JP2929213B2 - Field-acting herbicide composition and herbicidal method - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides a compound represented by the general formula (I) (Wherein, R represents a lower alkyl group and X represents a halogen atom). A 3-substituted-phenylpyrazole derivative represented by the following formula: and a sulfonylurea herbicide compound (hereinafter, simply referred to as a sulfonylurea compound). And a herbicidal method using the herbicidal composition.

Currently, many herbicides are used to control weeds in crops such as wheat, barley, soybeans, and corn in upland crops.However, in upland crops, there are many types of weeds to be controlled, and their outbreaks are long. Because of the extended period, the herbicides to be used also have a wide weed spectrum, and there is a need for herbicides that are safe for crops and that exhibit high herbicidal effects at low doses.

In view of the above situation, the present inventors have conducted intensive studies to create a herbicide that has a wide herbicidal spectrum, controls the emergence of weeds over a long period of time, and is safe for crops and exhibits a herbicidal effect at a low dose. As a result, the combination of the 3-substituted phenylpyrazole derivative represented by the general formula (I) and the sulfonylurea-based compound results in an unpredictable amount as compared with the case where each compound is used alone. The present inventors have found that a reduction in the amount of a drug is achieved by exhibiting a synergistic effect, and that the herbicidal spectrum is expanded, thereby completing the present invention.

The 3-substituted phenylpyrazole derivative represented by the general formula (I), which is one of the active ingredients of the present invention, is a novel compound which has not been described in any literature, and has been filed by the present applicant in Japanese Patent Application Nos. 63-217164 and 1-1990. -225724, filed as a herbicide. Typical compounds are shown in Table 1.

General formula (I) Further, examples of the sulfonylurea compound as the other active ingredient that can be used in the present invention include the following known compounds.

AN-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl) aminocarbonyl] -2-methoxycarbonylbenzenesulfonamide (methsulfuron-methyl), JP-A-55-13266 B. 1- (2-chlorophenylsulfonyl) -3- (4-
Methoxy-6-methyl-1,3,5-triazin-2-yl) urea (general name chlorsulfuron, JP-B-62-2602)
No. 9) C. methyl 3- [3- (4-methoxy-6-methyl-1,
3,5-Triazin-2-yl) ureidosulfonyl] thiophen-2-carboxylate (generic name thifensulfuron-methyl, compound described in JP-A-56-103179) D. Methyl 2- [3- (4-methoxy) -6-methyl-1,
3,5-Triazin-2-yl) -3-methylureidosulfonyl] benzoate (code name DPX-L5300, BRITISH
CROP PROTECTION CONFERENCE WEEDS-1985, VOL.1, P43
E. 1- [2- (2-Chloroethoxy) phenylsulfonyl] -3- (4'-methoxy-6-methyl-1,3,5-triazin-2-yl) urea (generic name) Trisulfuron, a compound described in JP-A-57-56452) The sulfonylurea-based compound usable in the present invention is not limited to the above-mentioned compounds, and may be a 3-substituted phenylpyrazole derivative which is one of the active ingredients of the present invention. What is necessary is just to have the same effect by mixing and using.

The herbicidal composition of the present invention comprises various weeds in upland crops,
In particular, it is a herbicide composition having an excellent selectivity that shows a herbicidal effect at a low dose on a wide variety of weeds in a cereal field such as wheat and barley, and does not show phytotoxicity to crops.

The herbicidal composition of the present invention comprises various weeds in upland crops,
In particular, weeds in cereal fields such as wheat and barley, such as yamgra, chickweed, giant petrel, violets, dog chamomile, gumbinazuna, oroshagiku, noharagashi, himeodorikosou, suzuki thistle, forget-me-nots, haradade, sasa-e-o-na, sasa-e-o-a-na-g-a, sasa-e-a-a-a-a-g, In addition to its excellent herbicidal effect on dicotyledonous plants such as dogwood, etc., it also has a herbicidal effect on grass weeds such as P. brassicae and P. perennial.

The herbicidal composition of the present invention is capable of simultaneously controlling weeds that have conventionally been difficult to control, for example, yamgra, chickweed, oinoufuguri, violet, dogwood chamomile, gumbinazuna, halade, sanaetade, buckwheat.

When the herbicidal composition of the present invention is used, it may be formulated and used in an appropriate dosage form according to the purpose according to a conventional method for pesticide formulation, and may be used, for example, a solid carrier, a liquid carrier, a surfactant, and other necessary components. It may be mixed with an auxiliary agent and the like to prepare granules, wettable powders, powders, flowables and the like, and used.

