JPS6377803A - Herbicide composition - Google Patents

Abstract

PURPOSE:To obtain an improved herbicide composition by combining a specific carbamate derivative with N-(alpha,alpha-dimethylbenzyl)-2-bromo-3,3-dimethylbutylamide and 2-(2-naphthyloxy)propionanilide. CONSTITUTION:A herbicide composition comprising one or more carbamate derivatives [e.g. 0-4-t-butylphenyl N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate, etc.] shown by the formula (R1 and R2 are H, halogen, alkyl or CF3; X is O or S), N-(alpha,alpha-dimethylbenzyl)-2-bromo-3,3-dimethylbutylamide and 2-(2-naph thyloxy)propionanilide as active ingredients. The composition has excellent herbicidal effects, high safety to paddy-rice plant, wide margin of application time, sustains the effects in the long period and shows improved synergistic effects.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a herbicidal composition, in particular a herbicidal composition containing a specific carbamate derivative and N-(α,α-dimethylbenzyl)-2
-bromo-3,3-dimethylbutyramide and 2-(
The present invention relates to a herbicidal composition with excellent herbicidal effects, characterized by containing 2-naphthyloxy)propionanilide as an active ingredient.

C. Prior Art] Many herbicides for rice cultivation have already been developed, but there is still a strong demand in the market for improved performance, safety, and reduced chemical damage.

In addition, the characteristics of rice field weeds are that many of them do not occur at the same time and occur over a long period of time, and the growth status of the weeds at the time of herbicide application varies from pre-germination to somewhat advanced growth. There is always a mix of things. For this reason, it is not possible to obtain a satisfactory herbicide effect by spraying the herbicide only once, and the herbicide must be applied several times.

[Problem that the invention seeks to solve]

The present inventors have developed an excellent product that can almost completely control weeds from pre-germination to weeds that have grown to some extent by simply spraying a low dose of the chemical, maintains its effect for a long time, and is highly safe for paddy rice. As a result of intensive research to develop herbicides, we found that one or more specific carbamate derivatives,
N-(α,α-dimethylbenzyl)-2-bromo3.
It has been discovered that by applying a mixture of 3-dimethylbutyramide and 2-(2-naphthyloxy)propionanilide in an appropriate ratio, an extremely significant synergistic effect greater than expected can be obtained, and the present invention has been achieved. completed.

[Means for solving problems]

The herbicidal composition of the present invention comprises one or more specific carbamate derivatives, N-(α,α-dimethylbenzyl)-2-bromo-3,3-dimethylbutyramide and 2-(2- It is characterized by containing Naphthyloxy)propionanilide as an active ingredient, and has an excellent herbicidal effect and is highly safe for paddy rice.It has an excellent synergistic effect that cannot be expected from the herbicidal effects of each active ingredient alone. It is effective.

That is, the present invention provides a carbamate derivative represented by the general formula: (wherein RI and R2 represent a hydrogen atom, a halogen atom, a lower alkyl group, or a trifluoromethyl group, and X represents an oxygen atom or a sulfur atom) and N-(α,α-dimethylbenzyl)-2-bromo-3,3-dimethylbutyramide and 2-(2-naphthyloxy)propionanilide as active ingredients. The present invention provides a herbicide composition characterized by:

C action] When the specific carbamate derivative represented by the above-mentioned formula is used alone as a herbicide for paddy fields, it kills weeds such as field weed, cypress, and cypress in the pre-emergence stage.

It is highly effective against fireflies, etc., and is also effective against fireflies, etc. A major feature of this drug is that it has a herbicidal effect on wild grasses, even those that have grown to a certain extent after germination, and that there is no practical harm to transplanted paddy rice. be. However, the herbicidal effect is not sufficient against some perennial weeds, especially during the weed growing season.

On the other hand, when N-(α,α-dimethylbenzyl)-2-bromo-3,3-dimethylbutyramide is used alone as a herbicide for rice fields, treatment from before to immediately after the emergence of weeds can eliminate firefly and cypress. It is highly effective against Japanese grasshoppers and Japanese pine flies, and is also effective against wild grasses, Japanese grasshoppers, Japanese grasshoppers, water cypresses, etc. Moreover, it is highly safe for paddy rice, and is highly useful as a herbicide for paddy fields. However, once weeds have grown to a certain extent, the herbicidal effect becomes weaker.

In particular, the weeding effect is insufficient against wild grass during the growing season.

Furthermore, 2-(2-naphthyloxy)propionanilide has already been put to practical use as a herbicide for paddy fields and is generally widely used, and is highly useful. When this 2-(2-naphthyloxy)propionanilide is used alone as a herbicide for paddy fields, it is effective against paddy fields such as Prunus elegans, Prunus elegans, Azena, Prunus japonicus, etc., and has little phytotoxicity to transplanted paddy rice. However, the herbicidal effect tends to be poor for firefly, cypress, etc., especially when treated during the growing season. In addition, the weeding effect is insufficient for grass weeds such as field weeds even in pre-emergence treatment, and furthermore, no weeding effect can be expected against grass weeds during the growing season.

