JP2916302B2 - Paddy field herbicide composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

The present invention relates to a herbicidal composition for paddy fields, and more specifically, (a) the following formula (I):

[0002]

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And a compound represented by the following formula (II):

[0004]

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The present invention relates to a herbicide composition for paddy fields, characterized by containing the compound represented by the formula (1) as an active ingredient.

Although many herbicides have been put into practical use as paddy field herbicides, it is almost impossible to control all paddy weeds by a single agent. In addition to annual Cyperaceae weeds, several herbicides are used systematically in order to effectively control a wide variety of weed species such as perennial broadleaf weeds and perennial Cyperaceae weeds, which have become dominant in recent years. Or
A mixture of herbicides with different applied species and application periods is used.

The 2-[(4,6-) represented by the above formula (I)
Dimethoxypyrimidin-2-yl) aminocarbonyl-
Aminosulfonylmethyl] benzoic acid methyl ester (generic name: bensulfuronmethyl) is a compound developed by DuPont in the United States as a herbicidal compound that is effective at a low dose in a wide range of applied grass species. (See JP-A-57-112379).
This compound (bensulfuron-methyl) has a broader range of applied grass species than conventional herbicides, and exhibits excellent herbicidal activity against a wide range of weeds from annual weeds to perennial weeds. It has the characteristic that its effect can be maintained for a long time by application, and it shows excellent herbicidal activity against perennial weeds such as Kurogui, Mizuya-yatsuri and Omodaka, which are regarded as difficult-to-control weeds. There are some problems with the residual effect on weeds.

The present inventors have conducted intensive studies to solve the above-mentioned problems of the compound of formula (I) (bensulfuron-methyl). As a result, this time, the compound of formula (I) )

[0009]

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By using in combination with the pyrazole / tetrazole sulfonylurea compound shown in the above, it is possible to effectively control a very wide range of plant species from annual weeds to perennial weeds with a very small dose and with only one application. The inventors have found that the present invention can be performed, and have completed the present invention.

The compound (bensulfuron-methyl) of the above (I), which is one of the active ingredients of the herbicidal composition of the present invention, comprises:
As described above, although it exhibits excellent herbicidal activity against a wide variety of grass species from annual weeds to perennial weeds, it has a problem that the residual efficacy against perennial weeds such as black croaker and shrew beetle is not sufficient.

On the other hand, the compound of the formula (II) is not sufficient in herbicidal effect on annual broad-leaved weeds such as Azena and Kakashi grass, but annual perennial Cyperaceae weeds, perennial Cyperaceae weeds (eg; Kurowaiwai, Oyster) and Omodaka Demonstrates an excellent herbicidal effect with a very small dose on so-called perennial broadleaf weeds such as Urikawa,
It has a characteristic that it has excellent residual activity (activity persistence) (see JP-A-63-185906).

Now, according to the present invention, by using the compound of the formula (I) and the compound of the formula (II) in combination, not only the properties of both compounds are expressed only additively, Act synergistically, and as shown in the test examples below, there is no danger of phytotoxicity to paddy rice even under poor cultivation conditions (eg, shallow planting, sandy loam field, extremely high temperature after rice transplanting, etc.) It has been found that a wide variety of grass species from annual weeds to perennial weeds can be effectively controlled with a very small dose and with a single application.

Such an effect in the weed composition of the present invention is observed in a wide range of mixing ratio of the compound of the formula (I) and the compound of the formula (II). It is convenient to use the compound of the formula (II) in a range of 12 to 100 parts by weight, preferably 15 to 50 parts by weight, more preferably 17 to 30 parts by weight, based on parts by weight.

The herbicidal composition of the present invention may further comprise, if necessary, the following formulas (III), (IV) and (V)

[0016]

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[0017] At least one compound selected from the group consisting of a millet and a herbicide can be further added, whereby the risk of phytotoxicity of the herbicidal composition on rice can be further reduced, and the safety can be reduced. Sex can be significantly improved.

The proportion of the use of such a fly milling agent when used in combination is different depending on the kind of the milling agent and cannot be specified unconditionally. The compound of the formula (III) (benthiocarb) based on 100 parts by weight of the compound of the formula (II) in total
Is 700 to 12500 parts by weight, preferably 1000 to 5 parts by weight.
600 parts by weight, more preferably 2000 to 3800 parts by weight, the compound of formula (IV) (esprocarb) is 110
0 to 9000 parts by weight, preferably 1500 to 5000 parts by weight, more preferably 2000 to 3800 parts by weight, and the compound of formula (V) is 350 to 9000 parts by weight, preferably 500 to 4200 parts by weight, more preferably 53 to 53 parts by weight.
It is convenient to use within the range of 0 to 1500 parts by weight, and in the case of the compounds of the above formulas (III) and (IV), the herbicidal effect on barnyardgrass by using at least 2500 parts by weight Is also obtained.

