JP2002308710A - Herbicidal composition for paddy field - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a herbicidal composition for paddy fields capable of controlling weeds ranging from annual weeds to perennial weeds of the paddy fields over a wide range of period from the preemergence of weeds to a period of advanced growth of the weeds, e.g. the three-leaf stage of barnyard grass which is the annual weed of the paddy fields. SOLUTION: This herbicidal composition for the paddy fields comprises 2-chloro-N-(3-methoxy-2-thenyl)-2',6'-dimethylacetanilide mixed with [3-(2-chloro-4- methylsulfonylbenzoyl)-4-phenylthio]bicyclo[3.2.1]oct-3-en-2-one and 2-(2,4- dichloro-m-tolyloxy)propionanilide as active ingredients for use.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to a herbicide composition for paddy fields. More specifically, the present invention relates to a novel paddy field herbicide composition which has a long application period and can control from annual weeds to perennial weeds in paddy fields.

[0002]

2. Description of the Related Art Conventionally, various compounds have been developed as active ingredients of herbicides for paddy fields and have already been put to practical use. Generally, in herbicides, several kinds of herbicidally active compounds are mixed for the purpose of reducing the amount of medicine, enhancing selective herbicidal properties, or expanding the herbicidal spectrum, and used as a mixture. I have. For example, as a herbicidally active compound having a high herbicidal effect on Nobies, a paddy annual weed, 2
-Chloro-N- (3-methoxy-2-thenyl) -2 ',
Although 6'-dimethylacetanilide (generic name: terenylchlor) is known, herbicidal activity against perennial weeds can also be achieved by mixing the tenylchlore with a substituted benzoyl cyclic enone derivative-based herbicidal compound or a phenoxyacetic acid-based herbicidal compound. The property is imparted (JP-A-9-104604 and JP-A-5-255013).

[0003]

The performance of various paddy field herbicide compositions using the above-mentioned tenylchlor as a herbicidal active compound is excellent, but tenylchlor is not effective when applied beyond the two leaf stage of Nobie. It is known that the herbicidal effect is reduced. In order to obtain the desired herbicidal effect even with a mixture as described in the above publication, it is necessary to use 1.
It must be applied by the 5 or 2 leaf stage. Therefore, when a large-scale farmer who takes a long time to plant rice, or a part-time farmer who performs farming mainly on holidays, sprays herbicides, the effective application time has passed, and a sufficient herbicidal effect is obtained. There was a problem that can not be. Accordingly, an object of the present invention is to provide a paddy field herbicide composition having high herbicidal properties against annual and perennial weeds even when applied at a time after the two-leaf stage of the lobster.

[0004]

Means for Solving the Problems The present inventors have conducted intensive studies to solve the above-mentioned problems. As a result, a herbicidal composition in which two specific herbicidally active compounds are mixed with tenylchlor is accidentally applied to paddy annual weeds and rice leaves even when applied during the period from the two-leaf stage to the three-leaf stage of Nobie. They have found that perennial weeds can be controlled, and have completed the present invention.

That is, the present invention relates to 2-chloro-N- (3-
Methoxy-2-thenyl) -2 ′, 6′-dimethylacetanilide (hereinafter, also referred to simply as “tenylchlor” using a generic name), [3- (2-chloro-4-methylsulfonylbenzoyl) -4-phenylthio] bicyclo [3.2.
1] oct-3-en-2-one (hereinafter, also referred to simply as benzobicyclone using a common name), and 2-
A herbicide composition for a paddy field comprising (2,4-dichloro-m-tolyloxy) propionanilide (hereinafter, also referred to simply as clomeprop) using a generic name as a herbicidal active compound.

The above-mentioned herbicidal composition for paddy fields of the present invention provides a desired herbicidal effect when the three types of herbicidally active compounds used are used alone (when applied within that period). Period) is short, but the application period is long. Moreover, by mixing the three kinds of herbicidally active compounds, the herbicidal spectrum is expanded, and it is possible to control annual weeds in paddy fields and perennial weeds in paddy fields.

As described above, as a method for expanding the herbicidal spectrum, there is a method of mixing a plurality of herbicidally active compounds. In this case, depending on the compatibility between the compounds, the properties of each other cancel each other out. For this reason, simply mixing two or three herbicidally active compounds having different target grass species does not always achieve the intended purpose. Therefore, in order to obtain an admixture composition that meets the purpose, it is the actual situation that many experiments must be performed to find an effective combination. It is not generally known that the application period is changed by mixing a herbicidally active compound, and it has been a trial and error process to find a combination that increases the application period. In this regard, a herbicidal composition comprising a mixture of the above-mentioned substituted benzoylcyclic enone derivative-based herbicidally active compound containing benzobicyclon and the above-mentioned phenoxyacetic acid-based herbicidally active compound containing clomeprop is known. The application period of the herbicidal composition is from before the emergence of weeds to the 1.5 leaf stage of Nobie (JP-A-9-30904), which is much shorter than the application period of the paddy field herbicide composition of the present invention. .

