JPH01143805A - Herbicidal composition - Google Patents

Abstract

PURPOSE:To obtain the title composition, containing a phenylaminopyridazine derivative and a compound selected from N-[2'-3'-methoxy)-thienylmethyl]-N- chloroaceto-2,6-dimethyl-anilide, etc., and capable of exhibiting a wide weeding spectrum in a small amount of chemical. CONSTITUTION:A herbicidal composition obtained by containing a compound expressed by the formula (R is H, halogen, lower alkyl, lower haloalkyl, lower alkoxy, phenyl, etc.; n is 1-5; R<1> is lower alkyl, lower alkenyl, lower haloalkenyl, etc.; R<2> is H or halogen) and a compound selected from N-(6- methoxy-2-pyridyl)-N-methyl-thicarbamate, N-[(2-cis-butenyloxy)methyl]-N- chloroaceto-2,6-diethylanili-de, N-[3-(1-ethyl-1-methylpropyl)-5-isoxazolyl]-2,6- dimethoxybe-nzamide, etc.

Description

Detailed Description of the Invention [Industrial Application Field] General formula (1) (wherein R is a hydrogen atom, a halogen atom, a lower alkyl group, a lower haloalkyl group, a lower alkoxy group, a phenyl group, a phenoxy group, or a substituted Represents a phenoxy group, n is 1
5, R1 represents a lower alkyl group, lower alkenyl group, lower haloalkenyl group or lower haloalkynyl group, R2 represents a hydrogen atom or a halogen atom)
(2'-(3°-methoxy)-thienylmethyl]-N-
Chloroaceto-2,6-dimethylanilide, 0- (3
-tert-butylphenyl) N-(6-medoxy-2-pyridyl)-N-methyl-thiocarbamate, N
-((2-cis-butenyloxy)methyl)-N-chloroaceto-2,6-dinitylanilide and N-(3-
A herbicide characterized by containing one or more selected from (1-ethyl-1-methylpropyl)-5-isoxacylyl)-2,6-simethoxybenzamide as an active ingredient. The present invention relates to a composition.

By blending the phenylaminopyridazine derivative represented by the general formula (1) with one or more of the above components, the mixed herbicide composition according to the present invention has a significant synergistic effect that cannot be expected when each is applied alone. It is effective and can kill many types of problem weeds at low application rates.

[Conventional technology]

Conventionally, single and mixed herbicides have been widely used as paddy field herbicides to control annual weeds such as rice field weeds, Japanese grasshopper, and bulrush, as well as perennial weeds such as water holly and black grub. There are many herbicides that are effective for controlling annual weeds, but there are few herbicides that are effective for controlling perennial weeds, and because there are many types of weeds, systematic treatments are used in which different types of herbicides are sprayed several times. In reality, there were labor issues such as spraying a large amount of chemicals or spraying several times. In addition, there is no effective herbicide, and perennial weeds are increasing, and there is a strong need for their control.

[Problem to be solved by the invention]

An object of the present invention is to provide a herbicide composition that can control difficult-to-control perennial weeds in paddy fields with one spraying and is harmless to paddy rice.

[Means and effects for solving the problem] - As a result of a diligent search for a herbicide that can completely control all weeds by multiple spraying and is safe for paddy rice, a phenylaminopyridazine compound and a certain By blending one or more types of N-chloroacetanilide, thiocarbamate, and benzamide compounds as active ingredients, an excellent herbicide that improves these problems can be obtained, and the above problems can be solved. They discovered what could be done and completed the present invention.

That is, the present invention relates to the general formula (1) (wherein R represents a hydrogen atom, a halogen atom, a lower alkyl group, a lower haloalkyl group, a lower alkoxy group, a phenyl group, a phenoxy group, or a substituted phenoxy group, and n is 1
a phenylaminopyridazine derivative represented by N-
[2°-(3°-methoxy)-thienylmethyl]-N-
Chloroaceto-2,6-dimethylanilide, 0- (3
-tert-butylphenyl) N-(6-medoxy-2-pyridyl)-N-methyl-thiocarbamate, N
-((2-cis-butenyloxy)methyl-2-chloroaceto-2,6-dinithylanilide and N-(3-
(1-Ethyl-1-methylpropyl)-5-isoxacyl)-2,6=dimethoxybenzamide, or a herbicide composition characterized by containing one or more selected from the group consisting of dimethoxybenzamide as an active ingredient. It is particularly useful as a herbicide for paddy fields.

