JPH05186305A - Herbicide composition - Google Patents

Abstract

PURPOSE:To obtain an excellent herbicide capable of nearly completely controlling weeds ranging from weeds before germination to weeds grown to a certain extent by only spraying a chemical in low chemical amount and having high safety to crops. CONSTITUTION:The object herbicide composition contains, as active ingredients, (a) tetrahydrofurfuryl=2-[40(3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy]propionate capable of exhibiting specifically strong weeding effect on gramineous weed in a low chemical amount and (b) 5-ethyl-2-(4-isopropyl-4- methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid and/or 2-(4-isopropyl-4-methyl-5-oxo-2- imidazolin-2-yl)-3-quinolinic acid capable of exhibiting selectivity between broad leaf crops and broad leaf weeds in a low chemical amount.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a herbicidal composition, and more particularly to a herbicidal composition containing a specific compound.

[0002]

2. Description of the Related Art At present, many herbicides have been put to practical use, and are widely and generally used for various crops such as soybean, adzuki bean, peanut, cotton and sunflower. However, it is hard to say that the conventional herbicides are sufficient in terms of herbicidal activity, safety to crops, the amount of drug to be treated, and the appropriate period of herbicidal activity, and even today, new herbicides having superior herbicidal properties are still available. Development is desired.

[0003]

DISCLOSURE OF THE INVENTION The inventors of the present invention can control almost completely from pre-emergence to weeds that have grown to a certain extent by spraying a low-dose drug, and have high safety against crops. As a result of intensive research to develop an excellent herbicide, it was found that by applying a specific compound in an appropriate ratio, a remarkable synergistic effect far exceeding the expectation can be obtained, and the present invention was completed. ..

[0004]

The herbicidal composition of the present invention has an excellent herbicidal effect and a high safety against crops, and an excellent synergistic effect which cannot be predicted from the herbicidal effect exhibited by each active ingredient alone. have.

That is, the present invention provides (a) tetrahydrofurfuryl = 2- [4- (3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy] propionate (hereinafter referred to as compound A), (B) 5-ethyl-
2- (4-isopropyl-4-methyl-5-oxo-2
-Imidazolin-2-yl) nicotinic acid (hereinafter referred to as compound B) and / or 2- (4-isopropyl-4)
-Methyl-5-oxo-2-imidazolin-2-yl)
The present invention provides a herbicidal composition (hereinafter, referred to as the composition of the present invention) containing 3-quinoline acid (hereinafter, referred to as compound C) as an active ingredient.

[0006]

[Effect] When compound A alone is used as a field herbicide, it shows a strong herbicidal effect against grass weeds at a low dose, and is suitable for controlling grass weeds in broad-leaved crops. The herbicidal effect is not sufficient for broadleaf weeds. On the other hand, Compound B and Compound C show low selectivity in the broad-leaved weeds such as soybean, adzuki bean, peanut, cotton, and sunflower, but their herbicidal effect is not sufficient for the grass weeds. The composition of the present invention in which the compound A and the compound B and / or the compound C are combined as active ingredients not only compensates for the disadvantages of the respective drugs,
It was surprisingly found to show a very pronounced synergistic effect.

[0007] That is, the composition of the present invention controls almost completely from pre-emergence to weeds that have grown to a certain extent just by spraying a low dose of the drug, and is highly safe for crops. It is an excellent herbicide that exhibits a very remarkable synergistic effect that greatly exceeds the herbicidal effect predicted from the above.

There is no particular limitation on the mixing ratio of each active ingredient of the composition of the present invention, and an excellent synergistic effect can be obtained in a wide mixing ratio, but preferably 1 part by weight of compound A to compound B and compound C. 0.1 to 500 parts by weight is suitable.

