JPH11189506A - Herbicide composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition which can efficiently control various harmful weeds and is particularly useful in the maize cultivation by including a specific compound and halosulfurone methyl. SOLUTION: This composition comprises (A) a compound of the formula [R<1> is H or a halogen; R<2> is a halogen or cyano; R<3> is a 1-4C alkyl; R<4> is H, a 1-5C acyl or (substituted) benzoyl and (B) 0.01-100 pts.wt., preferably 0.1-10 pts.wt., of halosulfurone methyl based on 1 pts.wt. of the component A. This composition is utilized in doses of 0.01-10 g/a, preferably 0.1-5 g/a, of the components A and B, respectively, as active ingredients.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a herbicidal composition for efficiently controlling various harmful weeds by mixing two kinds of known herbicidally active ingredients.

[0002]

2. Description of the Related Art A wide variety of chemicals have been put into practical use from the research and development of herbicides over many years, and these herbicides have contributed to labor saving in weed control work and improvement in productivity of agricultural and horticultural crops. Even today, there is a demand for the development of new chemicals having better herbicidal properties. In particular, as an agricultural and horticultural herbicide, it is possible to control only the target weed selectively and at a low dose without damaging the cultivated crop. It is desirable to be able to
Existing drugs do not always meet this need.

Compound (A):

[0004]

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[Wherein, R ¹ represents a hydrogen atom or a halogen atom, R ² represents a halogen atom or a cyano group, R ³ represents an alkyl group having 1 to 4 carbon atoms, R ⁴ represents a hydrogen atom, An acyl group having 1 to 5 carbon atoms, or a halogen atom,
It represents a benzoyl group which may be substituted by one or more substituents selected from an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms. ] Is disclosed in
The compounds described in JP-A-204865 and JP-A-5-186436 have excellent herbicidal effects in both soil treatment and foliage treatment at a lower dose than conventional herbicides. Although it has high safety for crops such as corn, it may not be able to obtain sufficient effects on some weeds.

[0006] Halosulfuron-methyl (common name) has already been put into practical use as a corn and lawn herbicide. For corn, soil treatment and foliage treatment have an excellent effect on broadleaf weeds at low doses, but soil treatment may cause phytotoxicity.

[0007]

The present invention relates to a compound (A)
(Hereinafter referred to as (A)):

[0008]

Embedded image

[In the formula, R ¹ represents a hydrogen atom or a halogen atom, R ² represents a halogen atom or a cyano group, R ³ represents an alkyl group having 1 to 4 carbon atoms, R ⁴ represents a hydrogen atom, An acyl group having 1 to 5 carbon atoms, or a halogen atom,
It represents a benzoyl group which may be substituted by one or more substituents selected from an alkyl group having 1 to 4 carbon atoms and an alkoxy group having 1 to 4 carbon atoms. And a herbicide composition containing halosulfuron methyl (hereinafter, referred to as (B)) as an active ingredient (hereinafter, referred to as the composition of the present invention), and a herbicidal method using the herbicide composition.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION R ¹ includes a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.
R ² includes a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and a cyano group.

R ³ includes a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a secondary butyl group and a tertiary butyl group. R ⁴ is a hydrogen atom, a formyl group, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovaleryl group, a pivaloyl group, and a benzoyl group which may be substituted (substituents include a fluorine atom, chlorine Atom, bromine atom, iodine atom, methyl group, ethyl group, propyl group, isopropyl group, butyl group, secondary butyl group, tertiary butyl group, methoxy group, ethoxy group, propoxy group, isopropoxy group, butoxy group, secondary butoxy And tert-butoxy groups.)
Is raised.

The following compounds can be mentioned as (A). However, (A) is not limited to the following compounds. (A1): R ¹ = F, R ² = Cl, R ³ = Et, R ⁴ = H. (A2): R ¹ = F, R ² = CN, R ³ = Me, R ⁴ = H. (A3): R ¹ = F, R ² = CN, R ³ = Et, R ⁴ = CO
Bu-t. (A4): R ¹ = F, R ² = Cl, R ³ = Et, R ⁴ = CO
Ph-OMe-4.

