JPH0597615A - Sulfamide sulfonamide herbicide composition - Google Patents

Abstract

PURPOSE:To provide a herbicide composition produced by combining a sulfamide sulfonamide-type herbicide with isoproturon, enabling the reduction of the amount of each component by the synergistic effect and safe to wheat. CONSTITUTION:The objective sulfamide sulfonamide herbicide composition is produced by compounding (A) 0.001-10 pts.wt., preferably about 0.01-1 pt.wt. of a compound of formula I (Q is group of formula II or formula III; R<2> is phenyl, 2-fluorophenyl or 3-thienyl; R<2> is H or methyl) (e.g. the compound of formula IV) with (B) 1 pt.wt. of isoproturon having high activity against gramineous weeds but generally poor effect on broad-leaved weeds and necessitating high rate of application. The compound of formula I exhibits excellent effect at a low rate of application compared with convertional herbicides and high safety to crops such as wheat and corn, however, the effect is poor on some gramineous weeds.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a herbicidal composition for effectively controlling various harmful weeds by mixing two kinds of known herbicidal active ingredients.

[0002]

2. Description of the Related Art Equation (1):

[0003]

[Chemical 7]

The compound represented by is WO91 / 1388
The known compound described in 4 has an excellent effect at a low dose as compared with conventional herbicides, and has high safety against crops such as wheat and corn, but is partially effective on grass weeds. There is something inferior. On the other hand, equation (2):

[0005]

[Chemical 8]

The compound represented by the general formula (isoprotiurone) is used as a herbicide for wheat in practical situations and has a high effect on grass weeds, but it is often inferior to broadleaf weeds. , The amount of drug used is also high.

[0007]

The present invention provides the formula (1):

[0008]

[Chemical 9]

[Wherein Q is

[0010]

[Chemical 10]

Or

[0012]

[Chemical 11]

R ¹ represents a phenyl group, a 2-fluorophenyl group or a 3-thienyl group, and R ² represents a hydrogen atom or a methyl group. ] The compound represented by these, and Formula (2):

[0014]

[Chemical formula 12]

The present invention relates to a herbicidal composition containing isoprotiurone represented by the formula (hereinafter, referred to as the composition of the present invention). As the compound represented by the formula (1), the following compound No. 1 to 7 can be given.

[0016]

[Chemical 13]

[0017]

[Chemical 14]

The composition of the present invention not only provides the additive herbicidal effects of the compound represented by the formula (1) and isoprotiurone contained in the composition of the present invention, but also synergistically. It is possible to reduce the amount of each drug used. Further, the composition of the present invention can control many weeds completely with a low dosage without exerting a phytotoxicity on wheat, and is extremely practical.

The proportions of the compound represented by the formula (1) and isoprotiurone in the composition of the present invention can be appropriately selected within a range that does not substantially impair the performance of each agent. For example,
The compound represented by the formula (1) is usually contained in an amount of 0.001 to 10 parts by weight, preferably 0.01 to 1 part by weight, relative to 1 part by weight of isoprotiurone. The composition of the present invention can be used as a mixture with a plurality of known herbicides at the same time. Preferred agents to be used in combination with the composition of the present invention include chlorotoluron, difenzoquat, and diclofop-methyl (diclofop) described in 1990 Agricultural Chemical Data Book (published by Soft Science).
-methyl), fenoxaprop-ethyl (fenoxaprop
-ethyl), triallate, 2,4-D,
MCPA, mecoprop, dicamba
mba), diflufenican, bifenox, ioxynil, bromoxynil, immazamethabenz-methyl, isoxab
en), flamprop-isopr
opyl), fluroxypyr, metabenzthiazuron, barban
n), chlorsulfuron, metsulfuron-methyl, thifensulfuron-methyl, amidosulfuron, triasulfuron
sulfuron), tribenuron-methy
l) etc.