The active ingredient of the herbicidal composition of the present invention can be mixed in the composition at an arbitrary ratio according to the dosage form, and the mixing ratio of the active ingredient in the composition is represented by the following general formula (I): The -substituted phenylpyrazole derivative and the sulfonylurea compound may be mixed in any ratio, and usually, the sulfonylurea compound is used in an amount of 0.02 to 4 parts by weight based on 1 part by weight of the 3-substituted phenylpyrazole derivative represented by the general formula (I). The amount may be selected from the range of parts by weight, and is preferably in the range of 0.2 to 2 parts by weight.

When the herbicidal composition of the present invention is used, for example, in a wheat field, it can be used from the early stage of the development of wheat and weeds to the growing season. The present invention is not limited to these magnetisms, and may be subjected to soil treatment before the occurrence of wheat and weeds.

The treatment amount of the herbicidal composition of the present invention is 0.1 to 100 g per hectare as an active ingredient of the herbicidal composition of the present invention.
May be used by selecting from the range of, preferably 1 to 20
g range.

Hereinafter, typical examples of the present invention will be described, but the present invention is not limited thereto.

 In Examples, “parts” means “parts by weight”.

Example 1 Compound 1 0.1 part Compound A 0.2 part Dioctyl sulfosuccinate sodium salt 0.3 part Sodium polyacrylate 2.0 parts Bentonite 35.0 parts Clay 62.4 parts The above components were uniformly mixed and ground, and kneaded by adding an appropriate amount of water.
Granulate and dry to make granules.

Example 2 Compound 4 0.2 part Compound A 0.1 part Dioctyl sulfosuccinate sodium salt 0.3 part Sodium polyacrylate 2.0 parts Bentonite 35.0 parts Clay 62.4 parts The above components were uniformly mixed and pulverized, and kneaded by adding an appropriate amount of water.
Granulate and dry to make granules.

Example 3 Compound 1 5.0 parts Compound A 7.0 parts Polyoxyethylene nonylphenyl ether 3.0 parts Lignin sulfonate 3.0 parts Hydrous silica fine powder 4.0 parts Powdered calcium carbonate 78.0 parts The above components are uniformly mixed and pulverized to obtain a wettable powder.

Example 4 Compound 4 10.0 parts Compound A 5.0 parts Polyoxyethylene nonylphenyl ether 3.0 parts Lignin sulfonate 3.0 parts Hydrous silicate fine powder 2.0 parts Powdered calcium carbonate 77,0 parts I do.

Example 5 Compound 1 6.0 parts Compound A 6.0 parts Polyoxyethylene nonylphenyl ether 1.5 parts Polyoxyethylene styrenated phenyl ether 1.5 parts Xanthan gum 0.2 parts Water 84.3 parts The above are uniformly mixed and wet-pulverized to obtain a flowable agent.

Example 6 Compound 4 3.0 parts Compound A 10.0 parts Polyoxyethylene nonylphenyl ether 1.5 parts Polyoxyethylene styrenated phenyl ether 1.5 parts Xanthan gum 0.2 parts Water 83.8 parts The above are uniformly mixed and wet-pulverized to obtain a flowable agent.

1 Plot size the ridges of phytotoxicity and herbicidal effect width 1.4m for Test Example 1. Wheat is partitioned so that the 2.8 m ^2, a wheat and its attendant weeds cleavers, chickweed,
The seeds of P. japonicus and P. serrata were sown.

When the growth of each plant is 2 to 4 leaf stages and the height of the plant is 3 to 25 cm, a predetermined amount of the herbicidal composition of the present invention is diluted with water, and from the top of the plant at a rate of 500 per hectare. It was evenly sprayed over the entire foliage with a small sprayer. Twenty-eight days after spraying, the phytotoxicity of wheat and the herbicidal effect on weeds were examined by visual inspection using the 100-point method.

 Table 2 shows the results.

Test Example 2. Investigation of synergistic effect of the composition of the present invention A pot having a diameter of 12 cm and a height of 11 cm was filled with field soil, and seeds of Pseudocarpus serrata were sown at a cover depth of 0.5 cm and grown in a greenhouse. When the P. japonicus has reached the height of 8 cm at the 3 leaf stage, a predetermined amount of the drug of the composition of the present invention was diluted with water,
The spray was evenly spread over the entire foliage with a small sprayer from above the plants at a rate of 500 sprays per hectare. On the 21st day after spraying, the above-ground living weight of the withering oak puffer was measured, and the live weight inhibition rate (%) was calculated by the following equation.

