JPH0967213A - Herbicide composition for paddy field - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a herbicide composition for paddy fields capable of expressing high herbicidal effects on a wide range of weeds in a small dose which is not attained solely by each individual component by combining a specific compound having herbicidal activity in an extraordinary low dose and a compound having a high herbicidal effect in a low dose. SOLUTION: In this herbicide composition for paddy fields, (A) 3-[2,4- dichloro-5-(2-propionyloxy)phenyl]-5-(1,1-dimethylethyl)-1,3,4-oxadiaz ol-2 (3H)-one of formula I, (B) bensulfuron-methyl of formula II, azimsulfuron of formula III, pyrazosulfuron of formula IV and one or more of imazosulfuron of formula V, cyclosulfamuron and ethoxysulfuron are combined. The compound B is used in 0.001-1000 pts.wt., especially 0.05-20 pts.wt. based on the pts.wt. of the compound A. The composition expresses high herbicidal effects on a wide range of weeds such as barnyard grasses in which Panicum Crus-galli L. is typical example, Lindernia Pyxidaria L., Monochoria vaginalis Presl, Seripus juncoido Roxb. bar. hotarui Ohwi, Cyperus polystachyis Rottb., etc., and no harmful effects of the agrochemical on paddy rice.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a herbicide composition, and more particularly to a herbicide composition for paddy fields which is safe for paddy rice and effectively controls paddy field weeds by being applied before and after transplanting and sowing of paddy fields. .

[0002]

2. Description of the Related Art Up to now, many herbicides have been put to practical use for paddy fields, and they have been widely and generally used as a single agent or a mixed agent containing two or more kinds of active ingredients.
However, although these agents are relatively effective against annual weeds, their effects on perennial weeds are insufficient,
Therefore, in recent years, the number of perennial weeds, such as firefly, sea urchin, and cypress, which have strong reproductive ability, has been increasing in rice fields in Japan.

[0003]

At present, a mixture containing a sulfonylurea herbicide is widely used. However, there are cases in which the emergence of annual broad-leaved weeds such as eels, azaleas, yellow grasses and the like is recognized later. Yes, improvement is desired.

[0004]

[Means for Solving the Problems] The present inventors have conducted various studies to develop a herbicide for paddy fields that meets the above-mentioned demands of farmers. As a result, by combining the compound of the present invention with a low dose of a single agent or a mixed agent containing a sulfonylurea herbicide showing a high effect on weeds, the herbicidal effect is synergistic as compared with the case where they are used alone. It has been found that the herbicide composition of the present invention is further increased and that the later generation of the above-mentioned annual broad-leaved weeds is suppressed, and the herbicide composition of the present invention has been completed.

The present invention provides (A) the following formula I:

[0006]

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3- [2,4-dichloro-5-] represented by
(2-Propinyloxy) phenyl] -5- (1,1-
Dimethylethyl) -1,3,4-oxadiazole-2
(3H) -one (Compound A) and (B) Formula II:

[0008]

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[0009]

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[0010]

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[0011]

[Chemical 12]

[0012]

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[0013]

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(1) Methyl-2-[[[[[(4,6-dimethoxy-
2-Pyrimidinyl) amino] carbonyl] amino] sulfonyl] methylyl] -benzoate (generic name: bensulfuronmethyl) (2) 5-[(4,6-dimethoxypyrimidin-2-yl) amino-carbonylaminosulfonyl] -1 -Methyl-4- (2-methyl-1,2,3,4-tetrazol-5-yl) -pyrazole (generic name: azimsulfuron) (3) Ethyl 5- (4,6-dimethoxypyrimidine-
2-yl-carbamoylsulfamoyl) -1-methylpyrazole-4-carboxylate (generic name: pyrazosulfuron) (4) N '-(2-chloroimidazolyl [1,2-a]
Pyridin-3-yl-sulfonyl) -N '-(4,6-
Dimethoxy-2-pyrimidyl) urea (generic name: imazosulfuron) (5) 1-{[ortho- (cyclopropylcarbonyl)
Phenyl] sulfamoyl} -3 (4,6-dimethoxy-2-pyrimidinyl) -urea (generic name: cyclosulfamurone) (6) 3- (4,6-dimethoxypyrimidin-2-yl) -1- (2 -Ethoxy-phenoxysulfonyl)-
One or more of urea (generic name: ethoxysulfuron) (compound B) is contained as an active ingredient, and S-4-chlorobenzyl diethylthiocarbamate (generic name: bench iocarb) is further added to this mixture. 2- (1,3-benzothiazol-2-yloxy) -N-methylacetanilide (generic name: mefenacet), O-3-tert-butylphenyl 6-methoxy-2-pyridyl (methyl) thiocarbamate (generic name: Pyributicarb), S-benzyl 1,2-dimethylpropyl (ethyl) thiocarbamate (generic name: esprocarb), S-1-methyl-1-phenylethylpiperidine-1-carbothioate (generic name: dimepiperate), 2- Chloro-2 ', 6'-diethyl-N-
Mixing one or two herbicides such as (2-propoxyethyl) acetanilide (generic name: pretilachlor) and 1- (1-methyl-1-phenylethyl) -3-para-tolylurea (generic name: Daimlon). Is generally used. Compound A shows excellent synergistic effect on annual broadleaf weeds in any combination. As described above, the present invention provides a herbicide composition for paddy fields.