The compounds of formulas (III), (IV) and (V) can be used alone or in combination of two or more.

The composition of the present invention may be a combination of a compound of the formula (I) and a drug substance of the formula (II) or a combination thereof with at least one compound selected from the formulas (III), (IV) and (V). It can also consist of a combination of the drug substance with the addition of various compounds, but usually comprises a solid or liquid carrier and optionally other adjuvants, and is usually used as a herbicide in the form of a formulation, for example, powder, It can be prepared and used as coarse powders, fine granules, granules, wettable powders, emulsions, aqueous solutions, aqueous solvents, oil suspensions and the like.

Suitable solid carriers used for preparing the herbicidal composition of the present invention include clays represented by kaolinites, montmorillonites, and atavaldites; talc, mica, phyllite, pumice , Vermiculite, gypsum, calcium carbonate, dolomite, diatomaceous earth, magnesium lime, phosphate lime, zeolite, silicic anhydride, synthetic calcium silicate and other inorganic substances; soybean flour, tobacco flour, walnut flour, flour, wood Vegetable organic substances such as powder, starch and crystalline cellulose; coumarone resin; synthetic or natural high molecular compounds such as petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, copal gum, dammar gum;
Examples include waxes such as carnauba wax and beeswax, and urea.

Suitable liquid carriers include paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil and white oil; aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, cumene and methylnaphthalene; tetrachloride Chlorinated hydrocarbons such as carbon, chloroform, trichloroethylene, monochlorobenzene, o-chlorotoluene; ethers such as dioxane and tetrahydrofuran; acetone, methyl ethyl ketone;
Ketones such as diisobutyl ketone, cyclohexanone, acetophenone, and isophorone; esters such as ethyl acetate, amyl acetate, ethylene glycol acetate, diethylene glycol acetate, dibutyl maleate, and diethyl succinate; methanol, n-hexanol, ethylene glycol, diethylene glycol, and cycloalkyl Alcohols such as hexanol and 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.

Further, the composition of the present invention may contain emulsified, dispersed,
Surfactants can be blended for the purpose of wetting, spreading, binding, controlling disintegration, stabilizing active ingredients, improving fluidity, preventing rust, etc. Surfactants that can be blended are nonionic, anionic It may be of any of the amphoteric, cationic and zwitterionic types, but usually the nonionic and / or anionic types are preferred. Suitable nonionic surfactants include, for example, ethylene oxide adducts of higher alcohols such as lauryl alcohol, stearyl alcohol and oleyl alcohol; ethylene oxide adducts of alkyl phenols such as isooctyl phenol and nonyl phenol; alkyls such as butyl naphthol and octyl naphthol Ethylene oxide adducts of naphthol; ethylene oxide adducts of higher fatty acids such as palmitic acid, stearic acid and oleic acid; ethylene oxide adducts of mono- or dialkyl phosphoric acids such as stearic acid and dilauryl phosphoric acid; amines of dodecylamine and stearamide Polymerized with ethylene oxide; higher fatty acid esters of polyhydric alcohols such as sorbitan, and ethylene oxide adducts thereof; Polymerization adducts of Sid and propylene oxide. Suitable anionic surfactants include, for example, alkyl sulfates such as sodium lauryl sulfate and amine salt of oleyl alcohol sulfate; alkyl sulfonates such as dioctyl sodium sulfosuccinate and sodium 2-ethylhexene sulfonate. Aryl sulfonic acid salts such as sodium isopropylnaphthalenesulfonate, sodium methylenebisnaphthalenesulfonate, sodium ligninsulfonate and sodium dodecylbenzenesulfonate;

Further, the herbicidal composition of the present invention may contain, for the purpose of improving the properties of the preparation and enhancing the biological effect, casein, gelatin, albumin, glue, sodium alginate, carboxymethylcellulose, methylcellulose, hydroxyethercellulose, polyvinyl alcohol and the like. And other auxiliaries can also be blended.

The above carriers and various adjuvants are appropriately used alone or in combination depending on the purpose, taking into account the form of the preparation, the application scene, and the like.

Dusts, for example 1 to 7.5 parts by weight of the active ingredient compound in total, are usually contained, and the remainder can be a solid carrier. The wettable powder usually contains, for example, 20 to 90 parts by weight of the active ingredient compound, and the remainder is a solid carrier and a dispersing wetting agent, and if necessary, contains a protective colloid agent, a thixotropic agent, an antifoaming agent, and the like. Can be.