A specific carbamate derivative represented by the above general formula, and N
-(α,α-dimethylbenzyl)-2-bromo-3,3
- The herbicide composition of the present invention containing dimethylbutyramide and 2-(2-naphthyloxy)propionanilide not only compensates for the shortcomings of each herb, but also exhibits an extremely pronounced synergistic effect. was completely unexpected.

There is no particular restriction on the blending ratio of each active ingredient in the herbicidal composition of the present invention, and an excellent synergistic effect can be obtained in a wide range of blending ratios, but it is preferable to add 1 part by weight of the specific carbamate derivative represented by the above general formula. 0.1 to 10 parts by weight of N-(α,α-dimethylbenzyl)-2-bromo 3,3-dimethylbutyramide and 0.1 to 10 parts by weight of 2-(2-naphthyloxy)propionanilide. The degree is appropriate.

When the herbicidal composition of the present invention is actually used, one or more specific carbamate derivatives represented by the above general formula and N-(α,α-dimethylbenzyl)-2
-bromo-3,3-dimethylbutyramide and 2-(
A suitable amount of each of 2-naphthyloxy)propionanilides is mixed with an inert carrier to form granules, which are a common form of pesticide use.

It can be used in various forms such as fine granules, wettable powders, emulsions, powders, and flowable preparations.

As solid carriers, calcium carbonate, apatite.

Gypsum, silica gel, vermiculite, mica.

Diatomaceous earth, talc, pyroferrite, acid clay, clay, kaolinite, montmorolinite.

Examples include mineral powders such as bentonite, white carbon, and pumice powder, vegetable powders such as crystalline cellulose and starch, and polymeric compounds such as polyvinyl chloride and petroleum resins.

As a liquid carrier, methanol 8 ethanol.

Alcohols such as cyclohexanol, amyl alcohol and ethylene glycol; aromatic hydrocarbons such as benzene, toluene, xylene and methylnaphthalene; ketones such as isophorone and cyclohexanone; chlorobenzene;
Examples include halogenated hydrocarbons such as trichloroethylene, ethers such as ethyl cellosolve, butyl cellosolve, and dioxane, esters such as isopropyl acetate and benzyl acetate, polar solvents such as dimethylformamide and dimethyl sulfoxide, kerosene, mineral oil, and water. Can be done.

In addition, surfactants and spreading agents may be added if necessary for the formulation.

The reliability of the herbicidal effect can be increased by adding adjuvants used in agricultural chemicals such as binders or stabilizers.

In addition, the herbicide composition of the present invention may optionally contain an insecticide,
It may contain or be used in combination with fungicides, plant growth regulators, fertilizers, or other herbicides.

The amount of each active ingredient to be added when preparing the herbicide composition of the present invention is determined based on the usual situation, the time of use, and the method of use.

Although it varies depending on the target grass species, etc., the amount of the specific carbamate derivative represented by the above general formula is generally 1 to 50 g, preferably 2 to 30 g, in terms of the amount of active ingredient per are, and N-(α, α-dimethylbenzyl)-2-bromo-3
, 3-dimethylbutyramide is generally 1 to 50 g,
The amount is preferably 2 to 30 g, and the amount of 2-(2-naphthyloxy)propionanilide is generally 1 to 50 g, preferably 2 to 40 g.

In addition, the total amount of active ingredients is 5 to 1 per are in terms of -i.
00g, preferably in the range of 10 to 60g.

The content of the total active ingredients in the formulation is generally in the range of 1 to 90%, preferably 3 to 80% by weight.

Specific examples of the carbamate derivative represented by the above general formula, which is one of the active ingredients related to the present invention, are shown below.The specific carbamate derivative related to the present invention is not limited to the compounds in this specific example. Needless to say,
References to this compound are cited below.

Compound patient Compound anastomosis 1. 0-4-tert-butylphenyl N-(6
-Medoxy 2-pyridyl)-N-methylthiocarbamate 2, 0-3-tert-butylphenyl N-(6
-Medoxy 2-pyridyl)-N-methylthiocarbamate 3, 0-4-trifluoromethylphenyl N-(
6-medoxy2-pyridyl)-N-methylthiocarbamate 4, 0-4-bromo-3-methylphenyl N-(6
-Medoxy 2-pyridyl)-N-methylthiocarbamate 5, 3-tert-butyl-4-chlorophenyl N-(6-medoxy 2-pyridyl)-N-methylcarbamate 6, 0-4-chloro-3-ethylphenyl N -(6
-Medoxy 2-pyridyl)-N-methylthiocarbamate [Example] Next, an example of the formulation of the herbicidal composition of the present invention will be described.
The present invention is not limited to these. In the examples, "part U" indicates parts by weight.

Example 1 4.10 parts of the compound, 10 parts of N-(α,α-dimethylbenzyl)-2-bromo-3,3-dimethylbutyramide and 15 parts of 2-(2-naphthyloxy)propionanilide were added to diatomaceous 61 parts of soil, 2 parts of Neoperex [product name: Kao Atlas ■] and Tsurupol 800A (
Product name: Toho Chemical Industry side type] Mix and crush with 2 parts,
A hydrating agent was obtained.