The composition of the present invention contains (A) 0.01 to 100 parts by weight per part by weight of (B), preferably 0.1 to 10 parts by weight per part by weight of (A). The amount of the treatment drug of the composition of the present invention depends on the type of the specific target plant to be inhibited from growing, etc., but 0.01 to 10 g / a, preferably 0.1 to 5 g of (A) as an active ingredient. / A, where (B) is 0.01 to 10 g / a, preferably 0.1 to 10 g / a.
1 to 5 g / a.

The composition of the present invention has not only the herbicidal effects of (A) and (B) contained in the composition of the present invention additively obtained, but also has a synergistic action. Can reduce the amount of drug used. The composition of the present invention is particularly useful in corn cultivation, and can control many weeds without causing harm in soil treatment or foliage treatment.

The present invention is also useful for various crops other than those described above.
It can also be applied to the control of various weeds in non-agricultural lands such as vacant lots, forest lands, tank yards, track ends, etc., and has a significant economic effect in weed control. The composition of the present invention is generally used in the form of a preparation mixed with a carrier comprising a solid or liquid diluent, but is preferably used in the form of a preparation further mixed with a surfactant.

As the carrier, for example, solid carriers such as clay, talc, bentonite, diatomaceous earth, white carbon, etc.
And water, alcohols (isopropanol, butanol, benzyl alcohol, furfuryl alcohol, etc.),
Aromatic hydrocarbons (toluene, xylene, etc.), chlorinated hydrocarbons (chlorobenzene, etc.), ethers (anisole, etc.), ketones (cyclohexanone, isophorone, etc.), esters (butyl acetate, etc.), acid amides ( N-
Liquid carrier such as methylpyrrolidone).

Examples of the surfactant include sodium alkylarylsulfonate, sodium alkylnaphthalenesulfonate, sodium dialkylsuccinate, polyoxyethylene alkylaryl ether sulfate,
Anionic surfactants such as alkyl phosphates and alkylphenol phosphates, polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, fatty acid esters of polyoxyethylene (propylene), sorbitan monooleate, polyoxyethylene sorbitan monolaurate And non-ionic surfactants, and plant derivatives such as polyoxyethylene hydrogenated castor oil.

The composition of the present invention may optionally contain an emulsifier, a wetting agent, a dispersing agent, a binder, a penetrant, a spreading agent, a stabilizer, and the like, and may contain an emulsion, a liquid, a wettable powder, a powder, a granule, It can be put to practical use in any dosage form such as granules and suspensions. At this time, it is also possible to simultaneously use a plurality of known agricultural chemicals.
Next, a formulation example of a preparation when the compound of the present invention is used is shown.
However, the composition examples of the present invention are not limited to these. In the following formulation examples, "parts" means parts by weight.

[Wettable powder] (A) + (B) 5 to 80 parts Solid carrier 10 to 85 parts Surfactant 1 to 10 parts Others 1 to 5 parts Others include, for example, an anti-caking agent.

[Emulsion] (A) + (B) 1 to 30 parts Liquid carrier 30 to 95 parts Surfactant 5 to 15 parts [Floable agent] (A) + (B) 5 to 70 parts Liquid carrier 15 to 65 Part Surfactant 5 to 12 parts Other 5 to 30 parts Others include, for example, an antifreezing agent and a thickener.

[Granular wettable powder (dry flowable)] (A) + (B) 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts For example, a binder, a decomposition inhibitor and the like can be mentioned.

[0022]

The composition of the present invention will be more specifically described below with reference to examples, but the compounds, production amounts, dosage forms and the like in the present invention are not limited to the examples. In addition,
“Parts” all mean parts by weight. [Compounding Example 1] Flowable (A1) 12 parts (B) 13 parts Agrisol S-711 8 parts (nonionic surfactant: Kao Corporation trade name) Lunox 1000C 0.5 part (anionic surfactant) : Toho Chemical Industry Co., Ltd. 1% Rhodopol water 20 parts (Thickener: Lone Pouran Co., Ltd.) Ethylene glycol 8 parts (Anti-freezing agent) Water 38.5 parts After uniformly mixing, wet Pulverize into a flowable.

[Compounding Example 2] Flowable (A2) 10 parts (B) 20 parts Agrisol S-711 8 parts (nonionic surfactant: trade name of Kao Corporation) Lunox 1000C 0.5 part (anionic) Surfactant: trade name of Toho Chemical Industry Co., Ltd. 1% Rhodopol water 20 parts (thickener: trade name of Lone Pouran) Ethylene glycol 8 parts (anti-freezing agent) water 33.5 parts Then, it is wet pulverized into a flowable agent.

[Formulation Example 3] Flowable (A3) 25 parts (B) 10 parts Agrisol S-711 8 parts (Nonionic surfactant: trade name of Kao Corporation) Lunox 1000C 0.5 part (anionic) Surfactant: trade name of Toho Chemical Industry Co., Ltd. 1% Rhodopol water 20 parts (thickener: trade name of Lone Poulin) Ethylene glycol 8 parts (antifreeze) water 28.5 parts Then, it is wet pulverized into a flowable agent.

[Formulation Example 4] Flowable (A4) 15 parts (B) 15 parts Agrisol S-711 8 parts (Nonionic surfactant: trade name of Kao Corporation) Lunox 1000C 0.5 part (anionic) Surfactant: trade name of Toho Chemical Industry Co., Ltd. 1% Rhodopol water 20 parts (thickener: trade name of Lone Pouran) Ethylene glycol 8 parts (anti-freezing agent) water 33.5 parts Then, it is wet pulverized into a flowable agent.

[Formulation Example 5] Water dispersible granule (A1) 35 parts (B) 40 parts Hytenol NE-15 5 parts (anionic surfactant: trade name of Daiichi Kogyo Seiyaku Co., Ltd.) Vanirex N10 Part (anionic surfactant: trade name of Nippon Paper Industries Co., Ltd.) Carplex # 80D 10 parts (synthetic hydrous silicic acid: trade name of Shionogi & Co., Ltd.) After uniformly mixing and grinding, a small amount of water was added. The mixture is kneaded with stirring, kneaded, granulated by an extrusion granulator, and dried to obtain a wettable powder.

[Formulation Example 6] Granule wettable powder (A2) 55 parts (B) 20 parts Hytenol NE-15 5 parts (anionic surfactant: trade name of Daiichi Kogyo Seiyaku Co., Ltd.) Vanirex N10 Part (anionic surfactant: trade name of Nippon Paper Industries Co., Ltd.) Carplex # 80D 10 parts (synthetic hydrous silicic acid: trade name of Shionogi & Co., Ltd.) After uniformly mixing and grinding, a small amount of water was added. The mixture is kneaded with stirring, kneaded, granulated by an extrusion granulator, and dried to obtain a wettable powder.

[Compounding Example 7] Granular wettable powder (A3) 35 parts (B) 30 parts Hytenol NE-15 5 parts (anionic surfactant: Daiichi Kogyo Seiyaku Co., Ltd.) Vanirex N10 Part (anionic surfactant: Nippon Paper Industries Co., Ltd.) Carplex # 80D 10 parts (Synthetic hydrous silicic acid: Shionogi & Co., Ltd. trade name) Pyrophyllite 10 parts After uniformly mixing and grinding, A small amount of water is added, the mixture is kneaded with stirring, granulated by an extrusion granulator, and dried to obtain a wettable powder.

[Formulation Example 8] Water dispersible granule (A4) 30 parts (B) 35 parts Hytenol NE-15 5 parts (anionic surfactant: Daiichi Kogyo Seiyaku Co., Ltd.) Vanirex N10 Part (anionic surfactant: Nippon Paper Industries Co., Ltd.) Carplex # 80D 10 parts (Synthetic hydrous silicic acid: Shionogi & Co., Ltd. trade name) Pyrophyllite 10 parts After uniformly mixing and grinding, A small amount of water is added, the mixture is kneaded with stirring, granulated by an extrusion granulator, and dried to obtain a wettable powder.

Next, when (A) and (B) are mixed,
The test example which showed the effect exceeding the effect expected from the effect of a single agent is shown. The synergistic herbicidal effect of the herbicide mixture can be explained as follows. That is, the individual active compounds often exhibit disadvantages in their herbicidal activities, respectively, in which case the herbicidal activity of the combination of the two active compounds is simply the sum of the activities of each of the two compounds ( This is referred to as synergism when it is greater than the expected activity). The expected activity of a particular combination of two herbicides can be calculated as follows. (Colby SR, calculation of synergistic and antagonistic response of herbicide combinations, Weed (W
eed), Vol. 15, 20-22 (1967))

C = α + β− (α · β / 100) α: Inhibition rate when the herbicide A is treated at the amount of akg / ha β: Inhibition rate when the herbicide B is treated at the amount of bkg / ha C: Herbicide A akg / ha, Herbicide B bkg / ha
Expected suppression rate when processed with

That is, if the actual inhibition rate is larger than the above calculation, it can be said that the activity by the combination shows a synergistic effect. [Test Example 1] Herbicidal effect test by soil treatment Put sterilized field soil in a plastic box with a length of 30 cm, a width of 30 cm, and a depth of 10 cm, and seed spots of Ichibai, Onamomi, Shiroza, Malva Asagao, and Maize in spots, Covered 0.5 cm. On the day of sowing, soil treatment was performed with a spraying water amount of 5 L / a. The chemical solution at the time of spraying was prepared by diluting a water dispersible granule appropriately adjusted according to the above-mentioned formulation example with water and spraying the solution with a small spray. Three weeks after the application of the drug solution, the above-ground living weight was measured, and the inhibition rate (%) was determined by the following equation.

Inhibition rate (%) = (1−live weight of treated section / live weight of untreated section) × 100 Table 1 shows the herbicidal effects of the compounds A1 to A5 and B alone. Table 2 shows the herbicidal effect when compounds A1 to A5 and B were mixed. (In the table, B represents an actually measured value, C represents an expected value, and the expected value represents a value obtained from Colby's formula in the previous period.) The symbols in the table indicate the following. I: Ichibai O: Onamimi S: Shiroza M: Malva Asagao T: Maize

[0034]

Table 1 Table 1 Herbicidal effect of single agent (% inhibition) ─────────────────────────────── Active ingredient Compound throughput IOSMT (g / a) ─────────────────────────────── (A1) 05 82 35 92 700 ─────────────────────────────── (A2) 0.05 75 42 86 620 ── ───────────────────────────── (A3) 0.05 84 38 88 680 ────────── {(A4) 0.05 80 26 90 580} {(B) 0.05 65 70 55 400} ──────────────────────────

[0035]

[Table 2] Table 2 Herbicidal effect of mixture (suppression rate%) ─────────────────────────────── Effective Treatment amount of component IOSMT (g / a) (E) (C) (E) (C) (E) (C) (E) (C) (E) (C) ───── ────────────────────────── (A1) + (B) 100 94 100 81 100 96 100 82 0 0 0.05 + 0.05 ──── ─────────────────────────── (A2) + (B) 100 92 100 83 100 94 100 77 0 0 0.05 + 0.05 ─── ──────────────────────────── (A3) + (B) 100 94 100 81 100 95 100 81 0 0 0.05 + 0.05 ── ───────────────────────────── (A4) + (B) 100 93 100 78 100 96 100 75 0 0 0.05 + 0.05 ─ ──────────────────────────────

As is clear from the above results, the herbicidal effect of the composition of the present invention is not limited to the sum of the cases where (A1) to (A4) and (B) are mixed, but has a synergistic herbicidal effect. In addition, control weeds can be controlled at a lower dose.

Claims (2)

[Claims] (1) Compound (A): [Wherein, R ¹ represents a hydrogen atom or a halogen atom, R ² represents a halogen atom or a cyano group, and R ³ has 1 carbon atom.
Represents to 4 alkyl groups, R ⁴ is a hydrogen atom, an acyl group having 1 to 5 carbon atoms, or a halogen atom, 1 to carbon atoms
Represents a benzoyl group which may be substituted by at least one substituent selected from an alkyl group of 4 and an alkoxy group having 1 to 4 carbon atoms. And a herbicidal composition comprising halosulfuron-methyl as an active ingredient. 2. A herbicidal method using the herbicidal composition according to claim 1.