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The paddy field herbicide composition of the present invention comprises:
As an active ingredient, 2-chloro-N- (3-methoxy-2)
-Thenyl) -2 ′, 6′-dimethylacetanilide;
[3- (2-chloro-4-methylsulfonylbenzoyl) -4-phenylthio] bicyclo [3.2.1] oct-3-en-2-one, and 2- (2,4-dichloro-
m-tolyloxy) propionanilide. The above-mentioned three kinds of active ingredients used in the present invention are known herbicidally active compounds having general names of tenylchlor, benzobicyclone and clomeprop, respectively, all of which are industrially available.

It should be noted that 2-chloro-N- (3-methoxy-
2-Thenyl) -2 ′, 6′-dimethylacetanilide (that is, tenylchlor) is a compound having a structure represented by the following formula, and has a high herbicidal effect mainly on Nobies, a paddy annual weed as described above. Are known.

[0010]

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[3- (2-chloro-4-methylsulfonylbenzoyl) -4-phenylthio] bicyclo
[3.2.1] Oct-3-en-2-one (that is, benzobicyclon) is a compound represented by the following formula belonging to the above-mentioned substituted benzoyl cyclic enone derivative, and is mainly used in annual paddy field weeds. It is known that although a certain firefly has a high herbicidal effect, it is not possible to obtain a sufficient herbicidal effect on a growing nobie or perennial weed.

[0012]

Embedded image

Also, 2- (2,4-dichloro-m-tolyloxy) propionanilide (ie, chromeprop)
Is a compound represented by the following formula belonging to the above-mentioned phenoxyacetic acid-based compound, and shows a high herbicidal effect on annual weeds such as Japanese pupae and fireflies in the early stage of development, but it is sufficient for growing nobies and perennial weeds. It is known that a herbicidal effect cannot be obtained.

[0014]

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The mixing ratio of the above three kinds of herbicidally active compounds in the herbicidal composition for paddy fields of the present invention can be arbitrarily set as long as the herbicidal effect is not impaired and no phytotoxicity is caused on the rice. In terms of duration,
It is preferable that benzobicyclon is 0.3 to 3 parts by weight and chromeprop is 0.5 to 5 parts by weight with respect to 1 part by weight of tenylchlor. It is particularly preferred that the amount of chrome prop is 0.8 to 3 parts by weight, and that of chrome prop is 0.8 to 3 parts by weight. The herbicidal composition for paddy fields of the present invention can be prepared by mixing the above three kinds of herbicidally active compounds. At this time, the mixing order,
And the mixing method is not particularly limited.

When the paddy field herbicide composition of the present invention is applied, a mixture of the above three kinds of herbicidally active compounds may be applied as it is. It is preferable to apply (spray) as a preparation prepared by mixing other auxiliaries according to the above.

At this time, the dosage form of the preparation is not particularly limited.
Conventionally known ones can be used. For example, powders, fine granules,
Granules, emulsions, flowables (aqueous suspensions), oily suspensions, wettable powders, wettable powders and the like can be used. Also, to contribute to labor saving in paddy field weeding,
It can also be prepared into tablets, bags, capsules and the like for throwing.

In preparing the herbicidal composition for paddy fields of the present invention into a pharmaceutical preparation, known solid carriers and liquid carriers generally used as carriers for herbicides can be used without any limitation. Examples of solid carriers that can be suitably used in the present invention include clays represented by kaolinite group, montmorillonite group, attapulgite group or ziglite; talc, mica, phyllite, pumice, vermiculite, gypsum, calcium carbonate, Inorganic substances such as dolomite, diatomaceous earth, lime, apatite, zeolite, anhydrous silicic acid, synthetic calcium silicate; vegetable organic substances such as soybean powder, tobacco powder, walnut powder, flour, wood powder, starch, crystalline cellulose, cumarone resin Synthetic or natural polymer compounds such as petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, copal gum and dammar gum; waxes such as carnauba wax and beeswax; urea, ammonium sulfate;
Ammonium nitrate, ammonium chloride, potassium chloride,
Examples include ammonium bicarbonate, sodium sulfate, sodium carbonate and sugars. Examples of the liquid carrier used in the present invention include: paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil, and white oil; benzene, toluene, xylene,
Aromatic hydrocarbons such as ethylbenzene, cumene, and methylnaphthalene; chlorinated hydrocarbons such as carbon tetrachloride, chloroform, trichloroethylene, monochlorobenzene, and o-chlorotoluene; ethers such as dioxane and tetrahydrofuran; acetone, methyl ethyl ketone, diisobutyl ketone; Ketones such as cyclohexanone, acetophenone and isophorone; esters such as ethyl acetate, amyl acetate, ethylene glycol acetate, diethylene glycol acetate, dibutyl maleate and diethyl succinate; alcohols such as methanol, n-hexanol, ethylene glycol and diethylene glycol; Ether alcohols such as ethylene glycol phenyl ether, diethylene glycol ethyl ether, and diethylene glycol butyl ether Lumpur like; dimethylformamide, polar solvents or water such as dimethyl sulfoxide.