Compound A used as an active ingredient of the composition of the present invention is a compound having an extremely low dose of herbicidal activity, which has been filed in JP-A-48-08936. 57-112379, (2) Japanese Patent Application No. 3-41007, (3) JP-A-59-122488,
(4) Japanese Patent Application No. Hei 1-139582, (5) ASIAN-P
ACIFIC WEED SCIENCE SOCIE
TY CONFERENCE (Abstracts Collection, 1995)
Year 233), (6) ASIAN-PACIFI
C WEED SCIENCE SOCIETY CO
It is a compound having a high herbicidal activity with a low dose described in NFERENCE (Abstracts of Lectures, 1995, 244 pages).

[0016]

BEST MODE FOR CARRYING OUT THE INVENTION In the composition of the present invention, the mixing ratios of the component A and the component B are not strictly limited, and may vary depending on the application place, application target, application period, etc. of the final herbicide composition. It can be varied over a wide range, but generally 0.001 of compound B per part by weight of compound A is used.
It is suitable to blend in an amount of up to 1000 parts by weight, preferably 0.05 to 20 parts by weight.

When the composition of the present invention is actually used as a herbicide, the above-mentioned active ingredient is used as a solid or liquid carrier or diluent known per se, a surfactant or other formulation auxiliary agent, and a method known per se. It is possible to prepare a formulation form usually used as an agricultural chemical, for example, granules, emulsions, wettable powders, flowables, wettable granules and the like.

Solid carriers that can be used in the production of herbicides include clay groups represented by kaolinite group, montmorillonite group, illite group or polygloskite group, more specifically, pyrophyllite, attapulgite,
Inorganic substances such as sepiolite, kaolinite, bentonite, saponite, vermiculite, mica, talc and gypsum, calcium carbonate, dolomite, diatomaceous earth, calcite, magnesium lime, apatite, zeolite, anhydrous silicic acid, synthetic calcium silicate Soy flour, tobacco flour,
Vegetable organic substances such as walnut flour, wheat flour, wood flour, starch, crystalline cellulose; coumarone resin, petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol,
Synthetic or natural polymer compounds such as ketone resins, ester gums, cobal gums, dammal gums; carnauba wax,
Examples thereof include waxes such as beeswax and urea.

Examples of suitable liquid carriers include paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil and white oil; aromatic hydrocarbons such as xylene, ethylbenzene, cumene and methylnaphthalene; trichloroethylene and monochloro. Chlorinated hydrocarbons such as benzene and o-chlorotoluene; ethers such as dioxane and tetrahydrofuran; ketones such as methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone and isophorone; ethyl acetate, amyl acetate, ethylene glycol acetate, diethylene glycol acetate, Esters such as dibutyl maleate and diethyl succinate; n-hexanol, ethylene glycol, diethylene glycol, cyclohexanol,
Alcohols such as benzyl alcohol; ether alcohols such as ethylene glycol ethyl ether, ethylene glycol phenyl ether, diethylene glycol ethyl ether and diethylene glycol butyl ether; polar solvents such as dimethylformamide and dimethyl sulfoxide; and water.

