JPS5995205A - Herbicide for paddy field - Google Patents

Abstract

PURPOSE:To prepare a herbicide for paddy field, having excellent synergistic effect against cockspur-grass, flatstage, etc., by combining an alpha,alpha-dimethylphenylacetic acid anilide derivative with 2-methylthio-4,6-bis(ethylamine)-s-triazine. CONSTITUTION:A herbicide for paddy field can be prepared by combining (A) 2-methylthio-4,6-bis(ethylamino)-s-triazine with (B) an alpha,alpha-dimethylphenylacetic acid anilide derivative of formula (X is halogen, alkyl, alkoxy or alkenyloxy; n is 0-3) (e.g. N-phenyl-alpha,alpha-dimethylphenylacetamide)(preferably 0.1-5pts.wt. of the component A per 1pt.wt. of the component B). EFFECT:Even perennial weeds can be controlled, and the range of applicable period can be extended.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a herbicide for rice fields with improved action.

The present inventors have synthesized standard α,α-dimethylphenylacetic acid anilide derivatives, and these compounds have been shown to be effective against warm-blooded animals (acute oral toxicity of 300μ/kg or more) and aquatic animals (acute TL).
m 24 H5ppm or more),
It has been found that it has excellent loading selectivity for cultivated plants, and exhibits particularly excellent herbicidal and growth-inhibiting effects on wildflowers and Japanese cypress (see Japanese Patent Application No. 56-2.9319). However, this compound has the disadvantage that the appropriate treatment period is narrow, and it can only be sufficiently effective against weeds from before to just after emergence, and its effectiveness against broad-leaved weeds is unsatisfactory. So I continued searching in the center and found α.

It has been found that an excellent herbicide can be obtained by using an α-dimethylphenylacetic acid anilide derivative and 2-methylthio-4,6-bis(ethylamino)-s-triazine in combination.

The present invention is based on this knowledge, and 2-methylthio-4,
6-bis(ethylamino 1-s-triazine (hereinafter referred to as compound A)) and the general formula (wherein X is a halogen atom, lower alkyl group, lower alkoxy group, or alkenyloxy group, n represents an integer from 0 to O .If n is 2 or more, the individual Xs may be the same or different.).

This herbicide for rice fields is characterized by containing an α-dimethylphenylacetic acid anilide derivative as an active ingredient.

Compound A is a triazine compound that is highly harmful to photosynthesis. However, it is not sufficiently effective against weeds of the Cyperaceae family and the Cyperaceae family, and there is a high risk of phytotoxicity if the amount of treatment drug is increased, so it should not be used as a single agent! ll1l is strange.

When the flooding method [1], which has different properties as described above, is used in combination with Compound A, it can be used against field weeds, Japanese cypress, and other annual broad-leaved bellweeds that grow in rice fields, as well as perennial weeds that are difficult to control, such as Japanese cypress, Japanese cypress, and Japanese cypress. It shows an excellent synergistic effect, and as a result, the suitable treatment period is expanded, and the number of drug treatments is changed from conventional system treatment to water'H (+1 before transplantation* e 2' 0 days 9, within 9 days). It exhibits excellent efficacy and can control numerous weeds with just one treatment.

Examples of the α,α-dimethylphenylacetic acid anilide derivative of formula m used in the herbicide of the present invention include the following compounds. Note that the numbers in parentheses indicate compound numbers.

(1) N-phenyl-α,α-dimethylphenylacetamide (2) N-(3-chlorophenyl)-α,α-dimethylphenylacetamide (3) N-(3-bromphenyl)-α,α-dimethylphenyl Acetamide (4) N-+3-methylphenyl)-α,α-methylenylacetamide (5) N13,4-dimethylphenyl)-α,α-dimethylphenylacetamide (6) N-(2,3,4 −)limethylphenyl)
-α, α-7 Meterphenylacetamide (7) N-+
3-ethylphenyl)-α,α-dimethylphenylacetamide (8) N-(4-ethylphenyl)-α,α-methylphenylacetamide (9) N-12-methoxy-5-ethylphenyl)-α
, α-dimethylphenylacetamide QQN-(2-methoxy-5-methylphenyl)-α,α-dimethylphenylacetamide (IIIN-(2-methoxy-5-n
-Propylphenyl 1-α,α-dimethylphenylacetamide (12) N-ts-allyloquinphenyl)-α,α
-7 methylphenylacetamide a3+ +\-(6-n-propylphenyl)-α,
α-dimethylphenylacetamide l14) N-(4-n-propylphenyl)-α, α-
Dimethylphenylacetamide (151N-15-1 soprobylphenyl)-α, α-
Dimethylphenylacetamide QG) N-43-n-butylphenyl)-α, α-dimethylphenylacetamide i, 17′N-43-5ec-butylphenyl)-α
, α-dimethylphenylacetamide (18) N-12,4-dimethoxyphenyl)-α.

α-Dimethylphenylacetamide (I) N-(2-n-propoxy-5-ethylphenyl)-α, α-dimethylphenylacetamide (E) N-(2-ethoxy'/-5-propylphenyl)-α, α-dimethylphenylacetamide Although the herbicide of the present invention may be used as a mixture of the chemicals as it is, it is usually prepared as a powder, granule, water-based 3L agent, etc. by using an adjuvant and using a method commonly used in the agricultural chemical manufacturing field. It is preferable to formulate it into an emulsion, and especially a granule.

