JPS6251922B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to herbicides that exhibit excellent biological activity. For more details, the formula: benzthiazol-2-yloxy-acetic acid N-methylanilide represented by; p-nitrophenyl-2,4,6-
The present invention relates to a herbicide characterized by containing trichlorophenyl ether (hereinafter abbreviated as CNP) as an active ingredient. The present inventors have conducted repeated research in order to develop a drug that exhibits excellent herbicidal activity and accurately controls a wide variety of weeds, and as a result, the present inventors have now discovered that the present inventors have demonstrated herbicidal activity against a wide variety of weeds. Like the benzthiazol-2-yloxy-acetic acid N-methylanilide shown by the above formula (), the above formula () exhibiting herbicidal activity
It was discovered that the herbicidal activity was cooperatively and synergistically increased by mixing with CNP shown in the following. It is therefore an object of the present invention to provide new mixtures, especially herbicides. When the herbicide of the present invention is used for weed control, when the concentration of benzthiazol-2-yloxy-acetic acid N-methylanilide shown by the above formula () is used as a single agent, it exhibits an accurate control effect. By using CNP in combination with even young grass species, extremely significant synergistic and synergistic effects occur, resulting in a marked increase in selective herbicidal power against a wide variety of weeds, resulting in accurate control. was recognized. In the present invention, benzthiazol-2-yloxy-acetic acid N-methylanilide represented by the formula () is a compound having a physical constant of mp 118°C. The herbicide of the present invention has low toxicity to warm-blooded animals and has good selectivity for cultivated plants, that is, it does not cause harm to cultivated plants at normal concentrations, so it can be used as a herbicide for weed control. It can be conveniently used for. The herbicide of the present invention exhibits excellent selective control efficacy, particularly when used as a pre-emergence soil treatment agent for paddy field weeds or as a foliage and soil treatment agent. As described above, the mixture of the present invention is excellent in safety, exhibits outstanding herbicidal activity, and has a wide herbicidal spectrum. For example, paddy field weeds include: Botanical name Latin name Dicotyledonous plant Rotala indica Koehne Azena Lindernia procumbens
Philcox Ludwiga prostrata Roxburgh Potamogeton distinctus A.
Benn Chickweed Elatine triandra Schk Monocot barnyard millet Echinochloa crus-galli
Beauv.var Monochoria vaginalis Presl Eleocharis acicularis L. Eleocharis Kuroguwai Ohwi Cyperus diffoumis L. Cyperus serotinus Rottboel Sagittaria pygmaea Miq Alisma canaliculatum A.Br.et
Bouche Soirpus juncoides Roxburgh
var., etc., and has the characteristic that it has no harmful effect on paddy rice. However, the applicability of the mixed active compounds of the invention is
It is effective not only against weeds in paddy fields, but also against weeds harmful to field weeds, rushes, etc., and weeds in fallow fields. The word weed here means in its broadest sense any plant that grows in undesirable locations. When using the herbicide of the present invention, it can be used directly as it is by diluting it with water, or it can be used in various formulations using pesticide auxiliaries by methods commonly used in the field of pesticide manufacturing. can. In actual use, these various formulations can be used directly or diluted with water to a desired concentration. Examples of agricultural chemical auxiliaries mentioned here include diluents (solvents, fillers, carriers), surfactants (solubilizers, emulsifiers, dispersants, wetting agents), stabilizers, and fixing agents. Solvents include water: organic solvents; hydrocarbons [e.g. naphtha, petroleum distillates (paraffin wax, kerosene,
light oil, medium oil, heavy oil), benzene, toluene, xylenes], halogenated hydrocarbons (e.g. chlormethylene, carbon tetrachloride, trichloroethylene,
ethylene chloride, ethylene dibromide, chlorobenzene chloroform], alcohols [e.g.