The treatment dose of the composition of the present invention depends on the kind of the specific target plant whose growth is to be inhibited, but 1 g to 1 kg of the compound represented by the formula (1) as an active ingredient.
/ Ha, preferably 10 g to 0.5 kg / ha,
Isoprotiurone is 10 g to 5 kg / ha, preferably 50 g to 3 kg / ha. The composition of the present invention is usually used in the form of a preparation mixed with a carrier consisting 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, bentonite, diatomaceous earth and white carbon,
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-
And liquid carriers such as methylpyrrolidone).

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, polyoxyethylene sorbitan monolaurate Nonionic surfactants such as, and vegetable oil derivatives such as polyoxyethylene hydrogenated castor oil.

To the composition of the present invention, if desired, an emulsifying agent, a wetting agent, a dispersing agent, a binder, a penetrating agent, a spreading agent, a stabilizer, etc. are added, and 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. Next, specific examples of formulation of the preparation when the compound of the present invention is used are shown. However, the compounding examples of the present invention are not limited to these. In the following formulation examples, "part" means part by weight.

[Wettable powder] Compound of the present invention ───────── 5-80 parts Solid carrier ───────── 10-85 parts Surfactant ──────── ─ 1 to 10 parts Others ───────── 1 to 5 parts Other examples include anti-caking agents.

[Emulsion] Compound of the present invention ───────── 1-30 parts Liquid carrier ───────── 30-95 parts Surfactant ───────── 5 to 15 parts [Flowable agent] Compound of the present invention ───────── 5 to 70 parts Liquid carrier ───────── 15 to 65 parts Surfactant ───────── -5 to 12 parts Others ───────── 5 to 30 parts Others include, for example, antifreezing agents and thickeners.

[Granular wettable powder (dry flowable agent)] Compound of the present invention ───────── 20 to 90 parts Solid carrier ───────── 10 to 60 parts Surfactant ── ─────── 1-20 parts [Granule] Compound of the present invention ───────── 0.1-10 parts Solid carrier ───────── 90-99.9 parts Others ───────── 1 to 5

[0027]

EXAMPLES The composition of the present invention will be described in more detail with reference to the examples below, but the compounds, production amounts, dosage forms and the like in the present invention are not limited to the examples. In addition,
All "parts" mean parts by weight. [Compounding Example 1] Wettable powder Compound (1) ─────── 2 parts Isoprotiurone ─────── 24 parts DIKELITE PFP ──────── 66 parts (Kaolin clay: Sieglite Industrial Co., Ltd. product name) Solpol 5039 ──────── 2 parts (wetting dispersant: Toho Chemical Co., Ltd. product name) Soybean oil ──────── 2 parts Carplex # 80 ── ───── 4 parts (White carbon: trade name of Shionogi Pharmaceutical Co., Ltd.) The above was uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 2] Emulsion Compound (1) ──────── 3 parts Isoprotiurone ─────── 35 parts Xylene ──────── 47 parts Methylnaphthalene ─── ──── 10 parts Sorpol 2680 ─────── 5 parts (mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd. trade name) It was an emulsion.

[Formulation Example 3] Granules Compound (1) ─────── 0.7 parts Isoprotiurone ──────── 10 parts DBSN ─────── 3 parts (dodecyl) Sodium benzene sulfonate) Epoxidized soybean oil ─────── 1 part Bentonite ─────── 30 parts Talc ─────── 55.3 parts Evenly mix and grind the above and add a small amount. Water was added and stirred, granulated by an extrusion granulator, dried after granulation, and a granule was obtained.

[Test Example 1] Herbicidal effect test by foliar treatment: sterilized diluvial soil was put in a plastic box having a length of 15 cm, a width of 22 cm, and a depth of 18 cm, and black grass, Spodoptera litura, Astragalus chinensis, and wheat seeds, respectively,
The seeds were sown in spots and covered with soil for about 1.5 cm. When various crops reached the 2-3 leaf stage, they were sprayed on the foliage so that the amount of the active ingredient became a predetermined ratio. The chemical solution for spraying was prepared by diluting the wettable powder of the above formulation example with water and spraying it over the entire surface of the foliage of various weeds with a small spray. Three weeks after spraying the chemicals, the above-ground fresh weight of each weed was measured, and the inhibition rate was calculated by the following formula.

