JPS60214702A - Herbicidal composition - Google Patents

Abstract

PURPOSE:To titled composition having a herbicidal effect on graminecous weeds, broad-leaved weeds, and perennial weeds, showing a wide proper application width, having safety to paddy rice plants, obtained by blending 2-chloro-2', 6'-diethyl-N-(propoxyethyl) acetanilide with a pyrazole derivative. CONSTITUTION:2-Chloro-2',6'-diethyl-N-(propoxyethyl) acetanilide is blended with a pyrazole derivative shown by the formula (X is 4-toluenesulfonyl group). In the blending ration, 1pt.wt. of the former compound is blended with 1-10pts.wt. compound shown by the formula. The mixed agent can be applied as it is, or it is mixed with a carrier and the other auxiliaries, and can be used in the form of dust, wettable powder, granule, etc. In case of dust, 1-25pts.wt. compounds of active ingredients are contained. Preferably wettable powder comprises 25-90pts.wt. compounds of active ingredients, and granule comprises 1-35pts.wt. compounds of active ingredients.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides 2-chloro-2', 61-diethyl-N-
(Propoxyethyl)acetanilide (4) and JHR [wherein, X represents a 4-toluenesulfonyl group]. A mixed paddy field characterized by being blended with the pyrazole derivative (B) represented by ] to bring about a remarkable synergistic effect that cannot be expected from the single application of each, and to be able to kill many types of problem weeds with a low application amount. It concerns herbicides.

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

In addition, in recent years, the introduction of mechanization and earlier transplantation in rice cultivation have rapidly spread, providing a more suitable place for weeds to grow than ever before, and it is expected that repeated herbicide applications will completely eliminate the weeds. tend not to be able to do so. For this reason, the same or different herbicides are used several times, but repeated use of herbicides 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 herbicides. It raises an issue.

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 relates to 2-chloro-2/, 61-diethyl-N-, which is described in Japanese Patent Publication No. 53-23379.
It is a mixture of (propoxyethyl)acetanilide (4) and a pyrazole compound (2) known in JP-A-50-121!830.

To explain the present invention in more detail, one of the components of this herbicide is
(4) is highly effective in the early stages of growth against field weeds, broad-leaved weeds, and the perennial weeds that have become a problem in recent years, such as Japanese cypress, pine beetle, and firefly, and is also used in the normal amount for rice. Although it is a non-toxic herbicide,
The effect becomes weaker as the weeds grow.

On the other hand, pyrazole compounds often cause phytotoxicity to paddy rice in paddy fields, but are also effective against annual grass weeds, broad-leaved weeds, and perennial weeds such as Cyperus japonica, Omodaka, and Urikawa. However, if the weeds are treated with chemicals when they have grown to a certain extent, the effectiveness of the treatment will decrease, especially against weeds.

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 herbicidal efficacy has been increased sufficiently to be used as a treatment agent, and its efficacy is long-lasting. lasts for a long 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 when the compound ω) represented by the general formula (1) is mixed in a ratio of 1 to 10 parts by weight with respect to 1 part by weight of the compound, Useful herbicides can be created. 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 herbicide of the present invention include clays represented by the kaolinite group, montmoliqite group, or attapulgite group, talc,
Inorganic substances such as mica, pyrophyllite, pumice, verminiquillite, gypsum, calcium carbonate, dolomite, diatomaceous earth, magnesium lime, apatite, zeolite, silicic anhydride, synthetic calcium silicate, soybean powder, tobacco Powder, walnut powder, wheat flour, wood flour, starch, vegetable organic substances such as crystalline cellulose, coumaron resin, petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, ester gum, coz cell gum, dammar gum, etc. Examples include synthetic or natural polymer compounds, waxes such as carnauba wax and wax, and urea.

Suitable liquid carriers include paraffinic or naphthic hydrocarbons such as crocine, 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, 0-chlorotoluene, ethers such as dioxane and tetrahydrofuran, ketones such as acetone, methyl ethyl ketone, diisobutyl ketone, cyclohexanone, acetophenone, isophorone, ethyl acetate, amyl acetate, Ethylene glycol acetate, diethylene glycol acetate,
Esters such as cyftyl 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,
Ether alcohols such as diethylene glycol ethyl ether and diethylene glycol butyl ether, polar solvents such as dimethyl formamide and dimethyl sulfoxide, or water.

can give.

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, for example, those obtained by polymerizing and adding high R' flucol niethylene oxide such as lauryl alcohol, stearyl alcohol, and oleyl alcohol, and those obtained by polymerizing and adding ethylene oxide to alkylphenols such as inoctylphenol 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 palmitic acid, stearic acid, and oleic acid; products such as stearyl phosphoric acid and dilauryl phosphoric acid; Products obtained by polymerizing and adding ethylene oxide to mono- or dialkyl phosphoric acid, products obtained by polymerizing and adding ethylene oxide to amines such as dodecylamine and stearic acid amide, and polymerizing and adding ethylene oxide to higher fatty acid esters of polyhydric alcohols such as sorbitan. Examples include those made 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, sodium sulfosuccinate dioctyl ester,
- Alkyl sulfonates such as sodium ethylhexene sulfonate, sodium isopropylnaphthalene sulfonate, sodium methylene bisnaphthalene sulfonate,
Examples include arylsulfonates such as sodium ligninsulfonate and sodium dotecylbenzenesulfonate.