The granules contain, for example, the active ingredient compound in a total amount of usually 0.01 to 7.5 parts by weight, and the remainder can be mostly a solid carrier. In the granules, the active ingredient compound can be uniformly mixed with the solid carrier, or can be uniformly fixed or adsorbed on the surface of the solid carrier, and the particle diameter is generally about 0.2 to 1.5 mm. It can be.

The emulsion is usually, for example, 5 to 30 parts by weight in total of the active ingredient compound and about 5 to 20 parts by weight of the emulsifier.
The liquid carrier is contained in parts by weight, and the remainder is a liquid carrier, and may contain a rust preventive if necessary.

The composition of the present invention may further contain other agrochemically active agents such as barnyard mills, plant growth regulators, fungicides, green insecticides, fertilizers, insecticides and the like. Good.

The herbicidal composition of the present invention can be applied as a herbicide for paddy field to paddy soil before transplanting rice seedlings or water surface of flooded paddy field, or flooding after transplanting rice seedlings. It may be applied to the surface of the water. The application time is not particularly limited, and may be before or after germination of the weeds. In general, it is convenient to apply it during a period of 0 to 30 days, preferably 3 to 15 days after transplantation of the rice seedlings. is there.

The application amount of the herbicidal composition of the present invention is not strictly limited. The application time, the mode and ratio of the combination of the active ingredient compounds, the nature and state of the soil of the paddy field, the natural conditions, and the local conditions In general, the compound of the formula (I) and the compound of the formula (I)
About 15 to about 85 g / ha as a total amount of the compound of I),
It is preferably in the range of about 20 to about 60 g / ha, more preferably in the range of about 34 to about 42 g / ha.

The formulas (III), (IV) and / or
Or when the compound of (V) is used in combination, the applied dose is
The total amount of active ingredients is generally from about 650 to about 3000 g / ha, preferably from about 1840 to about 2440 g / ha, particularly preferably 21 g / ha for compounds of formula (III).
In the range from 39 to 2142 g / ha, for the compound of formula (IV), from about 1050 to about 2500 g / ha, preferably from about 1840 to about 2280 g / ha, particularly preferably 21
In the range from 39 to 2142 g / ha, and for compounds of formula (V) from about 350 to about 2150 g / ha, preferably from about 400 to about 1000 g / ha, particularly preferably about 4
89 to about 492 g / ha.

Next, the present invention will be described more specifically with reference to examples and test examples.

Specific examples of the composition of the herbicidal composition of the present invention are shown below. In the following, “parts” is “parts by weight” unless otherwise specified.

[0035]

Example 1 Wettable powder 1 part of the compound of the formula (I) 1 part of the compound of the formula (II) 6 〃 sodium lignin sulfonate 3 〃 kaolinite 89 〃 sodium dioctyl sulfosuccinate 1 か らThe powder is ground with a hammer mill to a particle diameter of 5 μm or less, and then remixed to obtain a wettable powder.

[0036]

Example 2 Granules Compound of the formula (I) 0.02 parts Compound of the formula (II) 0.12 {neocole 0.5} bentonite 35 {talc 64.36} Each component is mixed well and ground with a hammer mill to about 20%
And kneaded, extruded with an extrusion granulator having a diameter of about 1 mm, and cut into a length of about 3 mm to obtain granules.

[0037]

Example 3 Granules Compound of formula (I) 0.02 parts Compound of formula (II) 0.12 Compound of formula (III), (IV) or (V) 1.5 Neocor 0.5 Bentonite 35 Talc 62.86 Ingredients Is treated in the same manner as in Example 2 to obtain granules. Test Example 1 Herbicidal Effect under Flooding Conditions Paddy soil (alluvial light clay) was placed in a plastic pot having an inner diameter of 12 cm, and water injection, fertilization, and scraping were performed. Porpoise, tamayatsuri, konagi,
Azena, Kikasigusa and Firefly seeds were sown in the above pots, and tubers of Urikawa and Mizugayatsuri, which had been previously germinated in advance, were transplanted. After seeding and transplanting, pots should be 25-30
After leaving the water depth of 3 cm at a 1.5-leaf stage and a 2.5-leaf stage of the rice millet, a predetermined amount of the drug was dissolved in acetone and directly dropped with a pipette. About 4 weeks after the chemical treatment, the herbicidal effect on various weeds was examined according to the following criteria. Table 1 shows the results.