For practical use of the composition of the present invention,
Various amounts such as granules, fine granules, wettable powders, emulsions, powders, flowable agents, etc., which are usual agricultural chemical use forms, by mixing appropriate amounts of compound A and compound B and / or compound C with an inert carrier. It can be used in the form of. Further, if necessary in the formulation, it is possible to enhance the certainty of the herbicidal effect by mixing various auxiliary agents used for agricultural chemicals such as surfactants, spreading agents and binders, or stabilizers.

The inert carrier that can be added to the composition of the present invention is not particularly limited, and various substances conventionally used in the field of agricultural chemical formulations can be used.

Examples of solid carriers include calcium carbonate, apatite, gypsum, silica gel, vermiculite, mica, diatomaceous earth, talc, pyroferrite, acid clay, clay, kaolinite, montmorillonite, bentonite, white carbon, pumice powder, etc. Mineral powders, starch, saccharose, dextrin, crystalline cellulose, starch, corn cob powder, walnut shell powder, and other plant powders, polyvinyl chloride, petroleum resin, coumarone resin, ester gum, and other polymer compounds Inorganic or organic salts such as sodium chloride, potassium chloride, sodium sulfate, ammonium chloride, ammonium sulfate, ammonium nitrate, calcium chloride, sodium phosphate, potassium phosphate, sodium acetate, ammonium acetate, etc.
Examples thereof include fine powders or particles of water-soluble or water-dispersible organic compounds such as urea and polyethylene glycol.

As the liquid carrier, alcohols such as methanol, ethanol, cyclohexanol, amyl alcohol, ethylene glycol, benzene, toluene, xylene, methylnaphthalene, ethylbenzene, isopropylbenzene, diethylbenzene, diisopropylbenzene, tetralin, trimethylbenzene, sec. -Hydrogen such as butylbenzene, tert-butylbenzene, tert-butyltoluene, methylethylbenzene, cymene, polyethylbenzene, ketones such as acetone, isophorone, cyclohexanone, halogenated hydrocarbons such as chlorobenzene, trichloroethylene, ethyl cellosolve , Ethers such as butyl cellosolve, dioxane and anisole, esters such as isopropyl acetate and benzyl acetate,
Examples thereof include polar solvents such as dimethylformamide and dimethyl sulfoxide, vegetable oils such as soybean oil, cottonseed oil, corn oil, sunflower oil and sesame oil, mineral oils such as kerosene, spindle oil and machine oil, and water.

The surfactant which can be added to the composition of the present invention is not particularly limited, and various anionic surfactants, nonionic surfactants and the like which have been conventionally used in the field of agrochemical formulation can be used. it can.

As the anionic surfactant, for example,
Alkyl sulfonic acid, alpha olefin sulfonic acid,
Sulfonic acid surfactants such as ligninsulfonic acid, alkylbenzenesulfonic acid, alkylnaphthalenesulfonic acid, naphthalenesulfonic acid formalin condensate, dialkylsulfosuccinate, and salts thereof, polyoxyethylene alkyl ether sulfate, polyoxyethylene alkyl allyl ether Sulfates, polyoxyethylene styryl phenyl ether sulphates, polyoxyethylene phenyl alkyl allyl ether sulphates, polyoxyalkylene glycol sulphates, higher alcohol sulphates, fatty acid ester sulphates, phenylphenol (EO) sulphates etc. Salt, polyoxyethylene alkyl ether phosphate, polyoxyethylene alkyl allyl Phosphate surfactants such as sulfates, phenylphenol (EO) phosphate salts, polyoxyethylene phenylalkyl allyl ether phosphates, higher alcohol phosphates, polyoxyethylene tribenzylphenol phosphate, and salts thereof, higher fatty acid salts, polycarboxylic acids Examples thereof include acid type surfactants and salts thereof. The salts of the above surfactants include sodium,
Potassium, magnesium, calcium, ammonium,
It includes salts of ethanolamine, diethanolamine, triethanolamine and various amines.

As the nonionic surfactant, for example,
Polyoxyethylene alkyl allyl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene alkyl ether, polyoxyethylene phenyl alkyl allyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene polyoxypropylene block polymer, polyoxyethylene alkyl ester, Alkynediol (acetylene glycol),
Examples thereof include alkynylene polyoxyethylene diol, sorbitan fatty acid ester, and alkylaryl ether formalin condensate.

These surfactants may be used alone or in admixture of two or more with the composition of the present invention, and the ratio in the case of mixing can be freely selected. Further, the addition amount in the composition of the present invention can be appropriately selected, and preferably within the range of 20%.

Furthermore, various formulation auxiliaries other than the above-mentioned inert carrier and surfactant can be added to the composition of the present invention. There are no particular restrictions on the formulation auxiliary agent that can be added, and various substances such as water-soluble polymers, antibacterial and antifungal agents, and colorants that have been conventionally used in the field of agricultural chemical formulations can be used.

As the water-soluble polymer compound that can be used,
There is no particular limitation, and various natural products, synthetic products or semi-synthetic products can be used. , Various gums such as gum arabic and other heteropolysaccharides, alginic acid derivatives such as sodium alginate, ammonium alginate and propylene glycol alginate,
Synthetic organic polymer compounds such as polyvinyl alcohol, polyvinyl pyrrolidone, polyvinyl methacrylate, polyethylene oxide, polyacrylic acid, sodium polyacrylate, polyacrylamide, natural products such as dextrin, pectin, gelatin, casein, glue, albumin, starch Molecular compound, methyl cellulose, carboxymethyl cellulose, carboxyethyl cellulose,
Examples thereof include cellulose derivatives such as hydroxyethyl cellulose and hydroxypropyl cellulose, and starch derivatives such as sodium carboxymethyl starch and hydroxyethyl starch. Also, the amount of addition when added to the composition of the present invention can be freely selected.

The composition of the present invention may contain an insecticide, a fungicide, a plant growth regulator, a fertilizer or other herbicides, if desired, and may be used in combination with these.

In some cases, it may be appropriate to add and mix other herbicides, especially for the purpose of further improving the efficacy as a herbicide. Herbicides that can be added include 2-chloro-4,
6'-bis (ethylamino) -1,3,5-triazine [generic name: simazine], 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine [generic name: atrazine] , 2-[(4-chloro-6-ethylamino-1,3,5-triazin-2-yl) amino] -2-methylpropionitrile [general name: cyanazine], 2,4-bis (isopropylamino) ) -6-Methylthio-1,3,5-triazine [general name: promethrin], 4-amino-6-tert-butyl-3-methylthio-1,2,4-triazin-5 (4H) -one [general Name: metribuzin] and other triazine herbicides; S-4
-Chlorobenzyl = N, N-diethylthiocarbamate [generic name: ventiocarb], methyl = N- (3,4-
Dichlorophenyl) carbamate [generic name: SWEP], isopropyl = N- (3-chlorophenyl) carbamate [generic name: chloropropham], 3-methoxycarbonylaminophenyl = N- (m-tolyl) carbamate [generic name: Fenmedy Fam] and other carbamate herbicides; 2,4-dichlorophenoxyacetic acid [general name: 2,4-D], (4-chloro-o-tolyloxy)
Phenoxy herbicides such as acetic acid [generic name: MCPA], 4- (4-chloro-o-tolyloxy) butyric acid [generic name: MCPB]; N, N-diallyl-2-chloroacetamide [generic name: alidochlor] ] 2 ', 6'-diethyl-
N-methoxymethylacetanilide [general name: alachlor], 2-chloro-2′-ethyl-N- (2-methoxy-1-methylethyl) -6′-methylacetanilide [general name: metolachlor], N- Amido herbicides such as (1-naphthyl) phthalamic acid [generic name: napthalam], 3 ', 4'-dichloropropionanilide [generic name: propanil]; 3- (3,4-dichlorophenyl)-
1,1-dimethylurea [generic name: DCMU], 3-
Urea herbicides such as (3,4-dichlorophenyl) -1-methoxy-1-methylurea [generic name: linuron]; 5-tert-butyl-3- (2,4-dichloro-)
5-isopropoxyphenyl) -1,3,4-oxadiazol-2- (3H) -one [general name: oxadiazone], 3-chloro-2- [2-fluoro-4-chloro-
5- (1-propynyloxy) phenyl] -4,5,
6,7-Tetrahydro-2H-indazole [Test name:
S-275], 3-isopropyl-1H-2,1,3-
Heterocyclic herbicides such as benzothiadiazin-4 (3H) -one-2,2-dioxide [generic name: bentazone];
O, O-diisopropyl-2- (benzenesulfonamide) ethylenedithiophosphate [generic name: SAP],
O-ethyl-O- (5-methyl-2-nitrophenyl)
-N-sec-butyl phosphorothioamidate [generic name: butamiphos], S- (2-methyl-1-piperidyl-carbonylmethyl) -O, O-di-propyldithiophosphate [generic name: piperophos], etc. Organophosphorus herbicides; 2,6-dichlorobenzonitrile [generic name: diclobenyl], 2,6-dichlorothiobenzamide [generic name: chlorothiamide], 4-hydroxy-3,5-diiodobenzonitrile [generic name: Nioxylic herbicides such as aioxynyl]; 2,6-dinitro-N, N-dipropyl-4-trifluoromethylaniline [generic name: trifluralin], 4-methylsulfonyl-2,6-dinitro-N, N-di Examples thereof include dinitroaniline herbicides such as propylaniline [generic name: nitraline].