Agrochemical auxiliaries include diluents such as solvents, fillers, carriers, surfactants, emulsifiers, dispersants, wetting agents, stabilizers, and the like. Bath additives include water, benzene, toluene, xylene, alcohols such as alcohol, ethyl alcohol, and fluoroethylene glycol, ketones such as acetone, cyclohexane, and isophorone, and esters such as ethyl acetate and acetate amide. etc., amides such as dimethylformamide, dimethylacetamide, etc., or mixtures thereof.

Extending agents or carriers include bentonite, talc,
Sauce 1: diatomaceous earth, calcium carbonate, etc., or a mixture thereof.

Examples of YN active agents include anionic surfactants such as sodium lauryl sulfate and alkylaryl sulfonates; examples of cationic surfactants include nonionic surfactants such as haalkyldimethylbenzylammonium chloride and laurylamine; Examples include polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monolaurate, and amphoteric surfactants.

Examples of the fixing agent and stabilizer include sodium alginate and polyvinyl alcohol.

The herbicide of the present invention uses Compound A in a ratio of 0.1 to 5 parts by weight per 1 part by weight of the compound of formula [1]. The content of these active ingredients can be changed depending on the form of the preparation, application method, timing, location, weed growth situation, etc.

The herbicide of the present invention can also be used in combination with other agricultural chemicals such as insecticides, acaricides, fungicides, herbicides, or fertilizers.

It is preferable to use the herbicide of the present invention in a commonly used soil application method, such as waterlogged soil treatment.

The amount used is usually 10 to 50 as the active ingredient per 10 ares.
0. P, preferably 60-300! ? It is.

Next, examples of the present invention will be shown, but the active ingredient compounds, additives, and mixing ratios are not limited to these and can be varied within a wide range. Note that 1 part is 1 part by weight.

Example 1 6 parts of compound (1), 1 part of compound A, and 96 parts of clay were mixed and pulverized to obtain a powder.

Example 2 Compounds (1 part of Compound A, 61 parts of bentonite, clay sog, 2 parts of dodecyl bene-7-sulfonic acid Zida, and 6 parts of lignin sulfonate soda were mixed and pulverized, and then an appropriate amount of water was added. The mixture is kneaded, granulated using a granulator, and passed through a sieve, dryer, and sieve to form granules.

Example 6 20 parts of Compound (I3), 5 parts of Compound A, 70 parts of diatomaceous earth, 12 parts of sodium alkylbenzene sulfonate, and 6 parts of sodium geninsulfonate were mixed and pulverized to obtain an irrigation agent.

Example 4 Compound (14) 15 parts, Compound A, 3 parts, xylene 69
8L4'J oxyalkylene alkyl allyl ether ether sulfate to form an emulsion.

Test Example 1 1 / 5 0 0 0 A pot (2 compartment system) was filled with sandy loam soil, and after fertilization, flooding, and plowing, germinated seeds of wild wildflowers were placed in a closed bag of about 1 liter at a rate of 0 seeds per pot. Sowed. On the day after sowing and at the second leaf stage of wildflowers, a predetermined amount of the irrigation agent of the valley test chemical prepared according to Example B was applied to the flooded soil in a state of deep water. On the 20th day after treatment, the remaining weeds were pulled out, their air-dried weight was measured, and the weed percentage (%) was compared to the untreated area.
) was sought. The results are shown in Table 1.

Test Example 2 One section of 2 m x 3 m (6 m21 section was fertilized in a paddy field.
After flooding and puddling, transplant paddy rice seedlings (2, s next season),
On the 15th day after transplantation (two-leaf stage of C. novia), each granule prepared according to Example 2 was added at 57 cg/10 in a water depth of 4 to 5 pores.
A-equivalent fireflies were treated with flooded soil.

The test was conducted in two plots, and on the 45th day after transplanting paddy rice, the first plot was
m [Remaining weeds were pulled out and air-dried weight was measured to calculate the percentage of remaining weeds (%) relative to the untreated area. An observational survey was also conducted regarding chemical damage to paddy rice.

The results are shown in Table 2.

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Claims (2)

[Claims] (1) 2-methylthio-4,6-bis(ethylamino l-8-) riazine and the general formula (wherein X is a halogen atom, a lower alkyl group, a lower alkoxy group is an alkenyloxy group, n1l-1:O A rice field characterized by containing an α,α-dimethylphenylacetic acid anilide derivative represented by the following formula (an integer of ~3; when n is 2 or more, 5 each individual X may be the same or different) as an active ingredient. Herbicide for use. (2) α,α-Dinotylphenyl acetate anilide visiting conductor N-(5-ethylphenyl)-α,α-dimethylphenylacetamide, N-(3-n-so0pylphenyl)-α,α-dimethyl Phenylacetamide or N-
The herbicide for rice fields according to claim 1, which is (4-n-propylphenyl)-α,α-dimethylphenylacetamide.