JPS61106501A - Herbicidal composition - Google Patents

Abstract

PURPOSE:To provide an excellent herbicidal composition exhibiting strong herbicidal effect rapidly to a wide variety of weeds, by using a specific aliphatic monocarboxylic acid and a compound selected from ethylmalemimide, etc., as active components. CONSTITUTION:The objective composition contains as active components, (A) one or more compounds selected from substituted or unsubstituted aliphatic monocarboxylic acid having a carbon number of 6-12 in the main chain, or its functional salt and (B) one or more compounds selected from ethylmaleimide, colchicine, 2,4-dinitrohalobenzene, and 2,4-dinitrophenol. The weight ratio of A/B is preferably 10/90-99.95/0.05, especially 30/70-99.5/0.5. The composition is applied as it is or in the form of granule, wettable powder, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION (a) Technical Field The present invention relates to a novel herbicidal composition. For more details, please see @
The present invention relates to a novel moromi removal composition effective against annual weeds.

(b) Prior Art Some aliphatic carboxylates are known to exhibit various physiological activities, such as sorbic acid, which is a bactericidal agent used to prevent spoilage of foods such as cheese. (
(see US Pat. No. 3,139,378) and that 3-decinoic acid has fresuit-role synthesis inhibitory activity (Biochemical Journal (Biochem, J.) +1
47, pp. 531-539 (1975)). On the other hand, Japanese Patent Publication No. 47-41005 or Agricultural and Biological Chemistry (Agric, Biol, Chem,), 45
β-(N-phenyl-N-methyl)amino-α-
It has been disclosed that cyanoacrylic acid esters exhibit unveiling activity and have Hill reaction (chemical and oxygen biochemical reactions caused by free chloroplasts) inhibitory activity.

On the other hand, ethylmaleimide, colchicine.

2.4-9 Nitrohalobenzene, 2,4-dinitrophenol, and the like are known as compounds that have physiological activities such as inhibiting cell death caused by hypersensitivity.

According to the text written in Biochemistry, Vol. 33, 17W (1981), ethylmaleimide.

2.4-dinitop halobenzene is a SH-reagent that inhibits cell death caused by pathogenic bacteria, and 2,4-dinitop phenol exhibits a similar effect by lowering ATP levels. It is known. The properties of such compounds as herbicides are very weak, although they have almost no herbicidal activity at low concentrations.

(→(:Objective, 1) Therefore, the present inventors have developed an excellent compound or vi
To get something of my own (and aim 1, 'i! ! Research' conduct? CM results, surprising. It contains certain specific substances, fat, fatty acids, phosphoric acid, ethylmaleimide, colchi). When used in combination with at least one compound selected from phenol, 2,4-dinitrohalobenzene, and 2,4-dinitrohalobenzene, a rapid and extremely strong herbicidal effect can be achieved. The present invention was achieved by discovering that a synergistic herbicidal effect can be obtained compared to the herbicidal effect of each agent alone.

That is, the present invention comprises: (a) at least one compound selected from the group of substituted or unsubstituted aliphatic monocarboxylic acids having 6 to 12 carbon atoms in the main chain and functional salts thereof, and (b ) The present invention provides a herbicidal composition containing as an active ingredient at least one compound selected from the group of ethylmaleimide, colchicine, 2,4-dinitrohalbenzene, and 214-dinitrophenol.

The present invention will be explained in more detail below.

Aliphatic carbon which is Ca) component in the present invention
The acid has 6 to 12 carbon atoms in the main chain, and □
It is a linear or branched aliphatic hydrocarbon group.

When the number of carbon atoms in the main chain is 13 or more, only low activity is obtained, which is not preferable, and similarly, when the number of carbon atoms in the main chain is 5 or less, the anti-leather activity is low (which is not preferable).

The aliphatic hydrocarbon group may be linear, monobranched, or monobranched. Those with a number of carbon atoms in the ring which are limited by Rm are used, but those with a total number of carbons of 1 to 25 are usually preferred because they have high herbicidal activity.

