown and grown. . Wheat 2-3 leaf stage, weed 3 ~
At the 5th leaf stage, the wettable powder prepared according to Example 1 was uniformly sprayed on the foliage of the plant using a pressurized sprayer so as to have a predetermined amount. Then, the unheated glass room (0-18
C) and the herbicidal effect was examined after 5 weeks. The herbicidal effect was examined in the same manner as in the method described in the above (1). Table 2 shows the results.

[0021]

[Table 2]

[0022]

According to the present invention, N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide , ioxynyl, bromoxynil and dichlobeni are used.
Herbicidal compositions containing one or more compounds selected from the group consisting of: It can be expected to reduce the cost.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-63-10749 (JP, A) JP-A-50-101524 (JP, A) JP-A-7-233006 (JP, A) 17879 (JP, B1) JP 41-9347 (JP, B1) JP 42-5559 (JP, B1) (58) Fields investigated (Int. Cl. ⁷ , DB name) A01N 37/38 A01N 37 / 34

Claims (1)

(57) [Claims] 1. The following equation (1): N-benzyl-2- (4-fluoro-3-trifluoromethylphenoxy) butanoic acid amide represented by the following formula:
A herbicidal composition comprising, as an active ingredient, one or more compounds selected from the group consisting of: