JPH09295909A - Herbicidal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a herbicidal composition which contains a specific compound as an active ingredient and can only control the object weeds selectively without any chemical damage to transplanted rice seedlings. SOLUTION: This herbicidal composition contains a compound of formula I (R<1> is cyano, a 1-4C haloalkyl, a halogen; R<2> is a halogen; R<3> and R<4> are independently from each other a 1-6C alkyl, a 2-4C alkenyl, etc.) and at least one of compound selected from the compounds of formula II as active ingredients. In this composition, the content of the compound of formula H is preferably 0.01-10 pts.wt. per 1 pt.wt. of the compound of formula I. The objective composition is mixed with a carrier (e.g. clay) comprising a solid or liquid diluent, further a surfactant (for example, sodium alkylaryl-sulfonate) is admixed thereto and is used in the form of' a preparation.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a herbicidal composition for paddy rice.

[0002]

2. Description of the Related Art At present, a number of compounds have been put into practical use as herbicides for paddy rice. However, existing chemicals do not cause harm to transplanted rice, and only select target weeds. Does not always completely meet the requirements for control. In particular, many herbicides may cause phytotoxicity under shallow or deeply planted rice conditions.

A compound represented by the following formula (I) (generic name: A
CN, quinoclamin, hereinafter referred to as compound (I)) has already been put to practical use as a herbicide for paddy rice effective for controlling algae, duckweed and the like. Further, the compound represented by the following formula (II) (hereinafter referred to as compound (II)) is a compound described in JP-A-6-184115, and has a high controlling effect especially against Nobie of paddy field.

[0004]

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Compound (II) gives high safety to transplanted rice under normal planting conditions, but it is extremely shallow planted,
Chemical damage may occur to paddy rice under adverse conditions such as water leakage conditions. The phytotoxicity-reducing effect of some quinone compounds including compound (I) is described in JP-A-60-56902, but the phytotoxicity-reducing effect on compound (II) is completely disclosed in the publication. Absent. Further, usually, when a compound exerts a phytotoxicity-reducing action of a herbicide, it is naturally expected that the herbicidal effect is accompanied by a decrease, but the publication discloses no influence of the compound (I) on the herbicidal effect. Not not.

[0006]

[Means for Solving the Problems] As a result of intensive investigations by the present inventors in view of the above problems, when compound (I) and compound (II) were mixed, the phytotoxicity of compound (II) on transplanted rice was significantly adversely affected. It was found that even under the conditions, it was significantly reduced, and surprisingly, the herbicidal effect against various weeds did not show any lowering effect, and the high herbicidal effect of the mixture was maintained.

That is, the present invention is characterized by containing a compound represented by the formula (I) and at least one compound selected from compounds represented by the formula (II) as active ingredients. And a herbicidal method using them.

[0008]

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[Wherein R¹Is a cyano group, C₁-C_FourHaloalk
R group or halogen atom, R^TwoRepresents a halogen atom
Then R^ThreeAnd R^FourAre each independently C₁-C₆Alkyl group, C
_Two-C_FourAlkenyl group or C_Two-C_FourRepresents an alkynyl group, R^Three
And R^FourIs R through the methylene chain ^ThreeAnd R^FourIs bound
It may form a 5- to 7-membered ring with an elementary atom, and the methylene chain is C
₁-C_FourIt may be substituted with an alkyl group. ]

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION Examples of the compound (II) include the compounds shown in Table 1, but the compound (II) is not limited thereto. Table 1

[0011]

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[0012]

