JPH0222721B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a herbicidal composition containing a specific pyrazole derivative, an acetamide compound, and a triazine compound as active ingredients. Generally, many types of weeds grow together in the same area, and the germination and growth periods of each individual are not uniform. Therefore, there are many types of herbicide spraying,
Moreover, since the treatment targets weeds at different growth stages, it is actually quite difficult to kill all weeds with a single spray.
If there are residual weeds even after spraying,
Those that germinate late, and those that regrow after once dying above ground, will grow thickly, reducing the effectiveness of herbicide spraying by half. Therefore, there is still a strong desire for the emergence of herbicides that have a wide herbicidal spectrum, are effective even against weeds that have advanced in growth, and can maintain their weed-suppressing effects for a predetermined period of time. The present inventors have discovered that when a specific pyrazole derivative, an acetamide compound, and a triazine compound are applied in combination, remarkable superiority is obtained that could not be expected by applying each alone or in combination. It has a herbicidal effect, and in particular, it suppresses the growth of virtually all weeds in rice fields with a single chemical application, and the herbicidal effect lasts for a long time to the point that no further weeding work is required. I found out. The present invention is based on the general formula [In the formula, R is

[Formula] group (X ¹ is a methyl group, n is 0 or 1),
or 4-toluenesulfonyl group]; and at least one pyrazole derivative represented by the general formula (In the formula, X is a hydrogen atom or a chlorine atom,
R ¹ is a methyl group or an ethyl group, Y is a hydrogen atom or a halogen atom, and Z is a tert-butyl group or an o-chlorophenyl group); A herbicidal composition containing at least one triazine compound represented by the formula (wherein R ² is an ethyl group or a 1,2-dimethylpropyl group) as an active ingredient. Representative examples of the active ingredient compounds according to the present invention are shown below, and these are disclosed in JP-A-50-126830, US Pat. No. 35-16600, US Pat. No. 3,799,925, etc., these are known compounds. A: Pyrazole derivative A-1 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxypyrazole A-2 1,3-dimethyl-4-(2,4-dichlorobenzoyl)- 5-(4-methylphenacyloxy)pyrazole A-3 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-(2-methylphenacyloxy)pyrazole A-4 1,3-dimethyl -4-(2,4-dichlorobenzoyl)-5-(3-methylphenacyloxy)pyrazole A-5 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-pyrazolyl-4
-Toluenesulfonate B: Acetamide compound B-1 N-(α,α-dimethylbenzyl)-α
-bromo-tert-butylacetamide B-2 N-(α,α-dimethylbenzyl)-α
-chloro-tert-butylacetamide B-3 N-(α,α-dimethylbenzyl)-α
-iodo-tert-butylacetamide B-4 N-(α,α-dimethyl-p-chlorobenzyl)-o-chlorophenylacetamide B-5 N-(α-ethyl-α-methyl-p-
chlorobenzyl)-o-chlorophenylacetamide C: triazine compound C-1 2-methylthio-4,6-bis(ethylamino)-s-triazine C-2 2-methylthio-4-(1,2-dimethylpropyl Amino)-6-ethylamino-s-triazine The practical blending weight ratio of the active ingredient compounds A, B and C according to the present invention is expressed as the ratio in 100 parts by weight of the pharmaceutical product: A:B:C= 3-15:1-
10:0.5~5, preferably 5~10:3~
10:0.7-3. The appropriate amount of the herbicidal composition of the present invention to be applied cannot be determined unconditionally due to differences in weather conditions, soil conditions, drug formulation, application timing, application method, etc., but in general, the total amount of active ingredient compounds per are is 10 to 100 g. The amount is preferably 20 to 80 g.
The appropriate timing for application of the herbicidal composition of the present invention is between the 2nd and 4th leaf stages from the weed emergence stage, and in the case of transplanted paddy rice fields, it is generally before transplanting or 3 to 20 days after transplanting. In addition, when applying the herbicidal composition of the present invention, the active ingredient compounds A, B, and C are blended with various auxiliary agents according to the usual agricultural chemical formulation method, and formulated in the form of, for example, an emulsion, a wettable powder, or a granule. However, the active ingredient compounds may be mixed and formulated together, or separately formulated compounds may be further mixed. Auxiliary agents used in the formulation include diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon,
Solid carriers such as kaolin, bentonite, ziecrite; toluene, xylene, solvent naphtha, ethanol, dioxane, acetone, isophorone, methyl isobutyl ketone, dimethylformamide, dimethyl sulfoxide, N-methyl-2
- Solvents such as pyrrolidone; sodium alkyl sulfates;
Sodium alkylbenzene sulfonate, sodium lignin sulfonate, polyoxyethylene glycol alkyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkylaryl ether, polyoxyethylene fatty acid ester,
Examples include spreading agents such as polyoxyethylene sorbitan fatty acid ester, surfactants, etc., but are not limited to these, of course. Next, plant test examples of the herbicidal composition of the present invention will be shown. Test Example 1 After filling a 1/5000-sized pot with paddy soil and saturated with water, wild field seeds were sown, and the top was lightly covered with soil. After germination, the barnyard grass was submerged in water to a depth of 3 cm, and when it had grown to the two-leaf stage, granules of the test chemical adjusted to a predetermined concentration according to Formulation Example 1 described later were sprayed. On the 30th day after spraying the chemical, the remaining barnyard grasses were removed, their air-dry weight was measured, and the percentage relative to the untreated area was calculated, and this was expressed as the survival rate, giving the results shown in Table 1.