Further, the aliphatic hydrocarbon group is a saturated or unsaturated hydrocarbon group having a double bond.

Examples of such linear aliphatic hydrocarbon groups include n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, and n-dodecyl groups. Alkyl group; n-hexenyl group, n-hebutenyl group, n-octenyl group, n-nonenyl group, n-fcenyl group, n-undecenyl group, n-dodecenyl group.

Examples include fulkenyl groups such as.

Among these straight-chain aliphatic hydrocarbon groups, those containing saturated or double bonds are preferred from the viewpoint of herbicidal activity, and those having 8 to 11 carbon atoms are preferred.

In addition, a branched aliphatic hydrocarbon group is one having one or two or more branched chains having fewer carbon atoms than the main chain, and the branched chain is an aliphatic hydrocarbon group having 1 to 7 carbon atoms. Hydrogen groups are preferred.゛The branched chain includes, for example, a methyl group,
Ethyl group, n-propyl group, 1so-propyl group, n
-butyl group, 1'so-puyl group, tert-butyl group, n-pentyl J% +igo-pentyl group, ethynyl group.

Examples include various propenyl groups, rare glutynyl groups, and one pentenyl group, among which those having 1 to 3 carbon atoms are preferred.

Further, examples of the aliphatic hydrocarbon group having a branch include those in which the branch is bonded to the above-mentioned straight chain aliphatic hydrocarbon group as a Tsukuda chain, such as 1so-propyl group, 11ee-butyl group, tert-butyl group. .

1so-octyl group; 1so-decyl group, 1so-
Tetradecyl group, 2,3-bis(tso-butop→pino 1) 1-octyl group, 1so-guthynyl group, 1s
Examples include o-octenyl group and igo-dodecenyl group.

These five branched aliphatic hydrocarbon groups have a main chain of 6 to 12 carbon atoms, a branched carbon number of 1 to 3, and a total carbon number of 3 to 20. It is preferable that the herbicidal activity is high, and it is more preferable that the compound has a saturated or double bond.

In addition, in such linear or branched aliphatic hydrocarbon groups having 6 to 12 carbon atoms in the main chain, one or more hydrogen atoms are substituted with a substituent other than the aliphatic hydrocarbon group or a halogen atom. The # substituents include, for example, Schiff 7 groups, hydroxy groups, ami 7 groups, and carbon atoms of 1 to 7.
6 flukoxy group, alkylthio group, carbon number 7-10
Examples include a 7-ralxoxy group, a phenoxy group having 6 to 10 carbon atoms, an alicyclic carbon having 3 to 10 carbon atoms, a 1-hydrogen group, and a 1.1-carbon aromatic hydrocarbon group having 6 to 10 carbon atoms. . Nuclear alkoxy groups include methoxy group,
Ethoxy group, propoxy group, butoxy group, etc.; the alkylthio group is methylthio group.

Ethylthio group, butylthio group; examples of the alicyclic hydrocarbon group include cyclopropyl group and cyclopentyl group! Cyclohexyl group, methylcyclohexyl group, dimethylcyclohexyl group, cyclopentenyl group, cyclohexenyl group, methylcyclohexenyl group ring; examples of the aromatic hydrocarbon group include phenyl group, tolyl group, 7-tyl group, etc.
These substituents may be further substituted with a halogen atom or a cyano group. Bromine is a halogen atom,
Fillers and fluorine atoms are preferred.

Among these substituted aliphatic hydrocarbon groups, Hagen atom, cyano group, and flukoxy group.

Those substituted with an alkylthio group or an alicyclic hydrocarbon group are preferred.

Furthermore, in the present invention (at acid component, the number of carbon atoms in the main chain is 6 to
It may also be a so-called functional salt that retains the herbicidal effect of No. 12 aliphatic carboxylic acids. Examples of the functional salts include alkali metal salts, alkaline earth metal salts, and ammonium salts of the carboxylic acid.

Examples of alkali metal salts include lithium salts, sodium salts, potassium salts, etc., and examples of alkaline earth metal salts include calcium salts, magnesium salts, etc.