The content of each active ingredient in preparing the composition of the present invention depends on the application scene, application time, application method, target grass species,
The amount of the active ingredient per are are generally 0.1 to 20 g, preferably 0.3 to 10 g, although it varies depending on the target crop and the like. Generally, a range of about 0.5 to 80 g, preferably about 1 to 50 g is suitable. In addition, the total amount of active ingredients in the composition of the present invention is generally in the range of about 0.6 to 100 g, preferably about 1 to 60 g per are. The content of the total active ingredient in the formulation of the composition of the present invention is generally about 1 to 90% by weight,
A range of about 2 to 80% is suitable.

[0022]

EXAMPLES Examples of formulations of the composition of the present invention are described below, but the present invention is not limited thereto. In the examples, "parts" indicate parts by weight.

Example 1 10 parts of compound A 15 parts of compound B 71 parts of diatomaceous earth 71 parts of neoperex [product of Kao Corporation] 2 parts of Solpol 800A [product of Toho Chemical Industry Co., Ltd.] 2 parts A wettable powder was obtained. Example 2 Compound A 5 parts Compound C 2.5 parts Solpol 800A 10 parts Xylene 82.5 parts The above components were mixed and dissolved to obtain an emulsion.

Next, the excellent herbicidal effect of the composition of the present invention will be described with reference to Examples and Comparative Examples. Example 3 Soil was placed in a plastic container having a square shape of 10 cm on each side, seeds of grasses, broad-leaved weeds and seeds of soybean were sowed respectively, and the following day, a predetermined amount of a wettable powder prepared in accordance with Formulation example 1 was suspended in water. The solution was sprayed on the soil surface with a small spray. Then, water was sprinkled in the greenhouse at appropriate times. The herbicidal effect and phytotoxicity were investigated 3 weeks after the treatment of the drug. The results are shown in Table 1. "Dose" in each table means the amount of active ingredient for 1h
The value converted into the amount per a is shown. The herbicidal effect and phytotoxicity were evaluated by observation according to the following criteria.