Methyl alcohol, ethyl alcohol, propyl alcohol, ethylene glycol], ethers [e.g. ethyl ether, ethylene oxide, dioxane], alcohol ethers [e.g. ethylene glycol monomethyl ether, etc.], ketones [e.g. acetone, isophorone, etc.] ], esters (eg, ethyl acetate, amyl acetate, etc.), amides (eg, dimethylformamide, dimethylacetamide, etc.), and sulfoxides (eg, dimethyl sulfoxide, etc.). Inorganic granules as fillers or carriers; sulfur, slaked lime, magnesium lime, gypsum, calcium carbonate, silica, perlite, pumice, calcite, diatomaceous earth, amorphous silicon oxide, alumina, zeolite,
Clay minerals (e.g. pyrophyllite, talcum, montmorillonite, beidellite, vermiculite, kaolinite, mica): Vegetable granules; Grain flour, starch, modified starch, sugar, glucose, crushed plant stems: Synthetic resins Powder; phenolic resin,
Examples include urea resin and vinyl chloride resin. Examples of the surfactant include anionic surfactants; alkyl sulfate esters [e.g., sodium lauryl sulfate, etc.], aryl sulfonic acids, [e.g., alkylaryl sulfonate, sodium alkylnaphthalene sulfonate], succinates, Polyethylene glycol alkylaryl ether sulfate salts: cationic surfactants; alkylamines, [e.g., laurylamine, stearyltrimethylammonium chloride, alkyldimethylbenzyl ammonium chloride, etc.], polyoxyethylene alkylamines: nonionic Surfactants; polyoxyethylene glycol ethers, [e.g., polyoxyethylene alkylaryl ethers and condensates thereof], polyoxyethylene glycol esters, [e.g., polyoxyethylene fatty acid esters], polyhydric alcohol esters, [For example, polyoxyethylene sorbitan monolaurate], ampholytic surfactant, etc. can be mentioned. Other examples include stabilizers and fixing agents (eg, agricultural soap, casein lime, sodium alginate, polyvinyl alcohol (PVA), vinyl acetate adhesive, acrylic adhesive). The mixed active compound of the present invention can be manufactured into various formulations by methods generally practiced in the agricultural chemical manufacturing field. Examples of formulation forms include emulsions, oils, wettable powders, suspensions, granules, powders, capsules, and the like. The herbicide of the present invention contains 0.001 of the above mixed active ingredients.
It can contain up to 100% by weight, preferably 0.005 to 95% by weight. In actual use, the various formulations and spray preparations described above (ready-to-use)
The content of the mixed active compound in the preparation is generally in the range from 0.01 to 95% by weight, preferably from 0.05 to 60% by weight. The content of these mixed active ingredients can be appropriately changed depending on the form of the preparation, the method of application, purpose, timing, location, weed growth status, etc. The herbicide of the present invention may be used in combination with other agricultural chemicals, such as insecticides, acaricides, fungicides, nematocides, antiviral agents, herbicides, plant growth regulators, attractants, etc. compounds, carbamate compounds, dithio (or thiol) carbamate compounds, organochlorine compounds, dinitro compounds, organic sulfur or metal compounds, antibiotics, substituted diphenyl ether compounds, urea compounds,
[triazine-based compound] or/and fertilizer etc. can also be made to coexist. Specifically, benzthiazol-2-yloxy-acetic acid N-methylanilide of the formula () is a herbicide other than CNP, which is the mixing partner,
That is, diphenyl ether herbicides [specifically,
2,4-dichlorophenyl p-nitrophenyl ether, 2,4-dichlorophenyl 3-methoxy 4-nitrophenyl ether, etc.], phenoxy herbicides [specifically, 4-chloro-o-tolyloxy Acetic acid, 4-(4-chloro-o-tolyloxy)butyric acid, 2,4-dichlorophenoxyacetic acid,
d,1-2-(4-chloro-o-tolyloxy)
propionate, etc.], urea-based herbicides [specifically,
1-(α,α-dimethylbenzyl)-3-p-tolylurea, etc.], triazine herbicides [specifically, 2,4-bis(ethylamino)-6-methylthio-1,3,5- Triazine, 2-methylthio-4-(1,2-dimethylpropylamino)-6
-ethylamino-S-triazine, 2-methylthio-4,6-bis(isopropylamino)-S-
triazine, etc.], diazine herbicides [specifically, 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-
Oxadiazolin-one, 3-isopropyl-1
-H-2,1,3-benzothiadiazine-(4)-
3H-one-2,2-dioxide, etc.], dinitroaniline herbicides [specifically, α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine, etc.], Anilide herbicides [specifically, α-(2-naphthoxy)-propionanilide, etc.], pyrazole herbicides [specifically, 4-(2,4-dichlorobenzoyl)-1,
3-dimethylpyrazol-5-yl-p-toluenesulfonate, etc.), etc., and in the case of such a mixture, the dosage for each single agent or less can be used in combination. It is possible, and their mixture produces a synergistic effect and provides a precise effect for weed control, especially for paddy field weed control. Various formulations or ready-to-use preparations containing the mixed active ingredients according to the invention are available.
Preparation) can be carried out by application methods commonly used in the agricultural chemical manufacturing field, such as spraying, [eg, powdering, water surface application], soil application, [eg, soil mixing], etc. The application rate per unit area is from 0.1 to 10 kg of mixed active compound per hectare, preferably from 0.5 to 10 kg.