A: Aboveground live weight of untreated plot B: Aboveground live weight of treated plot The results of the effect test of Compound 1 and Compound A are shown in Table 3.
Table 4 shows the results of Compound 4 and Compound A.

The above results are shown graphically for better understanding.

FIG. 1 is a diagram plotted by an iso-effect method based on the herbicidal effect on the giant beetle in Table 3 in the test examples. The horizontal axis represents the amount of the active ingredient of compound 1 (g / ha), and the vertical axis represents the active ingredient of compound A (g / ha). The additive effect of 90% above-ground living weight suppression rate is indicated by a dashed line, and the actual iso-effect line of 90% above-ground living weight suppression rate is indicated by a solid line.

FIG. 2 is a diagram plotted by the iso-effect method based on the herbicidal effect on the giant petrel of Table 4 in the test examples. The horizontal axis represents the amount of the active ingredient (g / ha) of the compound 4, and the vertical axis represents the amount of the active ingredient (g / ha) of the compound A. As in FIG. 1, the additive effect of the above-ground part living weight suppression rate of 90% is shown by a broken line, and the actual effect line of the above-ground part living body weight suppression rate of 90% is shown by a solid line.

As shown in FIGS. 1 and 2, the herbicidal composition of the present invention clearly shows a synergistic effect.

[Brief description of the drawings]

FIG. 1 and FIG. 2 are graphs showing the synergistic effect of the herbicidal composition of the present invention by the isometric method.

Claims (8)

(57) [Claims] 1. The compound of the general formula (I) (Wherein, R represents a lower alkyl group, and X represents a halogen atom). A field effect comprising a 3-substituted phenylpyrazole derivative represented by the formula: and a sulfonylurea herbicide compound as active ingredients. Herbicide composition. 2. The method according to claim 1, wherein the sulfonylurea herbicide compound is N-type.
[(4-methoxy-6-methyl-1,3,5-triazine-
2-yl) aminocarbonyl] -2-methoxycarbonylbenzenesulfonamide (general name: metsulfuron-methyl), 1- (2-chlorophenylsulfonyl) -3-
(4-methoxy-6-methyl-1,3,5-triazine-2
-Yl) urea (common name chlorsulfuron), methyl
3- [3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) ureidosulfonyl] thiophene-
2-carboxylate (generic name thifensulfuron-methyl), methyl 2- [3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -3-methylureidosulfonyl] benzoate (code Name DPX-L5300) or 1- [2- (2-chloroethoxy) phenylsulfonyl] -3- (4'-methoxy-6-methyl-1,3,5-triazin-2-yl) urea (generic name Trias 2. The herbicidal composition for field action according to claim 1, wherein the herbicidal composition is ruflon). 3. An active ingredient represented by the general formula (I):
The field-acting herbicide composition according to claim 1 or 2, wherein the sulfonylurea herbicide compound is contained in a proportion within the range of 0.02 to 4.0 parts by weight based on 1 part by weight of the substituted phenylpyrazole derivative. Stuff. 4. The herbicidal composition for field action according to any one of claims 1 to 3, wherein the field crop is wheat. 5. A compound of the formula (I) for controlling undesired weeds against the growth of upland crops. (Wherein, R represents a lower alkyl group, and X represents a halogen atom.) A herbicidal composition containing, as active ingredients, a 3-substituted phenylpyrazole derivative represented by the following formula: and a sulfonylurea-based herbicide compound. As active ingredient per hectare
A method for controlling weeds in upland crops, wherein the method is applied in a range of 0.1 to 100 g. 6. The method according to claim 1, wherein the sulfonylurea herbicide compound is N-type.
[(4-methoxy-6-methyl-1,3,5-triazine-
2-yl) aminocarbonyl] -2-methoxycarbonylbenzenesulfonamide (general name: metsulfuron-methyl), 1- (2-chlorophenylsulfonyl) -3-
(4-methoxy-6-methyl-1,3,5-triazine-2
-Yl) urea (common name chlorsulfuron), methyl
3- [3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) ureidosulfonyl] thiophene-
2-carboxylate (generic name thifensulfuron-methyl), methyl 2- [3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -3-methylureidosulfonyl] benzoate (code Name DPX-L5300) or 1- [2- (2-chloroethoxy) phenylsulfonyl] -3- (4'-methoxy-6-methyl-1,3,5-triazin-2-yl) urea (generic name Trias 6. The method for controlling weeds in upland crops according to claim 5, wherein the control method is welfare. 7. The control method according to claim 5, wherein the upland crop is wheat. 8. The method for controlling weeds in upland field cultivation according to claim 5 or 6, wherein the treatment is carried out from the beginning to the growing stage of upland crops and weeds.