[Table 1] ─────────────────────────────────── Compound No. R ¹ R ² R ³ R ⁴ _{─────────────────────────────────── 1 CF 3 F - (CH} 2) 5 - 2 CF 3 F _{- (CH 2) 6 - 3} CF 3 F CH 2 C≡CH CH 3 4 CF 3 Cl - (CH 2) 5 - 5 CF 3 Cl - (CH 2) 6 - 6 CF 3 Cl CH 2 CH = CH 2 _{CH 2 CH = CH 2 7 CN} Cl - (CH 2) 5 - 8 CN Cl - (CH 2) 6 - 9 CN Cl CH 2 C≡CH CH 3 10 CN F - (CH 2) 5 - 11 CN F - _{(CH 2) 6 - 12 CF} 3 Cl CH 2 C≡CH CH 3 13 Cl Cl - (CH 2) 5 - 14 Cl Cl CH 2 C≡CH CH 3 15 CN Cl -CH 2 CHCH 3 CH 2 CH 2 CH _{2 - 16 CN Cl -CH 2 CH} 2 CHCH 3 CH 2 CH 2 - ───────────────────────────────── ──

The composition of the present invention preferably contains 0.001 to 100 parts by weight of the compound (II) per 1 part by weight of the compound (I),
More preferably, it is from 0.01 to 10 parts by weight. A suitable treatment dose of the composition of the present invention depends on the kind of target weeds to be controlled, etc., but is 0.1 to 10 kg / ha as an active ingredient. More preferably, it is 0.3-5 kg / ha. The composition of the present invention is usually used in the form of a preparation mixed with a carrier composed of a solid or liquid diluent, but is preferably used in the form of a preparation further mixed with a surfactant.

Examples of the carrier include solid carriers such as clay, talc, pentonite, diatomaceous earth and white carbon, water, alcohols (isopropanol, butanol, benzyl alcohol, furfuryl alcohol, etc.) and aromatic hydrocarbons (toluene). , Xylene etc.), chlorinated hydrocarbons (chlorobenzene etc.), ethers (anisole etc.), ketones (cyclohexanone, isophorone etc.), esters (butyl acetate etc.) and acid amides (N-methylpyrrolidone etc.) etc. The liquid carrier of.

As the surfactant, for example, sodium alkyl aryl sulfonate, sodium alkyl naphthalene sulfonate, sodium dialkyl succinate, polyoxyethylene alkyl aryl ether sulfate,
Anionic surfactants such as alkyl phosphates and alkylphenol phosphates, polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene (propylene) fatty acid esters, sorbitan monooleate and polyoxyethylene sorbitan monolaurate Nonionic surfactants such as, and plant derivatives such as polyoxyethylene hydrogenated castor oil.

The herbicide for paddy rice and the phytotoxicity-reducing composition of the present invention may optionally contain an emulsifier, a wetting agent, a dispersant, a binder, a penetrant, a spreading agent, a stabilizer, a disintegrating agent, etc. , Wettable powder, powder, granule, wettable granule, flowable,
It can be put into practical use in any dosage form such as tablets or gels. At this time, it is also possible to mix and use a plurality of other herbicides, insecticides, fungicides, plant growth regulators, fertilizers and the like at the same time. In particular, by blending one or more other herbicides, the herbicidal spectrum can be broadened, and the effect of the present invention can be made more stable.

Preferred agents to be used in combination with the present composition include, for example, pyrazoxifene (generic name), benzophenap (generic name), clomeprop (generic name),
Naproanilide (generic name), pyrazolate (generic name),
Pyrazoxifene (generic name), Benzophenap (generic name), Bentazone (generic name), 2,4PA (generic name), MCP
(Generic name), MCPB (generic name) and the like are mentioned, but the preferred drugs to be mixed and used are not limited to these.

[0018]

EXAMPLES The present invention will be described in more detail with reference to the following examples, but the compounds, dosage amounts, dosage forms and the like in the present invention are not limited only to the examples. All “parts” mean parts by weight. [Formulation Example 1] Granules Compound (I) 9 parts Compound No. 1 part 1 Bentonite 50 parts Talc 40 parts After uniformly mixing and pulverizing the above, a small amount of water was added and the mixture was kneaded with stirring to form an extrusion type product. Granulate with a granulator and dry to give granules.