[0038]

[Table 1] Criteria for judging herbicidal effect (observation) (Evaluation) (Herbicidal rate) 0: Residual herbage amount 90 to 100% in comparison with untreated plot 1: 1: 80 to 90% 2: 70 to 80% 3:: ６０ 60 to 70% 4: 〃 ５０ 50 to 60% 5: 〃 〜 40 to 50% 6: 〃 ３０ 30 to 40% 7: 〃 ２０ 20 to 30% 8: 〃 １０ 10 to 20% 8.5: 〃 ５ 5 to 10% 9: 〃 2.5 to 5% 9.5: 〃 2 to 2.5% 10: 〃 0%

[0039]

[Table 2]

Test Example 2 Influence on Transplanted Rice under Flooding Conditions Paddy soil (alluvial light clay) was placed in a 1 / 5000a Wagner pot, and water injection, fertilization and paddy were performed to a water depth of about 1 cm.
Flooding conditions. Separately, rice seedlings (variety: about 2.1 leaves of Nipponbare) grown in a greenhouse were planted one by one in each pot and transplanted four by four. Five days and ten days after the transplantation, the water depth was set to 3 cm, and then a predetermined amount of the drug was dissolved in acetone, and the solution was directly dropped on the water surface with a pipette. On the 21st day after the chemical treatment, the effect of the chemical on the growth of paddy rice was observed and the plant height was measured. In addition, the foliage was cut off at the ground, dried at 80 ° C. for 48 hours, and the above-ground dry weight was determined. Table 2 shows the results. The evaluation criteria for the effects of chemicals on the growth of paddy rice by observation are as follows.

Evaluation criteria for effect on paddy rice (Observation) 0: Growth equivalent to that of untreated plot 1: Slight suppression in plant height, leaf color, etc. is observed, but recovery is early.

2: Slight suppression of plant height, leaf color, etc. is observed, but it recovers early.

2.5: Mild suppression was observed in plant height, tillering, leaf color, etc., and recovery was somewhat slow. Practically acceptable limits.

3: Clear suppression was observed in plant height, tillering, etc., and recovery was somewhat slow.

4: Clear suppression was observed in plant height, tillering, leaf color, etc., and recovery was slow.

5: Clear suppression was observed in plant height, tillering, leaf color, etc., and growth was stagnant.

6: Plant height and tillering are suppressed to 50% or less of the untreated plot, and growth is stagnant.

7: Plant height and tillering are suppressed, and the growth amount after chemical treatment is extremely small.

8: Almost no growth occurs after the chemical treatment, and withered or withered parts are observed in the leaves and the like.

10: Complete withering

[0051]

[Table 3]

Test Example 3 Test on Effect of Leaf Age on Perennial Weeds A pot prepared in the same manner as in Test Example 1 was sowed with firefly seeds. Tubers of pre-germinated urikawa, mizuya-yatsuri and kuroguwai were transplanted separately, , Urikawa and Mizugayatsuri, respectively, 2, 3,
At the 4 leaf stage, when the Krogwai had grown to a plant height of 10, 20, or 30 cm, the water depth was reduced to 3 cm, and the drug was treated by a predetermined method. In order to observe residual effects, which are particularly problematic in confirming the effect on perennial weeds, the survey was carried out 5 days after treatment.
Performed 0-60 days later. The investigation method and criteria were the same as in Test Example 1. Table 3 shows the results.

[0053]

[Table 4]

Test Example 4 Effect of Improving Safety by Simultaneous Application with Various Millet Agents etc. Pots were prepared in the same manner as in Test Example 2 above, and seedlings
Implanted to a depth of cm (normally planted). Six days after transplantation, the water depth was adjusted to 3 cm, and then the compound of the formula (I), the compound of the formula (II) and various barnyard agents dissolved in acetone [formula (II)
I) to the compound of formula (V)] at the same time. Three weeks after the treatment, observation and investigation were performed in the same manner as in Test Example 2. Table 4 shows the results.

[0055]

[Table 5]

──────────────────────────────────────────────────続 き Continuing from the front page (72) Inventor Kenji Ito 1-2-5 Kannondai, Tsukuba, Ibaraki Prefecture DuPont Japan Agricultural Science Research Institute (58) Field surveyed (Int.Cl. ⁶ , DB name) A01N 47/36 A01N 47/12 A01N 47/30 CAPLUS (STN)

Claims (2)

(57) [Claims] (A) The following formula (I): And (b) a compound represented by the following formula (II): A herbicidal composition for a paddy field, comprising the compound represented by the formula (1) as an active ingredient. (C) the following formulas (III), (IV) and (V): The composition according to claim 1, further comprising at least one compound selected from the group consisting of: