JPS60214705A - Herbicidal composition - Google Patents

Abstract

PURPOSE:A blended herbicide for paddy field obtained by blending a specific pyrazole derivative with another compound exerting more improved synergistic effect on weeds with a small amount of it used than each compound alone, having safety to paddy rice plants and men and beasts, capable of controlling completely by one application. CONSTITUTION:Two components of a well-known pyrazole derivative shown by the formula (X is 4-toluenesulfonyl) exerting no phytotoxicity to paddy rice plants in paddy fields, having effects on broad-leaved weeds and perennial weeds such as water nutgrass, etc. and 2-chloro-2',6'-diethyl-N-(butoxymethyl) acetanilide well-known as a herbicide for paddy fields, having high effects on Echinochloa crus-galli Beauv. var. praticola Ohwi., broad-leaved weeds, and perennial weeds by treatment at early growth period, having no phytotoxicity to paddy rice plants are blended. In the blending ratio of the herbicide, 1pt.wt. of the latter is blended with 1-10pts.wt. of the former, and the herbicide is used in soil treatment before and after germination of weeds. EFFECT:Herbicidal width and proper application width can be enlarged.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides two
(butoxymethyl)acetanilide) and H5 [wherein, X represents a 4-toluenesulfonyl group]. A mixed paddy field weed killer characterized by combining pyrazole derivatives represented by ) with) to produce a synergistic effect that is unexpectedly unexpected when applied alone, and to be able to kill many types of problem weeds with a low application amount. This is related to drugs.

Currently, many herbicides have been put into practical use as herbicides for paddy fields, and are widely used as single agents or mixtures. However, there are many types of paddy weeds, and although there are many herbicides that are effective against annual weeds, there are few herbicides that are effective against perennial weeds. As a result, the number of perennial weeds has increased, and there is a strong need for their control.

Perennial weeds are generally harmful plants that grow vigorously and have a long emergence period. Therefore, herbicides are desired to have a broad spectrum of herbicidal properties that can kill many types of weeds.

In addition, in recent years, mechanization and earlier transplantation of rice cultivation have rapidly become widespread, providing a more suitable place for weeds to grow than ever before, and complete weed control can be expected with -1 herbicide application. tend to be unable to do so. For this reason, the same or different herbicides are used several times (repeatedly, but such repeated use not only requires a great deal of labor, but also causes undesirable problems such as phytotoxicity of paddy rice and soil residue due to large amounts of application). It raises the issue of

In order to improve these problems of conventional herbicides, the present inventors aimed to completely control all weeds by multiple spraying, have a high degree of safety for paddy rice, and have extremely low toxicity to humans and animals. As a result of continuing to search for a safe herbicide with a low herbicide, it was discovered that an excellent herbicide that improved these problems could be obtained by combining two types of active ingredients, and the present invention was completed.

That is, the present invention uses 2-chloro-2',6'-diethyl-N-(butoxymethyl)acetanilide (4), which is known as a herbicide for rice fields, and JP-A-50-126830.
It is a mixture with the pyrazole compound 03) known in Japanese Patent Publication No.

To explain the present invention in more detail, (4), which is one of the ingredients of this herbicide, is effective against wild grasses, broad-leaved weeds, and perennial weeds that have become a problem in recent years, such as Japanese cypress, pine weed, and firefly. It is a herbicide that is highly effective after initial treatment and does not cause any harm to rice plants when used in normal amounts.
The effect becomes weaker as the weeds grow.

On the other hand, the pyrazole compound (6) does not cause any phytotoxicity to paddy rice in paddy fields, and is also effective against annual grass weeds, broad-leaved weeds, and perennial weeds such as Cyperus japonica, Omodaka, and Urikawa. However, if weeds are treated with chemicals when they have grown to a certain extent, the effectiveness will decrease.
In particular, the effect against wild animals becomes insufficient.

However, as a result of applying both in combination and examining their herbicidal effects and chemical damage, we were surprised to find that the range of herbicidal effects was expanded beyond the scope of application obtained with each agent alone; , Poaceae, Cyperaceae, general broad-leaved weeds, and general perennial weeds such as fireweed, cyperus, and weed, and furthermore, it was found to be effective in expanding the range of suitable spraying periods without compromising the safety of paddy rice. In addition, this herbicide is sufficiently effective when mixed at a much lower dose than when used alone, and its effect on grasses is increased sufficiently to be used as a treatment agent. Over a long period of time.

The mixture shown in the present invention is a novel combination that has not been described in the literature, and of course, there is no literature that mentions its unique potency enhancement. The synergistic effect related to the present invention is observed in a wide range of mixing ratios, and compound (B) represented by general formula (1) is mixed at a ratio of 1 to 10 parts by weight with respect to 1 part by weight of compound Q. It is possible to create a unique herbicide. The herbicide of the present invention thus completed can be highly effective when treated in soil before and after weed germination.

The mixture of the present invention may be sprayed as the raw material itself, or may be mixed with a carrier and other adjuvants as necessary to form a formulation commonly used as a herbicide, such as powder, coarse powder, etc.
It is prepared and used as fine granules, granules, wettable powders, emulsions, aqueous solutions, aqueous solutions, oil suspensions, etc.

Suitable solid carriers for use in preparing the herbicides of the present invention include clays represented by the kaolinite group, montmorillonite group, or attapulgite group, talc, mica, phyllite, pumice, perminium, etc. light, gypsum,
Inorganic substances such as calcium carbonate, dolomite, diatomaceous earth, magnesium lime, phosphorous lime, zeolite, anhydrous silicic acid, synthetic calcium silicate, soybean flour, tobacco flour, walnut flour, wheat flour, wood flour, starch, crystalline cellulose, etc. Vegetable organic substances, coumaron resin, petroleum resin, alkyd resin,
Examples include synthetic or natural polymer compounds such as polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, copal gum, and dammar gum, waxes such as carnauba wax and wax, and urea.

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

Surfactants used for purposes such as dispersion, wetting, spreading, binding, adjusting disintegration, stabilizing active ingredients, improving fluidity, and preventing rust are nonionic, anionic, and cationic. Although both polar and zwitterionic species can be used, nonionic and/or anionic species are usually used.

Suitable nonionic surfactants include, for example, 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; Products obtained by polymerizing and adding ethylene oxide to alkylnaphthols such as butylnaphthol and octylnaphthol, products obtained by polymerizing and adding ethylene oxide to higher fatty acids such as valmitic acid, stearic acid, and oleic acid, monomers such as stearyl phosphoric acid, dilauryl phosphoric acid, etc. Those obtained by polymerizing and adding ethylene oxide to dialkyl phosphoric acid, those obtained by polymerizing and adding ethylene oxide to amines such as dodecylamine and stearic acid amide, and those obtained by polymerizing and adding ethylene oxide to higher fatty acid esters of polyhydric alcohols such as nrubitan, Examples include those obtained by polymerizing and adding ethylene oxide and propylene oxide. Suitable anionic surfactants include, for example, sodium lauryl sulfate, alkyl sulfate salts such as oleyl alcohol sulfate amine salts, sulfonic acid dioctyl ester sodium, 2-
Examples include alkyl sulfonates such as sodium ethylhexene sulfonate, aryl sulfonates such as sodium inglovirnaphthalene sulfonate, sodium methylene bisnaphthalene sulfonate, sodium lignin sulfonate, and sodium dodecylbenzenesulfonate.

Furthermore, the herbicide of the present invention contains casein, gelatin, albumin, etc., in order to improve the properties of the preparation and increase the biological effect.
Glue, sodium alginate, carboxymethylcellulose, methylcellulose, hydroxyethylcellulose,
Polymer compounds such as polyvinyl alcohol and other auxiliary agents 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.

Powders usually contain, for example, 1 to 25 parts by weight of the active ingredient compound, with the remainder being a solid carrier.

Hydrating agents usually contain 25 to 9% of the active ingredient compound, for example.
The remaining part is a solid carrier, a dispersion wetting agent, and a preservative colloid agent, a chicktroping agent, an antifoaming agent, etc. are added as necessary.

Granules usually contain, for example, 1 to 35 parts by weight of the active ingredient compound, with the remainder being mostly solid carrier. The active ingredient compound is uniformly mixed with the solid carrier, or is uniformly fixed or adsorbed on the surface of the solid carrier,
The diameter of the particles is approximately 0.2 to 1.5 dia.

The emulsion contains, for example, 5 to 30 parts by weight of the active ingredient compound, about 5 to 20 parts by weight of an emulsifier, and the remainder is a liquid carrier, with a rust preventive added if necessary. It will be done.

Examples of formulations of this herbicide are shown below.

Formulation Example 1 20 parts by weight of compound (A), 20 parts by weight of compound (A), 2. 1 part by weight, 2.5 parts by weight of lignin sulfonate, and ±55 parts by weight of diatoms are thoroughly ground and mixed to obtain a wettable powder.

Formulation Example 2 15 parts by weight of compound (B), 5 parts by weight of compound (A), 15 parts by weight of emulsifier Tsurupol 8M100 (registered trademark of Toho Chemical) and 65 parts by weight of xylene are thoroughly mixed to obtain an emulsion.

Formulation Example 3 5 parts by weight of Compound 0), 3 parts by weight of Compound 1, 3 parts by weight of white carbon, 5 parts by weight of lignin sulfonate and 84 parts by weight of clay are thoroughly granulated and dried to obtain granules.

Next, in order to more specifically demonstrate the usefulness of the present invention, test examples will be given and explained.

Test Example 1 A polyethylene pot with 8 scratches in inner diameter was filled with paddy soil.
Firefly was grown in paddy fields, and predetermined amounts of each drug formulated into a wettable powder were applied to flooded soil during the first leaf stage of firefly. The pots were placed in a greenhouse at 25 to 30°C for controlled cultivation, and from the test results in Table 1 above, the drug dose response of Agent B or Agent A was determined when the dosage of Agent A or Agent B was kept constant. Draw a curve, find several dosages for 90% herbicide from each, and based on this, 90%
The diagram shows the equal effect lines for killing weeds. From this figure, the 90% isoeffect line is below the additive effect line, and the 90% isoeffect line is below the additive effect line. Todoroki 1 Size test example 2 Water is poured into a 175,000a Wagner pot filled with 3 kg of paddy soil each to create a paddy field condition, and in these pots, seeds of broad-leaved weeds such as Japanese millet, bulrush, and Japanese azalea, azalea, and paddy field grass are sown. , and planted tubers of Cyperus japonica. Furthermore, rice seedlings at the 2.5 leaf stage were transplanted,
Place the pot in a greenhouse at 20-25℃ and grow the plant.
Seventy-eighth days after sowing, when the barnyard grass was at the one-leaf stage, a predetermined amount of the drug was formulated into a wettable powder, diluted with water, and treated at 1 Qee per pot. Thereafter, the plants were grown in a greenhouse, and the herbicidal effect was investigated 25 days after the chemical treatment. The herbicidal effect was expressed as a number from 0 to 10 as shown below based on the observation of the weed suppression rate, the degree of whitening, etc. The results are shown in Table 2.

Weed suppression rate. , 0-96: 60-69% % 1: 10-19 7: 70-T9 2: 20-29 8: 8G-89 3: 30-399: 90-99 4: 40-49 1Q: IQO (complete withering )5:
50 to 59 The numbers in parentheses in Table 2 are the predicted weed suppression values (PE) of the combination agents calculated by the following formula of 0olby.

Pp3==Pa+Pb(10pa)/1o(pa,
Pb: Weed suppression value when applied as a single agent of each component present in the combination product) As a result, the actual value (PC) of the weed suppression value of the combination product is larger than the expected value (PE), It is proven that there is a synergistic effect.

Test Example 3 Using a paddy field with clay loam and water reduction depth of 1 to 2 cm for 7 days, rice seedlings at the 2nd to 3rd leaf stage were transplanted on May 10th, and the rice seedlings were transplanted on the 38th day after transplantation or on the T day and month. A fixed amount of granulated drug was applied to flooded soil.

did. Chemical damage to rice was determined by observation. The test area was 6 m' in length, and the test was conducted in two consecutive sessions. The result is the third
Shown in the table.

The numbers in parentheses in the table are the expected values (QE) of the remaining grass amount of the compounding agent versus the untreated ratio calculated by the following formula of 0olby.

Qlij"Qa"Qb/100 (Qa, Qb: Ratio of the amount of each component present in the compound to the amount of remaining grass when applied with a pickle to the untreated amount) As a result, the amount of remaining grass of the compound to the untreated amount Actual value of ratio (QO)
is smaller than the expected value (QB), proving that there is a synergistic effect.

[Brief explanation of the drawing]

The figure shows the isoefficacy line at which the formulation of the present invention kills 90% of firefly. Agent A: 2-chloro-2/, 51-diethyl-N-(
Butoxymethyl)acetanilide Agent B: 4-(2,4-dichlorobenzoyl)-1,3-
Dimethyl-5-(4-)luenesulfonyloxy)virazole

Claims (1)

[Claims] 2-chloro-2',6'-diethyl-N-(butoxymethyl)acetanilide, and 7 H3 [wherein, X represents a 4-toluenesulfonyl group]. A paddy field herbicide characterized by being mixed with a pyrazole derivative represented by ].