R1 is a hydrocarbon group having 1 to 20 carbon atoms, and R1 is a hydrocarbon group having 1 to 20 carbon atoms. The carbon number is J~20
The hydrocarbon group refers to an aliphatic hydrocarbon group having 1 to 20 carbon atoms, an alicyclic hydrocarbon group having 3 to 20 carbon atoms, and an aromatic hydrocarbon group having 6 to 20 carbon atoms.

The aliphatic hydrocarbon group is linear or branched, saturated or unsaturated, and includes, for example, a methyl group, an ethyl group, and various propyl groups.

Butyl group, hexyl group, octyl group, decyl group.

Dodecyl group, tetradecyl group, octadecyl group.

Ethynyl group, pulvenyl group of 11, hexenyl group, nonenyl group, dodecenyl group, etc., or those substituted with an alicyclic radical or an aromatic hydrocarbon group, such as cyclohexylmethyl, cyclohexylpv-pyr, phenylmethyl, Examples include phenylethyl, among which carbon number is 1 to 1
5 is preferred.

In addition, as an alicyclic hydrocarbon group having 3 to 2.0 carbon atoms,
Examples include cyclopentyl group, cyclohexyl group, various methylcyclohexyl groups, dimethylcyclohexyl group, diethylcyclohexyl, certain cyclohexenyl groups, and dimethylcyclohexenyl groups each having 4 carbon atoms, among which those having 3 to 15 carbon atoms are preferred.

Furthermore, examples of aromatic hydrocarbon groups having 6 to 20 carbon atoms include phenyl groups, various toluyl groups, diethylphenyl groups, and
Examples include thyl group and methylnaphthyl group.

Preferred hydrocarbon groups as R1 and Ra and [7
It is a saturated aliphatic or alicyclic hydrocarbon having a carbon number of 1 to 15, and a hydrogen atom is also preferred as R1.

Although the aliphatic carboxylic acid in the present invention may form a functional salt as described above, it is preferable that the aliphatic carboxylic acid does not form a ps egg salt.

The aliphatic carboxylic acid and its functional salts, which are the component (a) in the present invention, have both hydrophilic and oily properties, but the hydrophobic parameter RM value indicating the property is - Those in the @ range of 2,5 to 2.5, and even those in the range of -2,0 to 2.0 ((some, especially -1,5
-1.5 is preferable because it has high herbicidal activity and provides the rapid herbicidal effect unique to the present invention.

The h value here is defined as follows.

That is, when a certain substance is subjected to thin layer chromatography (the volumes of the stationary phase and the moving phase and the concentration of solute in both phases are
, Cs, Ve, Co), the solute transfer ratio (Rf) can be expressed by the following equation.

CeVedx Rf = CeVedx + C5Vsdx Using this Rf, RM is expressed by the following formula. Measurement of the RM value using the thin layer p Madogra 7 method RM = l
The o g (Rf-1) method is described, for example, in Nature 208
roll.

Page 537 (1965) VC described.

Ethylmaleimide, colchicine, 2,4-dinito-pbenzene, and 2,4-dini)p-phenol, which are component (b) of the present invention, may be generally produced by any method, and the origin thereof is not particularly limited. isn't it. However, the presence of impurities that reduce the efficacy of the aliphatic carboxylic acid used as another component is undesirable from the standpoint of increasing the dosage and deteriorating the performance. However, the presence of a small amount of impurity does not pose any particular problem as long as it does not reduce the effectiveness of the fatty acid.

The ratio of component a and component b contained in the herbicidal composition is 10/90 to 10/90, expressed as component a/component b (weight ratio).
It is preferably in the range of 99.9510.05, more preferably in the range of 20/80 to 99.9/0.1, particularly 30/70 to 99.5/0.
When it is within the range of 5, the herbicidal composition has an extremely strong immediate herbicidal effect not only on annual weeds but also on annual weeds.

When using the herbicidal composition of the present invention, the pronuclear active ingredient itself may be treated, but granules may be used.