[Formulation Example 2] Granular wettable powder (dry flowable agent) Compound (I) 60 parts Compound No. 2 6 parts Isoben No. 1 19 parts (Anionic surfactant: Kuraray Isoprene Chemical Co., Ltd. trade name ) Vanillex N 5 parts (anionic surfactant: Sanyo Kokusaku Pulp Co., Ltd. product name) Carplex # 80 10 parts (white carbon: Shionogi Pharmaceutical Co., Ltd. product name) Use as a flowable agent.

[Formulation Example 3] Wettable powder Compound (I) 40 parts Compound No. 10 10 parts Dikelite PFP 43 parts (Kaolin-based clay: product name of Siglite Industrial Co., Ltd.) Sorpol 5050 2 parts (anionic interface Activator: Toho Chemical Industry Co., Ltd. trade name Norx 1000C 3 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) Carplex # 80 (anti-caking agent) 2 parts (White carbon: Shionogi Pharmaceutical Co., Ltd. trade name) The above is uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 4] Granules Compound (I) 4.5 parts Compound No. 0.5 0.5 parts Bentonite 55 parts Talc 40 parts After uniformly mixing and pulverizing the above, a small amount of water is added and mixed by stirring. Knead, granulate with an extrusion granulator, and dry to give granules.

[Formulation Example 5] Granular wettable powder (dry flowable agent) Compound (I) 60 parts Compound No. 5 15 parts Isoben No. 1 11 parts (anionic surfactant: Kuraray Isoprene Chemical Co., Ltd. trade name ) Vanillex N 5 parts (Anionic surfactant: Sanyo Kokusaku Pulp Co., Ltd. trade name) Carplex # 80 9 parts (White carbon: Shionogi Seiyaku Co., Ltd. trade name) Use as a flowable agent.

[Formulation Example 6] Wettable powder Compound (I) 45 parts Compound No. 5 5 parts Dichlorite PFP 43 parts (Kaolin-based clay: product name of Siklite Industry Co., Ltd.) Solpol 5050 2 parts (anionic interface Activator: Toho Chemical Industry Co., Ltd. trade name Norx 1000C 3 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) Carplex # 80 (anti-caking agent) 2 parts (White carbon: Shionogi Pharmaceutical Co., Ltd. trade name) [Formulation Example 7] Granules Compound (I) 4.5 parts Compound No.7 0.5 parts Bentonite 55 parts Talc 40 parts After uniformly mixing and grinding the above, a small amount of water is added. In addition, the mixture is kneaded with stirring, granulated by an extrusion granulator, and dried to give granules.

[Formulation Example 8] Granule wettable powder (dry flowable agent) Compound (I) 70 parts Compound No.8 7 parts Isoben No.1 8 parts (Anionic surfactant: Kuraray Isoprene Chemical Co., Ltd. trade name ) Vanillex N 5 parts (anionic surfactant: Sanyo Kokusaku Pulp Co., Ltd. product name) Carplex # 80 10 parts (white carbon: Shionogi Pharmaceutical Co., Ltd. product name) Use as a flowable agent.

[Formulation Example 9] Wettable powder Compound (I) 45 parts Compound No. 5 5 parts Dichlorite PFP 42 parts (Kaolin-based clay: product name of Siklite Industry Co., Ltd.) Solpol 5050 2 parts (anionic interface Activator: Toho Chemical Industry Co., Ltd. trade name Norx 1000C 3 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) Carplex # 80 (anti-caking agent) 2 parts (White Carbon: Shionogi Pharmaceutical Co., Ltd. trade name) The above is uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 10] Granules Compound (I) 4.5 parts Compound No. 10 0.5 parts Bentonite 55 parts Talc 40 parts After uniformly mixing and grinding the above, a small amount of water is added and mixed by stirring. Knead, granulate with an extrusion granulator, and dry to give granules.