[Table] Test Example 2 A 1/5000-sized pot was filled with paddy soil, and tubers of Cyperus japonica were planted at a depth of 1 cm and kept in field condition. When the plants had grown to the three-leaf stage, they were flooded with water to a depth of 5 cm, and granules of the test drug prepared to a predetermined concentration in the same manner as in Test Example 1 were sprayed thereon. On the 45th day after the chemical spraying, the remaining water snails were extracted and the remaining rate was determined in the same manner as in Test Example 1, and the results shown in Table 2 were obtained.

【table】

[Table] Test Example 3 A 1/5000-sized pot was filled with soil, flooded with water, and seeds of firefly were sown and grown in a greenhouse. When the firefly sprouted, the water depth was approximately 3 cm, and when the firefly reached the three-leaf stage, granules of the test chemical adjusted to a predetermined concentration were sprayed in the same manner as in Test Example 1 above. Three weeks after the chemical spraying, the remaining fireflies were extracted and the remaining rate was determined in the same manner as in Test Example 1, and the results shown in Table 3 were obtained.

[Table] Next, formulation examples of the herbicidal composition of the present invention are described. Formulation example 1 (1) 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxypyrazole 7 parts by weight (2) N-(α,α-dimethylbenzyl)-α-bromo- tert-Butylacetamide 5 parts by weight (3) 2-Methylthio-4,6-bis(ethylamino)-s-triazine 1.2 parts by weight (4) Polyoxyethylene glycol decyl phenyl ether 2 parts by weight (5) Bentonite 56.8 parts by weight Part (6) Acetone Appropriate amount (7) Siegrite 22 parts by weight (8) Mixture of alkylaryl sulfonate and polyoxyethylene alkyl phosphate
6 parts by weight Each of the above components (1) to (6) and each component (7) and (8) were mixed separately, powdered, and acetone was removed. Thereafter, these were mixed, powdered, and granulated to obtain granules. Formulation example 2 (1) 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-pyrazolyl 4-toluenesulfonate 7 parts by weight (2) N-(α,α-dimethylbenzyl)-α-bromo -tert-butylacetamide 5 parts by weight (3) 2-methylthio-4-(1,2-dimethylpropylamino)-6-ethylamino-s-triazine 1.5 parts by weight (4) Polyoxyethylene glycol decyl phenyl ether 2 Parts by weight (5) Bentonite 56.5 parts by weight (6) Acetone appropriate amount (7) Siegrite 22 parts by weight (8) Mixture of alkylaryl sulfonate and polyoxyethylene alkyl phosphate
6 parts by weight Each of the above components (1) to (6) and each component (7) and (8) were mixed separately, powdered, and acetone was removed. Thereafter, these were mixed, powdered, and granulated to obtain granules. Formulation example 3 (A granules) 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxypyrazole 7
Part by weight, 25 parts by weight of Siegrite, 1 part by weight of polyoxyethylene glycol oleyl ether and 1 part by weight of white carbon are mixed and ground, and this is mixed with 3 parts by weight of sodium tripolyphosphate, 2 parts by weight of sodium ligninsulfonate, and dodecylbenzenesulfone. 2 parts by weight of acid soda and 59 parts by weight of bentonite were mixed and pulverized, and the mixture was further mixed, pulverized, and granulated to obtain A granules. (B granules) 7 parts by weight of N-(α-ethyl-α-methyl-p-chlorobenzyl)-o-chlorophenylacetamide, 1 part by weight of white carbon, 5 parts by weight of sodium ligninsulfonate, and 87 parts by weight of clay. The mixture was mixed, powdered, and granulated to obtain B granules. (Granes C) 63.5 parts by weight of bentonite, 30 parts by weight of Siegrite and 5 parts by weight of sodium ligninsulfonate were mixed and granulated. This was sprayed with 1.5 parts by weight of 2-methylthio-4,6-bis(ethylamino)-s-triazine diluted with an appropriate amount of acetone.
It was made into granules. Granules A, B, and C were mixed at a predetermined ratio to obtain granules. Formulation example 4 (1) 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxypyrazole 8 parts by weight (2) N-(α,α-dimethylbenzyl)-α-bromo- tert-Butylacetamide 4 parts by weight (3) 2-Methylthio-4,6-bis(ethylamino)-s-triazine 2 parts by weight (4) Siegrite 64 parts by weight (5) White carbon 15 parts by weight (6) Naphthalene Condensate of sodium sulfonate and formaldehyde 2 parts by weight (7) Polyoxyethylene alkylaryl ether sulfate 5 parts by weight The above components were mixed and ground to obtain a wettable powder.

Claims (1)

[Claims] 1. General formula At least one pyrazole derivative represented by [wherein R is a [formula] group (X ¹ is a methyl group, n is 0 or 1) or a 4-toluenesulfonyl group], and a general formula (In the formula, X is a hydrogen atom or a chlorine atom,
R ¹ is a methyl group or an ethyl group, Y is a hydrogen atom or a halogen atom, and Z is a tert-butyl group or an o-chlorophenyl group); A herbicidal composition comprising at least one triazine compound represented by the formula (wherein R ² is an ethyl group or a 1,2-dimethylpropyl group) as an active ingredient.