8Kg is used. However, in special cases it is possible, and sometimes even necessary, to exceed or fall below these ranges. The present invention contains a compound of the formula () and CNP as active ingredients, and a diluent (solvent and/or filler and/or carrier) and/or
Alternatively, a herbicidal composition containing a surfactant and, if necessary, a stabilizer, a fixing agent, etc. is provided. Furthermore, the invention provides for applying to weeds and/or their growth sites the mixed active compounds of the invention alone or in the presence of diluents (solvents and/or fillers and/or carriers) and/or surfactants and, if necessary, e.g. A method for controlling weeds is provided, which is applied in combination with a stabilizer, a stabilizer, and a fixing agent. EXAMPLES Next, the content of the present invention will be specifically explained with reference to Examples, but the present invention should not be limited thereto. Example 1 (Granules) Compound of formula (), 5 parts, CNP, 6 parts,
Add 25 parts of water to a mixture of 29 parts of bentonite (montmorillonite), 58 parts of talc, and 2 parts of lignin sulfonate. as
Dry at 40-50℃ to form granules. Sprinkle this on weeds and/or their growing areas. The unexpected superiority and remarkable efficacy of the mixed active compounds of the invention can be seen from the following test results when used against various paddy weeds. Test Example 1 Preparation of test compound for control test against paddy field weeds by application in flooded sewage
It was granulated into rod-shaped particles with a length of 0.5 mm and a length of 1 to 3 mm. Composition ratio (total 100 parts) Each single active compound: 0.8 to 10 parts Polyoxyethylene alkyl phenyl ether: 2.5 parts Bennite: 30 parts Talc: 57.5 to 66.7 parts (The amount of the active ingredient can be adjusted by increasing or decreasing the amount of talc. Test method 1: Chemical treatment before transplanting paddy rice The test field was plowed to a depth of 20 to 25 cm using a tractor according to the usual paddy rice cultivation method.
Immediately after plowing, the field was flooded with water from an irrigation canal to a depth of 1 to 2 cm, and the first puddling was performed. One or two days after the first puddling, the area was further flooded to a depth of about 5 cm and the first puddling was carried out. Two days after the final plowing, the field was divided into 20 m ² (2 m x 10 m) sections using hard plastic sheets. Thereafter, the compound prepared as described above was applied in water. Three days after applying the chemical, rice seedlings were grown in special seedling boxes using a powered rice transplanter (15 days old, 2 to 2.5 days old).
3 to 5 leaves (plant height 15 to 17 cm) were transplanted per plant. After transplanting, maintain the water depth in the field at 3 to 5 cm.
Four weeks after application of the chemical, the control effect was investigated according to the criteria described below. 2. Chemical treatment after transplanting paddy rice The method described in Test Method 1) was followed up to the final plowing. Two days after the final plowing, the water depth in the field was adjusted to 2 to 3 cm, and the paddy rice was transplanted using a power rice transplanter in the same manner as Test Method 1). Immediately after transplantation, use a hard plastic sheet ^to
After that, the water depth of the field was maintained at 3 to 5 cm for a long period of time. Seven days after transplanting paddy rice, the compound prepared as above was applied in water.
Four weeks after application of the chemical, the control effect was investigated according to the criteria described below. The effectiveness is evaluated when compared to the untreated area. 5: Weed killing rate is 95% or more (death) compared to the untreated area. 4: Weed killing rate is 80% or more and less than 95% compared to the untreated area. 3: Weed killing rate is 50% compared to the untreated area. More than 80% 2: Herb killing rate in untreated area 30% or more but less than 50% 1: Herb killing rate in untreated area 10% or more but less than 30 0: Medicinal herb rate in untreated area less than 10% (no effect) Drug damage to paddy rice An evaluation of "0" indicates no drug damage. The test results are shown in Table 1. However, the compound [] in the compound column in each table indicates benzthiazol-2-yloxy-acetic acid N-methylanilide of the above formula (), and the symbols A, B, C, D,
E, F, and G indicate the following weeds. A: Nobie, B: Firefly, C: Konagi, D:
Broad-leafed weeds, E: Urhikawa, F: Pinus vulgaris, G: Japanese cypress.

[Table] The present invention, which has been explained in detail in the detailed description of the invention, is specifically summarized as follows. (1 set: benzthiazol-2-yloxy-acetic acid N-methylanilide represented by; p-nitrophenyl-2,4,6 represented by
-Trichlorophenyl ether (hereinafter referred to as CNP)
A herbicide characterized by containing as an active ingredient. (2) A method for controlling weeds, which comprises applying an effective amount for controlling weeds of a mixed active compound of the compound of formula () and CNP to weeds and/or their growing areas. (3) The mixed active compounds are used alone or combined with diluents (solvents and/or fillers and/or carriers) and/or surfactants and, if necessary, stabilizers, e.g.
By mixing with a fixing agent, the mixture
The pest control method according to item (2) above, which uses a prepared agent containing 0.01 to 95% by weight, preferably 0.05 to 60% by weight. (4) The pest control method according to item (2) above, wherein the applied amount of the mixed active compound is 0.1 to 10 kg, preferably 0.5 to 8 kg per hectare.

Claims (1)

[Claims] 1 Formula: Benzthiazol-2-yloxy-acetic acid N-methylanilide represented by the formula: p-nitrophenyl-2,4,6-
A herbicide characterized by containing trichlorophenyl ether as an active ingredient.