In addition, emulsification, dispersion, wetting of the active ingredient,
Surfactants and other auxiliary agents can be used for the purposes of spreading, binding, controlling disintegration, stabilizing active ingredients, improving fluidity, and preventing rust. Examples of surfactants used include:
Nonionic, anionic, cationic and zwitterionic compounds can be used, but usually nonionic and / or anionic compounds are used.
Suitable nonionic surfactants include, for example, compounds obtained by polymerizing addition of ethylene oxide to higher alcohols such as lauryl alcohol, stearyl alcohol and oleyl alcohol; compounds obtained by polymerizing addition of ethylene oxide to alkylphenols such as isooctylphenol and nonylphenol; butyl. Compounds obtained by polymerizing addition of ethylene oxide to alkylnaphthols such as naphthol and octylnaphthol; Compounds obtained by polymerizing addition of ethylene oxide to higher fatty acids such as palmitic acid, stearic acid and oleic acid; ethylene oxide added to amines such as dodecylamine and stearic acid amide. Polymerization-added compound; higher fatty acid ester of polyhydric alcohol such as sorbitan and compound obtained by polymerization-adding ethylene oxide thereto; Compound propylene oxide was blocked polymerized addition and the like. Suitable anionic surfactants include, for example, alkyl sulphate salts such as sodium lauryl sulphate and oleic alcohol sulphate amine salts; alkyl sulphonates such as sodium sulfosuccinate dioctyl ester and sodium 2-ethylhexene sulphonate. And aryl sulfonates such as sodium isopropyl naphthalene sulfonate, sodium methylenebisnaphthalene sulfonate, sodium lignin sulfonate, and sodium dodecylbenzene sulfonate. The composition of the present invention further improves the performance of the formulation, for the purpose of enhancing the herbicidal effect, casein, gelatin, albumin, glue, lignin sulfonate, alginate, acacia, carboxymethyl cellulose, methyl cellulose, hydroxyethyl cellulose,
Polymer compounds such as polyvinyl aldol, polyvinyl pyrrolidone, and polysaccharides and other auxiliary agents can be used together.

The above carriers and various auxiliary agents can be used alone or in combination depending on the purpose, taking into consideration the dosage form of the preparation, the application scene, etc.

The content of the active ingredient in the composition of the present invention in the various dosage forms thus obtained varies depending on the dosage form, but is, for example, 0.01 to 99% by weight, preferably 0.1. Can be up to 80% by weight.

In the case of a wettable powder, for example, the active ingredient is usually 1
The content is ˜90% by weight, and the balance is a solid carrier and a dispersion wetting agent, and a protective colloid agent, a defoaming agent and the like are added if necessary.

In the case of granules, for example, the active ingredient is usually added in an amount of 0.
The content is 01 to 35% by weight, and the rest is a solid carrier and a surfactant. The active ingredient is uniformly mixed with the solid carrier, or is fixed or adsorbed uniformly on the surface of the solid carrier, and the particle diameter is about 0.2 to 1.5 mm.

In the case of a flowable agent, for example, the active ingredient is usually contained in an amount of 0.5 to 50% by weight, which contains 3 to 10% by weight of a dispersant wetting agent, and the balance is water. Protective colloid agent, antiseptic agent, antifoaming agent and the like are added.

The suitable application amount of the composition of the present invention prepared as described above cannot be unconditionally specified due to differences in meteorological conditions, soil conditions, drug formulation, target crops, target weeds, application time, application method and the like. Usually, a range of 0.001 to 10 kg, preferably 0.01 to 4 kg per hectare, based on the total amount of active ingredients, is appropriate. Furthermore, the composition of the present invention can be used as a labor-saving control agent by appropriately mixing other insecticides, fungicides, plant growth regulators and the like.

Further, if necessary, it can be used in combination with other various insecticides, fungicides, plant growth regulators, herbicides, fertilizers and other chemicals during spraying.

The present invention will be specifically described below with reference to examples.

[0029]

【Example】

Example 1 (flowable agent) Compound A 0.4% by weight Compound B (4) 1.7% by weight O-3-tert-butylphenyl 6-methoxy-2-pyridyl (methyl) thiocarbamate 12% by weight 1- ( 1-methyl-1-phenylethyl) -3-para-trilylurea 27.5% by weight polyoxyethylene nonylphenyl ether 2% by weight sodium dioctyl sulfosuccinate 2% by weight xanthan gum 0.2% by weight water 54.2% by weight or more Was wet-ground with a wet ball mill to obtain a flowable agent.

Example 2 (Wettable powder) Compound A 0.4% by weight Compound B (3) 0.6% by weight 2- (1,3-benzothiazol-2-yloxy) -N-methylacetanilide 20% by weight 1- (1-methyl-1-phenylethyl) -3-para-trilylurea 9% by weight sodium ligninsulfonate 3% by weight sodium dialkylnaphthalenesulfonate 3% by weight kaolin 64% by weight The above ingredients are mixed and pulverized to give a wettable powder. Obtained.

Example 3 (Granule) Compound A 0.2% by weight Compound B (1) 0.51% by weight 2- (1,3-benzothiazol-2-yloxy) -N-methylacetanilide 10% by weight 1 -(1-Methyl-1-phenylethyl) -3-para-trilylurea 4.5% by weight sodium ligninsulfonate 3% by weight sodium dialkylnaphthalenesulfonate 1% by weight bentonite 30% by weight talc 50.79% by weight or more After pulverization, the granules were granulated by a usual method with a granulator and dried to obtain granules.