Inhibition rate (%) = [1- (biological weight of treated group / biological weight of untreated group)] × 100 The synergistic herbicidal effect of the herbicide mixture can be explained as follows. This is said to be synergistic when the herbicidal activity of the combination of two active compounds is greater than the simple sum of the activities of each of the two compounds (the expected activity). The percent inhibition expected with a particular combination of two herbicides can be calculated as follows. (Colby, SR, Calculation of Synergistic and Antagonistic Responses of Herbicide Combinations, Weed, No. 1
Volume 5, page 20-22 (1967)) E = α + β- (α · β) / 100 α: Inhibitory rate when the herbicide A is treated in an amount of a kg / ha. β: Inhibitory rate when the herbicide B was treated at an amount of b kg / ha. E: Inhibition rate expected when the herbicide A was treated with a kg / ha and the herbicide B was treated with b kg / ha.

That is, if the actual inhibition rate is higher than the calculated inhibition rate, it can be said that the activity of the combination of herbicides exhibits a synergistic effect. The results are shown in Table 1. In addition, compound No. Is the compound No. And the symbols have the following meanings. A: Blackgrass, B: Scutellaria baicalensis, C: Astragalus sinensis, a: Wheat

[0033]

[Table 1] ────────────────────────────────────── Compounds Treatment dosage g / ha A B C a ─────── ─────────────────────── No. 2 12.5 0 47 55 0 25 2 82 86 0 ───────────────────────────── Isoprotiurone 250 72 0 0 0 500 86 3 22 0 ───────────────────────────── 12.5 + 250 84 68 70 0 (72) (47) (55) (0 ) No. 2 12.5 + 500 91 75 77 0 + (86) (49) (65) (0) Isoprotiurone 25 + 250 90 91 93 0 (73) (82) (86) (0) 25 + 500 100 100 100 0 (86) (83) (89) (0) ──────────────────────────────

The numerical value in the parentheses in the table indicates the value obtained from the Colby equation. As is clear from the above results,
When compound 1 and isoprotiurone are mixed, not only the respective herbicidal effects on the target weeds are synergistically obtained but also synergistically obtained, and the respective doses to be used can be reduced. Further, it does not show any phytotoxicity to wheat, which is a target crop, and can be used safely.

Claims (10)

[Claims] 1. Formula (1): [In the formula, Q is Or [Chemical 3] R ¹ represents a phenyl group, a 2-fluorophenyl group or a 3-thienyl group, and R ² represents a hydrogen atom or a methyl group. ] And a compound represented by the formula (2): The herbicidal composition containing the compound represented by these as an active ingredient. 2. The method according to claim 1, wherein Q is The herbicidal composition representing. 3. The herbicidal composition according to claim 2, wherein R ¹ represents a phenyl group and R ² represents a hydrogen atom. 4. The herbicidal composition according to claim 2, wherein R ¹ represents a phenyl group and R ² represents a methyl group. 5. The herbicidal composition according to claim 2, wherein R ¹ represents a 2-fluorophenyl group and R ² represents a methyl group. 6. The herbicidal composition according to claim 2, wherein R ¹ represents a 3-thienyl group and R ² represents a hydrogen atom. 7. The herbicidal composition according to claim 2, wherein R ¹ represents a 3-thienyl group and R ² represents a methyl group. 8. The method according to claim 1, wherein Q is The herbicidal composition representing. 9. The herbicidal composition according to claim 8, wherein R ¹ represents a phenyl group and R ² represents a methyl group. 10. The herbicidal composition according to claim 8, wherein R ¹ represents a 3-thienyl group and R ² represents a methyl group.