The phenylaminopyridazine derivative represented by the general formula (1) used as an active ingredient in the herbicide composition according to the present invention is disclosed in JP-A-60-185768 and JP-A-60-60.
- A compound described in Publication No. 185769,
Examples include the following compounds.

3-Chloro-4-methyl-6-(N-methyl-N-phenylamino)pyridazine (Compound A).

3-chloro-4-methyl-6-[N-methyl-N-(2
-methylphenyl)amino]pyridazine (Compound B).

3-chloro-4-methyl-6-(N-(2-chloro-2
-7”lopenyl)-N-phenylaminocopyridazine (
Compound C).

3-chloro-4-methyl-6-[N-propenyl-N-
(2-Fluorophenyl)aminocopyridazine (Compound D).

3-chloro-4-methyl-6-[N-ethyl-N-(2
-methylphenyl)aminocopyridazine (Compound E).

3-Chloro-4-methyl-6-(2,6-cyfluorophenylamino)pyridazine (Compound F).

3-chloro-4-methyl-6-(N-(2-chloro-2
-7"lopenyl)-N-(2-fluorophenyl)aminocopyridazine (Compound G).

The phenylaminopyridazine derivative represented by the above general formula (1) is described in the earlier published publication as
Although it has been reported that it is effective against Japanese cypress and barnyard grass, there is no mention of its effect on Japanese black grub, which is a difficult-to-control weed in rice fields. It was found that it is highly effective.

On the other hand, N-[2°-(3”-methoxy]-°thienylmethyl)-N-chloroaceto-2,6-dimethylanilide (compound 1), O-(3-tert-butylphenyl)
N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate (compound 2), N-((2-cis-butenyloxy)methyl-N-chloroaceto-2,6-
dinitylanilide (compound 3) and N-(3-(1-
Ethyl-1-methylpropyl)-5-isoxacyl)-2,6=dimethoxybenzamide (compound 4) can control barnyard grass and annual broad-leaved weeds, but cannot control perennial weeds.

As mentioned above, all herbicides can only control some of the many types of weeds that occur in rice fields, and they have a wide herbicidal spectrum that allows complete weed control with a single compound. There are disadvantages such as there is no chemical agent and the effect becomes weaker as the weeds grow.

The herbicide composition according to the present invention can improve the drawbacks of the above-mentioned herbicides, and when mixed, the efficacy lasts longer than that of each individual agent, and it can also kill various types of weeds with advanced growth. Since it can kill the plant, it brings about a synergistic effect that cannot be expected from the application of a single agent.

The herbicidal composition according to the present invention may be applied as a raw material itself, or may be mixed with a carrier and other auxiliaries as necessary to form a formulation commonly used as a herbicide, such as a powder,
It is used after being adjusted into coarse powders, fine granules, granules, wettable powders, emulsions, aqueous solutions, aqueous solutions, oil suspensions, flowables, etc.

Suitable solid carriers for use in preparing the herbicide composition according to the present invention include clays represented by the kaolinite group, montmorillonite group, or attapulgite group, talc, mica, phyllite, pumice, vermiculite, etc. , gypsum, calcium carbonate, dolomite, diatomaceous earth, magnesium, lime, phosphorous lime, zeolite, silicic anhydride,
Inorganic substances such as synthetic calcium silicate; vegetable organic substances such as soybean flour, tobacco powder, walnut flour, wheat flour, wood flour, soybean flour, starch, and crystalline cellulose; coumaron resin, petroleum resin, alkyd resin, polyvinyl chloride, polyester Synthetic or natural polymer compounds such as alkylene glycol, ketone resin, ester gum, copal gum, and damar gum; waxes such as carnauba wax and beeswax; and urea.

Suitable liquid carriers include paraffinic or naphthenic hydrocarbons such as kerosene, mineral oil, spindle oil, white oil, aromatic hydrocarbons such as benzene, toluene, xylene, ethylbenzene, cumene, methylnaphthalene, and carbon tetrachloride. , chlorinated hydrocarbons such as chloroform, trichloroethylene, monochlorobenzene, and 0-chlorotoluene, ethers such as dioxane and tetrahydrofuran, ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexane, acetophenone, and isophorone, ethyl acetate, and acetic acid. Esters such as amyl, ethylene glycol acetate, diethylene glycol acetate, diptyl maleate, diethyl succinate, alcohols such as methanol, n-hexanol, ethylene glycol, diethylene glycol, cyclohexanol, benzyl alcohol, ethylene glycol ethyl ether, ethylene glycol phenyl Ether alcohols such as ether, diethylene glycol ethyl ether, diethylene glycol butyl ether,
Examples include aprotic polar solvents such as dimethylformamide and dimethyl sulfoxide, water, and the like.

Surfactants used for purposes such as emulsification, dispersion, wetting, spreading, binding, disintegration control, active ingredient stabilization, fluidity improvement, and rust prevention are nonionic, anionic, cationic, and Although any zwitterionic one can be used, nonionic and/or anionic ones are usually used.

Suitable nonionic surfactants include those obtained by polymerizing and adding ethylene oxide to higher alcohols such as lauryl alcohol, stearyl alcohol and oleyl alcohol, those obtained by polymerizing and adding ethylene oxide to alkylphenols such as isooctylphenol and nonylphenol, and butyl. Products obtained by polymerizing and adding ethylene oxide to alkyl naphthols such as naphthol and octylnaphthol; products obtained by polymerizing and adding ethylene oxide to higher fatty acids such as palmitic acid, stearic acid, and oleic acid; and mono- or dialkyl phosphates such as stearyl phosphate and dilauryl phosphate. Products obtained by polymerizing and adding ethylene oxide to phosphoric acid, products obtained by polymerizing and adding ethylene oxide to amines such as dodecylamine and stearic acid amide, and products obtained by polymerizing and adding ethylene oxide to higher fatty acid esters of polyhydric alcohols such as sorbitan. , and those obtained by polymerizing and adding ethylene oxide and propylene oxide.

Suitable anionic surfactants include, for example, sodium laurate, alkyl sulfate salts such as oleyl alcohol sulfate amine salt, alkyl sulfonate salts such as sodium sulfosuccinate dioctyl ester, and sodium 2-ethylhexyl sulfonate; Examples include arylsulfonic acids such as sodium isopropylnaphthalenesulfonate, sodium methylenebisnaphthalenesulfonate, sodium ligninsulfonate, and sodium dodecylbenzenesulfonate.

Furthermore, the herbicide composition according to the present invention contains casein, gelatin,
High molecular compounds such as albumin, glue, sodium alginate, carboxymethylcellulose, methylcellulose 2, hydroxyethylcellulose, polyvinyl alcohol, and other adjuvants can also be used in combination.

The above-mentioned carriers and various auxiliary agents are used individually or in combination as appropriate depending on the purpose, taking into account the dosage form of the preparation, the application situation, etc.

A powder formulation usually contains, for example, 1 to 25 parts by weight of the active ingredient compound, the remainder being a solid carrier, and optionally containing adjuvants. A wettable powder usually contains, for example, 25 to 90 parts by weight of the active ingredient compound, with the remainder being a solid carrier and auxiliary agents such as a surfactant, a protective colloid agent, a thixotropic agent, and an antifoaming agent.

Granules typically contain, for example, 1 to 35 parts by weight of the active ingredient compound, the remainder being a solid carrier, and optionally containing adjuvants. The active ingredient compound and the adjuvant are uniformly mixed with the solid carrier, or are uniformly fixed or adsorbed on the surface of the solid carrier, and the particle size is 0.2-
It is about 21I11. Emulsions usually contain, for example, 5 to 30 parts by weight of the active ingredient compound, and about 5 to 20 parts by weight of adjuvants such as surfactants.
The remainder is a liquid carrier, and a rust preventive agent is added as needed. Flowable agents usually contain, for example, 20 to 50 parts by weight of the active ingredient compound, about 2 to 10 parts by weight of adjuvants, and the remainder is water.

〔Example〕

Next, the herbicide composition and its weed control effect according to the present invention will be specifically explained with reference to Examples.

First, formulation examples of the herbicidal composition according to the present invention will be given.
The present invention is not limited to these.