[Formulation Example 11] Granular wettable powder (dry flowable agent) Compound (I) 70 parts Compound No.7 7 parts Isoben No.1 9 parts (Anionic surfactant: Kuraray Isoprene Chemical Co., Ltd. trade name ) Vanillex N 5 parts (Anionic surfactant: Sanyo Kokusaku Pulp Co., Ltd. trade name) Carplex # 80 9 parts (White carbon: Shionogi Seiyaku Co., Ltd. trade name) Use as a flowable agent.

[Formulation Example 12] Wettable powder Compound (I) 45 parts Compound No. 11 5 parts Dichlorite PFP 43 parts (Kaolin-based clay: product name of Siklite Industry Co., Ltd.) Sorpol 5050 2 parts (anionic interface Activator: Toho Chemical Industry Co., Ltd. trade name Norx 1000C 3 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) Carplex # 80 (anti-caking agent) 2 parts (White carbon: Shionogi Pharmaceutical Co., Ltd. trade name) The above is uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 13] Granules Compound (I) 4.5 parts Compound No. 12 0.5 parts Bentonite 55 parts Talc 40 parts After uniformly mixing and pulverizing the above, a small amount of water is added and mixed by stirring. Knead, granulate with an extrusion granulator, and dry to give granules.

[Formulation Example 14] Wettable powder Compound (I) 45 parts Compound No. 13 5 parts Dichlorite PFP 43 parts (Kaolin-based clay: product name of Siklite Industry Co., Ltd.) Solpol 5050 2 parts (anionic interface Activator: Toho Chemical Industry Co., Ltd. trade name Norx 1000C 3 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) Carplex # 80 (anti-caking agent) 2 parts (White carbon: Shionogi Pharmaceutical Co., Ltd. trade name) The above is uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 15] Granular wettable powder (dry flowable agent) Compound (I) 70 parts Compound No. 14 7 parts Isoben No. 1 9 parts (Anionic surfactant: Kuraray Isoprene Chemical Co., Ltd. trade name ) Vanillex N 5 parts (Anionic surfactant: Sanyo Kokusaku Pulp Co., Ltd. trade name) Carplex # 80 9 parts (White carbon: Shionogi Seiyaku Co., Ltd. trade name) [Formulation Example 16] Granules Compound (I ) 4.5 parts Compound No. 15 0.5 parts Bentonite 55 parts Talc 40 parts After uniformly mixing and pulverizing the above, add a small amount of water, knead with stirring and kneading, and granulate with an extrusion granulator. , Dry to make granules.

[Compounding Example 17] Wettable powder Compound (I) 45 parts Compound No. 16 5 parts Dichlorite PFP 43 parts (Kaolin-based clay: product name of Siclaite Industry Co., Ltd.) Solpol 5050 2 parts (anionic interface Activator: Toho Chemical Industry Co., Ltd. trade name Norx 1000C 3 parts (Anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) Carplex # 80 (anti-caking agent) 2 parts (White carbon: Shionogi Pharmaceutical Co., Ltd. trade name) The above is uniformly mixed and pulverized to obtain a wettable powder.

The above is uniformly mixed and pulverized to obtain a dry flowable agent. Next, the usefulness of the composition of the present invention as a herbicide will be specifically described in the following test examples. [Test Example 1] Chemical damage test of transplanted paddy rice under shallow planting condition Alluvial soil was put in a 1/5000 ares Wagner pot, and then water was mixed to make a submerged condition with a water depth of 4 cm. 2.
Rice seedlings at the 5-leaf stage were transplanted at a depth of 0.5 cm. On the day of transplantation, a suspension of the test reagent having a predetermined concentration was added dropwise using a measuring pipette using a wettable powder prepared according to the above formulation. Three weeks after the chemical treatment, the above-ground live weight of rice was measured and compared with the untreated group. The test results for the single agent are shown in Table 2 and the test results for the mixed agent are shown in Table 3. However, in the table below, the respective treatment doses in the case of the mixed use of two agents are shown in the form of the sum of the corresponding agents. [Test Example 2] Herbicidal effect test in submerged condition After alluvial soil was placed in a 1/5000 ares Wagner pot, water was added and mixed to make a submerged condition in a depth of 4 cm, and there were novier, konjac and firefly. Seeds were sown. 7 days after sowing (1.5 leaves of Nobie, 2 leaves of eel, 2 firefly)
The leaves) were subjected to a dropping treatment with a measuring pipette of a suspension of the reagent solution having a predetermined concentration using a wettable powder prepared according to the above formulation. Three weeks after the chemical treatment, the herbicidal effect on various weeds was examined according to the following criteria. The test results for the single agent are shown in Table 4, and the test results for the mixed agent are shown in Table 5. The symbols in the table represent the following grass species.