Furthermore, the herbicide of the present invention may be used in combination with polymeric compounds such as tin, albumin, glue, sodium alginate, carboxymethyl cellulose, methyl cellulose, hydroxyethyl cellulose, polyvinyl alcohol, and other adjuvants to improve the properties of the preparation.

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, for example, usually contain 25 to 9
The remaining part is a solid carrier, a dispersion wetting agent, and if necessary, a protective colloid agent, a chicken trope agent, an antifoaming agent, etc. are added.

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,
For example, an emulsion usually contains 5 to 30 parts by weight of the active ingredient compound, approximately 5 to 20 parts by weight of an emulsifier, and the remainder is a liquid carrier, and if necessary, a rust preventive agent. agent is added.

Examples of formulations of this herbicide are shown below.

Formulation Example 1 20 parts by weight of compound 0), 20 parts by weight of compound (A), 2.5 parts by weight of dodecylbenzenesulfonate, 25 parts by weight of lignosulfonate and ±55 parts by weight of diatoms were thoroughly ground and mixed to prepare a wettable powder. obtain.

Formulation Example 2 Compound (8115 parts by weight, compound (4) 5 parts by weight, emulsifier Tsurupol 8M100 (Toho Chemical registered trademark) 15
Parts by weight and 65 parts by weight of xylene are thoroughly mixed to obtain an emulsion.

Formulation Example 3 5 parts by weight of compound 03), 3 parts by weight of compound (A), 3 parts by weight of white carbon, 5 parts by weight of lignin sulfonate, and 84 parts by weight of core clay were thoroughly ground and mixed, and water was added. After kneading, the mixture is granulated and dried to obtain granules.

Formulation Example 4 40 parts by weight of bentonite, 5 parts by weight of lignin sulfonate and 55 parts by weight of clay are pulverized and mixed, water is added, kneaded and granulated and dried to produce granules containing no active ingredient. Granules are obtained by impregnating 90.5 parts by weight of the granules with 8 parts by weight of compound (6) and 1.5 parts by weight of compound (6).

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

Test Example 1 A polyethylene pot with an inner diameter of Bcm was filled with paddy soil, firefly was grown in the paddy field, and the flooded soil was treated with a predetermined amount of each drug formulated into a hydrating powder at the first leaf stage of firefly. The pots were placed in a greenhouse at 25-30°C for controlled cultivation, and the treatment results are shown in Table 1.

Table 1 From the test results in the table above, draw a dose-response curve for agent B or agent A when the dose of agent B or agent B is held constant, and determine several doses of 90% herbicidal from each. , based on this 90%
The diagram shows the equal effect lines for killing weeds. From this figure, the 90% isoeffect line is below the line of additive effect. Phase test example 2 A 115,000. We also sowed seeds of broad-leaved weeds such as Japanese oak, Japanese azalea, and Kikashigusa, and also planted tubers of Japanese cypress and Japanese cypress. Furthermore, rice seedlings at the 2.5-leaf stage were transplanted, the pots were placed in a greenhouse at 20 to 25'c, and the plants were grown. One day after sowing, when the barnyard grass was at the 1-leaf stage, a prescribed amount of chemicals was applied. It was formulated into a wettable powder, diluted in water, and subjected to IQec treatment per pot. Thereafter, the plants were grown in a greenhouse, and the herbicidal effect was investigated on the 25th day after the chemical treatment. The herbicidal effect was expressed by observing the weed suppression rate, the degree of whitening, etc., and expressed as a number from 0 to 1° as shown below. The results are shown in Table 2.

Weed suppression rate. 8. ~ 8% 1: 10-19 2: 20-29 3: 30-39 4: 40-49 5; 50-59 6: 60-69 7: 7G (79 8: 80-83 9: 90-99 10: iDO (Complete Death) Table 2 The numbers in parentheses are the predicted weed suppression value (PR) of the combination agent calculated by the following formula of 0olby.

PB=P, +Pb(10-Pa)/10(pa,
Pb: Weed suppression value when applied as a single agent (the amount of each component present in the combination drug) As a result, the actual weed suppression value (pQ'') of the combination drug was larger than the expected value (PB). , it is proven that there is a synergistic effect.

Test Example 3 Using a paddy field in clay loam with a water reduction method of 1 to 2 α/day, rice seedlings at the 2 to 3 leaf stage were transplanted on May 10th, and the specified amount was The drug was made into granules to treat flooded soil. It's medicine. Chemical damage to rice was determined by observation. The exam area is 1st area 6n? This was done in two consecutive sessions.

The results are shown in Table 3.

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 using the following Colby formula.

QB=Qa' Qb/10G (QB, Qb: The amount of remaining grass when each component present in the compound is applied as a single agent versus the untreated ratio) As a result, the amount of remaining grass in the compound versus the untreated Actual value of ratio (Qo)
is smaller than the expected value (QE), 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. Part A: 2-chloro-2', 6'-diethyl-N-(propoxyethyl)acetanilide Part B: 4-(2,4-dichlorobenzoyl)-1,
3-dimethyl-5-(4-)luenesulfonyloxy)
Hirazol Patent Applicant Sankyo Co., Ltd. Representative Patent Attorney Osamu Kashi

Claims (1)

[Claims] 2-chloro-21,6/-diethyl-N-(propoxyethyl)acetanilide, and hard H3 [wherein, X represents a 4-toluenesulfonyl group]. A paddy field herbicide characterized by being mixed with a pyrazole derivative represented by ].