In addition, all the mixing ratios in the examples are parts by weight.

Formulation Example 1 After mixing 1 part of granule compound B, 1 part of compound 1, 893 parts of bentonite, 2 parts of alkylnaphthalene sulfonic acid condensate and 1 part of dioctyl sulfosuccinate, an appropriate amount of water was added and kneaded, It is granulated using a granulator in the usual manner to obtain a granule.

Formulation Example 2 Granule Compound A: 24 parts, Compound 2: 3.5 parts, bentonite: 55 parts, clay: 35 parts, sodium alkylbenzenesulfonate: 2 parts, and polyvinyl alcohol: 0.
After pulverizing and mixing 5 parts uniformly, an appropriate amount of water is added and kneaded, and the mixture is granulated using a granulator in a conventional manner to obtain granules.

Formulation Example 3 Granule Compound C: 2 parts, Compound 3: 1.5 parts, Bentonite:
After mixing 55 parts of talc, 5 parts of 3B, 2 parts of sodium ligninsulfonate, and 1 part of sodium dodecylbenzenesulfonate, an appropriate amount of water was added and kneaded.
It is granulated using a granulator in the usual manner to obtain a granule.

Formulation Example 4 Flowable agent Finely pulverized compound As2O part and finely pulverized compound t
The ss part is dispersed in water with 2.5 parts of polyethylene glycol nonylphenyl ether, 0.7 parts of calcium alkylbenzenesulfonate, and 0.2 parts of xanthan gum to prepare a flowable agent.

Next, test examples of the herbicide composition according to the present invention will be given.

Test Example 1 Paddy soil was placed in a 115,000 Earle Wagner pot to form a paddy field. Tubers of Japanese black bream were planted, and the granules were submerged in water during the growing season of black bream (plant height around 10C11). The pots were managed and grown in a greenhouse, and on the 40th day after the treatment, the remaining above-ground forms of black guinea were measured, and the ratio to the untreated plot was calculated. The results are shown in Table 1.

From the results shown in Table 1, it was clear that by mixing the agents in amounts that could not be controlled by each agent alone, a mutually beneficial effect that could not be expected with single agent application was observed.

Test Example 2 Paddy rice (variety: Nipponbare) at the 2.5-leaf stage was transplanted to a paddy field, and 7 days after transplantation, predetermined amounts of the mixed granules and each single agent were submerged in water. On the 40th day after the chemical treatment, the amount of grass was investigated. still,
The test was conducted in triplicate, with each test section having 10 hos. The test results are shown in Tables 2 to 4.

As is clear from the results in Tables 2 to 4, by mixing the drugs in dosages that could be controlled by each single agent, a mutually beneficial effect that could not be expected with single agent application was observed, and the herbicidal spectrum was also broadened.

〔Effect of the invention〕

As is clear from the above results, by mixing the herbicide composition of the present invention, a synergistic effect that cannot be expected from single agent application can be obtained, and the herbicide composition is preferable from the viewpoint of environmental pollution due to the low dosage. It can be said. In addition, it is a labor-saving herbicide that exhibits a wide herbicidal spectrum, requiring only one spraying, and is significantly superior to many conventionally used herbicides.

Claims (1)

[Claims] (1) General formula (I) ▲Mathematical formula, chemical formula, table, etc.▼(I) (In the formula, R is a hydrogen atom, a halogen atom, a lower alkyl group, a lower haloalkyl group, a lower alkoxy group, a phenyl group, a phenoxy group or a substituted phenoxy group, n is 1
5, R_1 represents a lower alkyl group, lower alkenyl group, lower haloalkenyl group, or lower haloalkynyl group, R_2 represents a hydrogen atom or a halogen atom); and a phenylaminopyridazine derivative represented by N-
[2'-(3'-methoxy)-thienylmethyl]-N-
Chloroaceto-2,6-dimethylanilide, O-(3-
tert-butylphenyl)N-(6-methoxy-2-
pyridyl)-N-methyl-thiocarbamate, N-[(
2-cis-butenyloxy)methyl]-N-chloroaceto-2,6-diethylanilide and N-[3-(1-
A herbicidal composition containing as an active ingredient one or more selected from ethyl-1-methylpropyl-5-isoxazolyl-2,6-dimethoxybenzamide.