Next, the effects of the composition of the present invention will be concretely shown with reference to test examples.

Test Example 1 (Effect of reducing the dose of foliage / soil treatment by mixing) Area 0.
The paddy soil and the chemical fertilizer were put into a 25 m ² concrete pot, an appropriate amount of water was added, and the mixture was thoroughly stirred to make a paddy field. Two 2-leaf stage paddy rice seedlings, which had been grown in the greenhouse in advance, were transplanted to each plant as 3 strains per pot, and seeds of Taenia japonica, Konagi, Azena, and Firefly were sown in fixed amounts, and the tubers of Cyperus japonicus were fixed. Planted in quantities.

Ten days after transplantation, a predetermined amount of the test compound was treated with granules (prepared according to Example 3).

Table 2 shows the results of an investigation of the herbicidal effect and the degree of damage to paddy rice after 40 days from the chemical treatment.

In the table, the herbicidal effect and the degree of phytotoxicity to paddy rice are shown in Table 1 below.
As shown in the table, each grade is represented by 6 grades from "0" to "5" and 6 grades from "-" to "x".

[0037]

[Table 1]

[0038]

[Table 2]

From these results, it was found that the composition of the present invention can control various weeds with an extremely low dose as compared with the case where each active ingredient is used alone.

As shown by the results of the above test examples, the composition of the present invention can effectively control various weeds with a low dose which is unprecedented in conventional herbicides, and is used as an agricultural material. Very promising.

[0041]

As is apparent from the above test examples, the composition of the present invention has such a low dose that each compound cannot be used alone, and presents Nobies represented by Tainubie, Azena, Kokonagi, Firefly, Mizugayatsuri, etc. It has a high herbicidal effect on a wide range of weeds and has no phytotoxic effect on paddy rice.

The time of use can be arbitrarily selected from a wide range from before transplantation of rice to early growth of weeds (about 20 days after transplantation). The highest herbicidal effect can be obtained when the treatment is performed about 10 days later.

These excellent effects clearly indicate that there is a strong synergistic effect between the respective active ingredients contained in the composition of the present invention, which is completely unexpected from the herbicidal properties of each of them. It shows the effect.

In addition, the composition of the present invention has a high herbicidal activity of each active ingredient alone and has a strong synergistic effect, so that the amount of the active ingredient applied can be extremely small as compared with conventional herbicides. . Therefore, it is safe to the environment and farmers, and can be said to be a herbicide that meets the needs of the times.

Front page continuation (72) Inventor Yoshi Ikeda, 8-3-1 Chuo, Ami-machi, Inashiki-gun, Ibaraki Rhone Poulin Petrochemical Agro Co., Ltd., Ami Research Center (72) Inventor Masatoshi Yokoyama, central Ami-cho, Inashiki-gun, Ibaraki 8-3-1 Rhone Poulin Petrochemical Agro Co., Ltd. Ami Lab

Claims (1)

[Claims] 1. (A) The following formula I: 3- [2,4-dichloro-5- (2-propynyloxy) phenyl] -5- (1,1-dimethylethyl) -1,3,4-oxadiazole-2 (3H)-represented by When turned on, (B) the following formula II Embedded image Embedded image Embedded image [Chemical 6] [Chemical 7] (1) Methyl-2-[[[[[(4,6-dimethoxy-
2-Pyrimidinyl) amino] carbonyl] amino] sulfonyl] methylyl-benzoate (2) 5-[(4,6-dimethoxypyrimidin-2-yl) amino-carbonylaminosulfonyl] -1-methyl-4- (2- Methyl-1,2,3,4-tetrazol-5-yl) -pyrazole (3) Ethyl 5- (4,6-dimethoxypyrimidine-
2-yl-carbamoylsulfamoyl) -1-methylpyrazole-4-carboxylate (4) N '-(2-chloroimidazolyl [1,2-a]
Pyridin-3-yl-sulfonyl) -N '-(4,6-
Dimethoxy-2-pyrimidyl) urea (5) 1-{[ortho- (cyclopropylcarbonyl)
Phenyl] sulfamoyl} -3 (4,6-dimethoxy-2-pyrimidinyl) -urea (6) 3- (4,6-dimethoxypyrimidin-2-yl) -1- (2-ethoxy-phenoxysulfonyl)-
A herbicide composition for paddy fields, which comprises one or more of the compounds (1) to (6) of urea as an active ingredient.