A: novier, b: firefly, c: eel Criteria 5: complete death or 90% or more inhibition 4: 70-90% inhibition 3: 40-70% inhibition 2: 20-40% Suppression 1: Suppression of 5 to 20% 0: Suppression of 5% or less (however, the extent of the above suppression was obtained from observational observation with the naked eye.)

[0035]

[Table 2]

[0036]

[Table 3]

[0037]

[Table 4]

[0038]

[Table 5]

[0039]

[Table 6]

[0040]

[Table 7]

[0041]

[Table 8]

[0042]

[Table 9] Table 5 Herbicidal effect test under mixed water condition (mixture) ──────────────────────────── Active ingredient Grass species Compound throughput ───────────── (g / ha) abc ──────────────────────────── ─ (I) + No.1 500 +62.5 5 5 5 500 +125 5 5 5 500 +250 5 5 5 (I) + No.2 500 +62.5 5 5 5 500 +125 5 5 5 500 +250 5 5 5 (I) + No.3 500 +62.5 5 5 5 500 +125 5 5 5 500 +250 5 5 5 (I) + No.4 500 +62.5 5 5 5 500 +125 5 5 5 500 +250 5 5 5 (I) + No.5 500 +62.5 5 5 5 500 +125 5 5 5 500 +250 5 5 5 (I) + No.6 500 +62.5 5 5 5 500 +125 5 5 5 500 +250 5 5 5 ────────────────────────────

[0043]

[Table 10] Table 5 continued ──────────────────────────── Active ingredient Grass species Compound throughput ─────── ──────── (g / ha) abc ──────────────────────────── (I) + No.7 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No.8 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No. 9 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No.10 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No. 11 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No.12 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 ────────── ────────────────────

[0044]

[Table 11] Table 5 continued ──────────────────────────── Active ingredient Grass species Compound throughput ────── ─────── (g / ha) abc ──────────────────────────── (I) + No.13 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No.14 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No. 15 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 (I) + No.16 500 + 62.5 5 5 5 500 + 125 5 5 5 500 + 250 5 5 5 ────────── ────────────────────

[0045]

EFFECTS OF THE INVENTION According to the herbicidal composition of the present invention, phytotoxicity against transplanted rice can be reduced and a high herbicidal effect can be maintained.

Front page continuation (72) Inventor Kimihiro Ishikawa 1470 Shiraoka, Shiraoka-cho, Minamisaitama-gun, Saitama Nissan Biochemical Research Institute

Claims (2)

[Claims] 1. A compound represented by the formula (I) and a compound represented by the formula (II)
At least one compound selected from the compounds
And herbicides as active ingredients
Composition. [Chemical 1](Where R¹Is a cyano group, C₁-C_FourHaloalkyl group or ha
Represents a logen atom, R^TwoRepresents a halogen atom, R^Threeand
R^FourAre each independently C₁-C₆Alkyl group, C_Two-C_FourAlkene
Group or C_Two-C_FourRepresents an alkynyl group, R^ThreeAnd R^FourHame
R via the thylene chain ^ThreeAnd R^FourAlong with the nitrogen atom to which
May form a 5-7 membered ring, the methylene chain is C₁-C_FourAlkyl
May be substituted by a group. ] 2. A herbicidal method using the herbicidal composition according to claim 1.