It can also be processed and used in any formulation form such as wettable powders, powders, emulsions, microgranules, flowables, suspensions, etc. Herbicides in these formulations include talc, bentonite, and clay.

Solid carriers such as kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, ammonium sulfate, urea; water, alcohol,
Liquid carriers such as dioxane, acetone, xylene, cyclohexane, methylnaphthalene, dimethylformamide;
Alkyl sulfate ester, alkyl sulfonate, lignin sulfonate, polyoxyethylene glycol ether, polyoxyethylene alkyl 7-aryl ether, polyoxyethylene tulbitan monoalkylate,
Emulsifier 1 Dispersant such as cinna7tylmethane disulfonate;
11illi or two or more of various auxiliary agents such as carboxymethyl cell seeds, gum arabic, etc. are appropriately blended with the above active ingredients, and manufactured by mixing, dissolving, or granulating, etc.':! It will be done. The herbicidal composition of the present invention prepared in this way and in the form of a formulation usually contains about 0.01 to about 991 Frf%, preferably about 0.1 to about 95% of the active ingredient. is desirable.

When the herbicidal composition in the form of a dosage form containing the active ingredient of the present invention is used, for example, in liquid or wettable particulate form,
As modifiers, one or more surfactants may be included in amounts sufficient to readily disperse the active ingredient in water or oil. The term surfactant, of course, also includes wetting agents, dispersing agents, suspending agents, spreading agents and emulsifying agents.

(e) Effect: The violet control composition of the present invention is effective against not only fine-leafed weeds and broad-leaved weeds throughout the year, but also fine-leaved weeds and broad-leaved weeds of perennial plants (if it is 7, it has a strong weed control effect). It is something that exhibits an action.

In particular, #herbicidal compositions have the great advantage of exhibiting very rapid herbicidal action.

That is, the herbicidal composition of the present invention is non-selective against year-round to perennial rope-leaved weeds and broad-leaved weeds, and is extremely fast-acting and has very high herbicidal activity. This shows that. Such herbicidal activity is a two-handed lumaleimide.

2.4 Dinitrohalobenzene, colchicine, etc. and α of the aliphatic carboxylic acid derivative represented by formula (1), etc.
It exhibits an amazing synergistic effect compared to the herbicidal activity of each component alone.

In addition, the herbicidal composition has both water-soluble and oil-soluble properties, and exhibits excellent herbicidal effects11 in both foliage and soil treatments, but it is particularly effective in foliar and foliage treatments. □l'I'l It has the advantage that an effective and strong herbicidal effect can be easily obtained.

Further, the herbicidal composition of the present invention has the advantages that the active ingredient thereof is easy to produce and is excellent in terms of safety.

(f) Examples The present invention will be further explained with reference to Examples below, but the present invention is not in any way defined by the Examples.

In the examples, "part" means "weight weighing part".

Also, as an index to express the condition of wilting, a healthy condition of the plant is 1.
The so-called 5-stage method was used to represent the state in which the whole plant is wilted and dead, and the state is 5, and the intermediate state is indicated by dividing it into 4 parts.

Examples 1 to 61 Ikarokyo barrels 11 to 4 Further, as a spreading agent, 0.01 of 5ORPOL 2680
Add 3 copies. Dissolve this in a 1:1 ratio of 7 cents: water or make a vortex solution, making the total weight 25 parts. Shif!
After that, the pre-cultivated Himedion, Mehishiba,
... After spraying the stems and leaves of Masugu and Ovafu three times in about 1.5 hours, continue cultivating and check the degree of withering with the naked eye! ! Actual blighting was performed using the following method. Table 1VC shows the degree of mortality 14 days after treatment.

Claims (1)

[Scope of Claims] (a) at least one compound selected from the group of substituted or unsubstituted aliphatic monocarboxylic acids having 6 to 12 carbon atoms in the main chain and functional salts thereof; (b) A herbicidal composition containing as an active ingredient at least one compound selected from the group of ethylmaleimide, colchicine, 2,4-dinitrohalobenzene and 2,4-dinitrophenol.