In the formulation, it is preferable to use a surfactant for the purpose of emulsifying, dispersing, wetting, spreading, binding, controlling disintegration, stabilizing active ingredients, improving fluidity, preventing rust, and the like. is there. As surfactants, nonionic, cationic,
Anionic and amphoteric ones can be used, but it is particularly preferred to use nonionic and / or anionic ones. Examples of nonionic surfactants that can be suitably used include those obtained by polymerizing ethylene oxide to higher alcohols such as lauryl alcohol, stearyl alcohol and oleyl alcohol; and polymerizing ethylene oxide to alkylphenols such as isooctylphenol and nonylphenol. Those obtained by polymerizing ethylene oxide to alkyl naphthols such as butyl naphthol and octyl naphthol; those obtained by polymerizing ethylene oxide to higher fatty acids such as palmitic acid, stearic acid and oleic acid; stearyl phosphoric acid, dilauryl phosphoric acid, mono or Polymerized addition of ethylene oxide to dialkyl phosphoric acid; Polymerized addition of ethylene oxide to amines such as dodecylamine and stearamide; polyvalent such as sorbitan Higher fatty acid esters of alcohols and those were it is polymerized addition of ethylene oxide; ethylene oxide and propylene oxide that was polymerized addition, esters of polyvalent fatty acids and alcohols such as dioctyl succinate, and the like. Examples of anionic surfactants that can be suitably used include alkyl sulfates such as sodium lauryl sulfate and oleyl alcohol sulfate amine; alkyl sulfones such as sodium dioctyl sulfosuccinate and sodium 2-ethylhexene sulfonate. Acid salts; arylsulfonic acid salts such as sodium isopropylnaphthalenesulfonate, sodium methylenebisnaphthalenesulfonate, sodium ligninsulfonate and sodium dodecylbenzenesulfonate; and phosphates such as sodium tripolyphosphate.

In addition, an auxiliary agent may be used at the time of formulation. The adjuvant is used for various purposes. For example, it is used when it is intended to enhance the herbicidal effect by improving properties such as disintegration of granules. Illustrative adjuvants preferably used for such purposes include casein,
Gelatin, albumin, glue, sodium alginate, carboxymethylcellulose, methylcellulose,
High molecular compounds such as hydroxyethyl cellulose and polyvinyl alcohol are exemplified.

The above-mentioned carriers, surfactants and adjuvants can be used alone or in combination as appropriate according to the purpose, taking into account the formulation of the preparation, the application scene, and the like.

The method for preparing a preparation using the herbicide composition for paddy fields of the present invention is not particularly limited, and a conventionally known method is used. For example, when preparing a wettable powder, a predetermined amount of each of tenylchlor, benzobicyclon, and clomeprop were dissolved in an organic solvent such as acetone, and a surfactant and a solid carrier were added to the obtained solution, and the mixture was pulverized and mixed well. Thereafter, the organic solvent may be removed. Also,
When preparing granules, a predetermined amount of each of tenylchlor, benzobicyclon, and clomeprop, a surfactant, and a solid carrier are thoroughly mixed, water is added, and the mixture is kneaded, extruded to a predetermined particle size, and dried. do it. further,
In the case of preparing a flowable agent, water may be added to each of a predetermined amount of tenylchlor, benzobicyclone, clomeprop, a surfactant, a viscosity modifier, and the like, and wet pulverization may be performed by a sand grinder or the like.

The method for applying the preparation containing the herbicidal composition for paddy fields of the present invention is not particularly limited, and a conventionally known method is used. For example, the wettable powder is 10-1 in water.
It may be diluted 000-fold, and the diluted solution may be put into a bottle and sprayed under pressure over the entire paddy field, or may be transferred by hand. Also,
The granule may be applied to the entire rice field as it is, and the flowable agent may be placed in a bottle and transferred by hand from the ridge of the paddy field.

[0024]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited thereto.

Formulation Example 1 (Wettable powder) 5 parts by weight of tenylchlor, 4 parts by weight of benzobicyclone,
6 parts by weight of clomeprop was dissolved in a small amount of acetone, 80 parts by weight of clay and 5 parts by weight of sodium ligninsulfonate were added, and the mixture was thoroughly pulverized and mixed, and then acetone was removed to obtain a wettable powder.