[0025]

[Table 1]

Example 4 Soil was placed in a plastic container having a square shape of 10 cm on each side, and grass weeds, broad-leaved weeds, and soybean seeds were sowed and grown in a greenhouse. A water suspension of a predetermined amount of a wettable powder prepared according to Formulation Example 1 at the leaf stage of Nobie was sprayed on the foliage of weeds with a small spray. After spraying drug 3
Watering on the foliage was avoided for a day, and then watering was timely.
Two weeks after the treatment with the drug, the herbicidal effect and the phytotoxicity were investigated. The results are shown in Table 2. “Dose” in each table indicates a value obtained by converting the amount of active ingredient into the amount per ha. The herbicidal effect and the phytotoxicity were evaluated by observation according to the criteria of Example 3.

[0027]

[Table 2]

The excellent synergistic effect of each active compound brought about by the present invention is already clear from the results of Tables 1 and 2, but will be explained in more detail by using the noxious weeds of the weeds. As a method for assaying the interaction between two kinds of active compounds, the Colby calculation formula described in Wees Volume 15, pages 20 to 22, 1967 is usually used. That is, E = (X + Y) -XY / 100 X = herbicidal effect (%) when compound x is used in pg / a Y = herbicidal effect (%) when compound y is used in qg / a E = x, y , The expected herbicidal effect (%) when p and qg / a were mixed respectively, and if the actually measured herbicidal effect (%) exceeds the E value, it means that the composition has a synergistic effect. Shows.

Hereinafter, the assay test of the interaction of the composition of the present invention and the result thereof will be shown in Examples. Example 5 The field soil was put in a planter of 30 cm × 60 cm, and seeds of Novier were sown and grown in a greenhouse. At the leaf stage of Novier, a predetermined amount of a water suspension of the composition of the present invention prepared in accordance with Example 1 and a wettable powder containing each active ingredient compound alone was applied to the foliage of weeds by a small spray. did. Water was not sprayed onto the foliage for 3 days after spraying the chemical, and then sprayed at appropriate times. Fifteen days after the chemical treatment, the residual Novier foliage was cut and collected, the air-dry weight was measured, and the herbicidal effect was calculated by the following formula. The results are shown in Table 3. Herbicidal effect (%) = {(air dry weight of untreated area-air dry weight of chemical treated area) / air dried weight of untreated area} x 100

[0030]

[Table 3]

[0031]

As is clear from Table 1, Table 2 and Table 3, the composition of the present invention has markedly enhanced herbicidal activity as compared with the case where each active ingredient is applied alone. This is due to the synergistic action between the respective active ingredients, and it is recognized that there is a remarkable synergistic action. That is, the greatest feature of the composition of the present invention is that a combination of low doses, which cannot be predicted from the herbicidal effects of each active ingredient alone, can provide a high herbicidal effect against many weeds. Can be mentioned. Further, the composition of the present invention shows not only the weeds at the germination stage, but also a remarkable herbicidal activity against the weeds at the stage where the growth has progressed to some extent, so that the weeds from the germination start stage to the weed growth period before and after the plant sowing. In addition, it is one of the outstanding features that it has a wide range of suitable treatment times. Furthermore, there are a great variety of weeds that can be controlled, and a remarkable herbicidal effect is observed not only on grass family weeds such as Nobile, Crabgrass and Enocorogusa, but also on broad-leaved weeds such as Streaked sardine, Citrus, and Kosendan. Moreover, it is highly useful as a herbicide having high selectivity between crops such as soybean and weeds. As mentioned above,
The composition of the present invention has many excellent characteristics and is highly practical.

Claims (1)

[Claims] 1. (a) Tetrahydrofurfuryl = 2- [4
-(3-chloro-5-trifluoromethyl-2-pyridyloxy) phenoxy] propionate, and (b) 5-
Ethyl-2- (4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl) nicotinic acid and / or 2- (4-isopropyl-4-methyl-5-oxo-2-imidazoline-2 -Yl) -3-quinolinic acid, and a herbicidal composition containing as an active ingredient.