Example 2 Compound 1.5 parts, N-(α,α-dimethylbenzyl)
5 parts of -2-bromo-3,3-dimethylbutyramide and 7 parts of 2-(2-naphthyloxy)propionanilide were added to Trupol 800A.

The milk was mixed and dissolved with 10 parts of xylene and 73 parts of xylene to obtain milkweed.

Example 3 1.4 parts of the compound, N-(α,α-dimethylbenzyl)
5 parts of -2-bromo-3,3-dimethylbutyramide and 7 parts of 2-(2-naphthyloxy)bubrobionanilide
After mixing and pulverizing 35 parts of bentonite, 46 parts of talc, and 3 parts of Tsurupol 800A, an appropriate amount of water is added and kneaded, extruded through a sieve hole with a diameter of 0.7 fl, and after drying, it is made into a length of 1 to 2 fl. Granules were obtained by cutting.

Next, the excellent herbicidal effect of the herbicide composition of the present invention will be explained using Examples and Comparative Examples.

Example 4 and Comparative Examples A plastic container with a diameter of 210 mm was filled with paddy soil that had been made into a paddy field by adding water, seeds of various weeds were sown on the surface layer of the soil, and the germinated tubers of Cyperus japonica and Urikawa were transplanted. 1 paddy rice seedling (variety: Nipponbare) at the two-leaf stage
Two plants were planted at a depth of cII and closed. After that, it was flooded with water for 20 minutes and left in a greenhouse. 3 days after transplanting paddy rice (before germination of wildflowers)
Then, 10 days after transplanting paddy rice (two-leaf stage of wild grass), a predetermined amount of granules of the herbicide composition of the present invention prepared according to the method shown in Example 3 above was sprayed by hand. The plants were then placed in a greenhouse and watered at appropriate times. Three weeks after the chemical treatment, the herbicidal effect and damage to paddy rice were investigated. Table 1 shows the results of the treatment 3 days after rice transplantation, and Table 2 shows the results of the treatment 10 days after rice transplantation.

In addition, in Tables 1 and 2, "active ingredient A" refers to a specific carbamate derivative represented by the above general formula, and "active ingredient B" refers to N-(α,α-dimethylbenzyl). -2-bromo-3,3-dimethylbutyl 7mide, and "active ingredient C" is 2-(2-naphthyloxy)
Shows propionanilide. Moreover, "drug amount" in each table indicates the value obtained by converting the amount of active ingredient into the amount per 1 are of paddy field.

Evaluation of herbicidal effect and phytotoxicity was made according to the following criteria.

Weeding effect judgment criteria Chemical damage judgment criteria io: 1oo
% control -: No harm 9: 90% control
Master: Minor harm 8: 80% control +: Minor harm 7
: 70% control +: Medium Harm 62 60% control Boat; Major Harm 5: 50% control ×:
Blight 4: 40% control 3: 30% control 2; 20% control 1: 10% control 0: 0% control As a comparative example, each active ingredient compound was used alone or in a mixture and treated in the same manner as in the above example. Evaluations of herbicidal effects and phytotoxicity in the case and untreated plots were also conducted according to the above criteria and are shown in the table below.

〔Effect of the invention〕

As is clear from Tables 1 and 2, the herbicidal power of the herbicidal composition of the present invention is significantly enhanced compared to when each active ingredient is applied alone. This is due to the synergistic effect between each active ingredient, and it is recognized that there is a significant synergistic effect.

In other words, the greatest feature of the herbicide composition of the present invention is that a high herbicidal effect on many weeds can be obtained by combining low dosages that could not be expected from the herbicidal effect of each active ingredient alone. I can list things that I can do.

In addition, the herbicide composition of the present invention exhibits remarkable herbicidal activity not only against weeds at the early stage of growth, but also against weeds at a certain stage of advanced growth. One of its excellent features is that it has a wide range of suitable treatment periods throughout the growing season.

Furthermore, there are many types of weeds that can be controlled, and a remarkable herbicidal effect has been observed on annual weeds such as Nobie (5). Moreover, it does not cause any chemical damage to transplanted paddy rice, making it highly useful as a highly safe and highly selective herbicide. Furthermore, each active ingredient has a long residual effect, so it exhibits high herbicidal activity over a long period of time and can control many weeds.
It greatly contributes to the reduction of spraying labor, that is, the labor saving of agricultural work.

As described above, the herbicidal composition of the present invention has many excellent features and is highly practical.

Claims (1)

[Claims] General formula: ▲Mathematical formula, chemical formula, table, etc.▼ (In the formula, R_1 and R_2 represent a hydrogen atom, a halogen atom, a lower alkyl group, or a trifluoromethyl group,
X represents an oxygen atom or a sulfur atom. ) and one or more carbamate derivatives represented by N-(α,α
-Dimethylbenzyl)-2-bromo-3,3-dimethylbutyramide and 2-(2-naphthyloxy)propionanilide as active ingredients.