Formulation Example 2 (granules) 5 parts by weight of tenylchlor, 4 parts by weight of benzobicyclone,
6 parts by weight of clomeprop, 3 parts by weight of dioctyl sulfosuccinate, 3 parts by weight of sodium tripolyphosphate, 30 parts by weight of bentonite and 49 parts by weight of talc are mixed well, kneaded by adding water, extruded to 14 to 32 mesh, and dried. Thus, granules were obtained.

Formulation Example 3 (Flowable agent) 5 parts by weight of tenylchlor, 4 parts by weight of benzobicyclone,
6 parts by weight of clomeprop, 3 parts by weight of ethylene oxide polymerization adduct of nonylphenol, 2 parts by weight of sodium dioctyl sulfosuccinate, 0.5 part by weight of carboxymethylcellulose, 2 parts by weight of montmorillonite, 5 parts by weight of propylene glycol, and 72.5 parts by weight of water Wet pulverization was performed using a sand grinder to obtain a flowable agent.

Formulation Example 4 (bag for throwing in) 5 parts by weight of tenylchlor, 4 parts by weight of benzobicyclone,
6 parts by weight of clomeprop, 65 parts by weight of clay, 15 parts by weight of sodium silicate, 5 parts by weight of ethylene oxide polymerization adduct of nonylphenyl ether, 7 parts by weight of sodium ligninsulfonate, and 3 parts by weight of carboxymethylcellulose were crushed and mixed, and water was added. Granulate with a fluid bed granulator,
After drying, a 16 to 50 mesh wettable powder was obtained. Next, 50 g of the above wettable powder was hermetically sealed and encapsulated in a water-soluble film by heat sealing to obtain a bag for casting.

Test Example 1 (Effect-induced phytotoxicity test) A paddy field was plowed, filled with water, scraped, and leveled in a usual manner, and then divided into 1.5 m ² (0.8 × 1.5 m) sections by a partition plate. Then, seeds of paddy annual weeds (Nobie, Konagi, Azena, Firefly) were sown, and tubers of paddy perennial weeds (Urikawa, Mizugayatsuri) were embedded. Furthermore, rice seedlings (Koshihikari) at the 2.5 leaf stage were transplanted to a depth of 3 cm.

Before the occurrence of nobies and at the time when the nobies were in the three-leaf stage, each of the formulations prepared in Formulation Examples 1 to 4 contained 25 g of tenylchlor in terms of the active ingredient per 10 ares of a paddy field,
It was applied so that the amount of benzobicyclone was 20 g and the amount of clomeprop was 30 g. Thirty days after application, the herbicidal effect and the phytotoxicity on the rice were observed and investigated.

Table 1 shows the results of application before the occurrence of nobies.
Table 2 shows the results of application at the 3 leaf stage of Nobies.

As a comparative example, as shown in Tables 1 and 2, a flowable agent containing only two of the three active ingredients in the composition of the present invention was prepared, and the same method as described above was used. Applied. The results are shown in Tables 1 and 2.

The herbicidal effect on various weeds and the phytotoxicity on paddy rice in the table were indicated by scores according to the following criteria.

<Herbicidal effect and phytotoxicity to rice> 10: Suppression rate 100% (complete mortality) 9: Suppression rate 90-99% 8: Suppression rate 80-89% 7: Suppression rate 70-79% 6: Suppression rate 60 -69% 5: Suppression rate 50-59% 4: Suppression rate 40-49% 3: Suppression rate 30-39% 2: Suppression rate 20-29% 1: Suppression rate 10-19% 0: Suppression rate 0-9 %

[0035]

[Table 1]

[0036]

[Table 2]

As shown in Tables 1 and 2, in the comparative example, the herbicidal effect was lower when applied to the three-leaf stage of the fly than before the occurrence of the fly. On the other hand, when the preparation using the paddy field herbicidal composition of the present invention is applied, a high herbicidal effect can be obtained not only in the application before the occurrence of nobies, but also in the three leaf stage of the nobies. I understand.

[0038]

EFFECTS OF THE INVENTION The herbicidal composition for paddy fields of the present invention has a high herbicidal effect on annual weeds and perennial weeds in paddy fields even when applied for a long period of time and beyond the two-leaf stage of Nobies. Therefore, even a large-scale farmer or a part-time farmer who has a restriction on the timing of performing the herbicide spraying operation can surely obtain the herbicidal effect.

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Claims (2)

[Claims] (1) 2-chloro-N- (3-methoxy-2-
Tenyl) -2 ′, 6′-dimethylacetanilide, [3
-(2-chloro-4-methylsulfonylbenzoyl)-
4-phenylthio] bicyclo [3.2.1] oct-3-
A herbicidal composition for a paddy field, comprising ene-2-one and 2- (2,4-dichloro-m-tolyloxy) propionanilide as active ingredients. 2. A preparation comprising the paddy field herbicide composition according to claim 1.