JPH08198712A - Herbicide composition - Google Patents

Abstract

(57) [Summary] [Structure] General formula [I] And a triazine derivative represented by N '-(4-isopropylphenyl) -N, N-dimethylurea, 1-[(N-methylsulfonyl-N-methylamino) -sulfonyl] -3- (4,6-dimethoxy
-2-Pyrimidinyl) -urea and ethyl-2- [4- (6-chloro
-2-benzoxazolyl-oxy) phenoxy] A herbicidal composition containing, as an active ingredient, at least two compounds selected from the group consisting of propionate. [Effects] The herbicidal composition of the present invention exerts a high synergistic effect by using the above components in combination, exhibits a high herbicidal effect with a low dose, and has a wide range of suitable treatment time. Therefore, it can be used extremely effectively as a herbicide.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a herbicide composition containing a triazine derivative and at least two compounds selected from a specific compound group as active ingredients.

[0002]

BACKGROUND OF THE INVENTION Various herbicides have been developed so far and have contributed to agricultural productivity and labor saving. However, since some herbicides have been used for many years, the number of difficult herbicidal agents that are not effective against these herbicides is increasing, the herbicidal spectrum is wide, and even for these difficult herbicidal agents. The emergence of effective herbicides is desired. Further, in order to solve the problem of environmental pollution caused by conventional herbicides, development of highly active herbicides has been desired. Furthermore, in order to deal with the uneven development of weeds over a long period of time, the emergence of a herbicide that has excellent residual efficacy and is effective even after treatment over a wide range of time from the emergence of weeds to the growing season is awaited. Has been.

Under these circumstances, the present inventors have
Triazine derivatives with specific novel haloalkyls have no phytotoxicity to Gramineae field crops, show high herbicidal effect against difficult-to-control weeds in both soil treatment and foliar treatment, and have excellent waterlogged soil treatment effect. It has already been found to be a compound (International Publication No. WO 90/0937).
International patent application published in 8). The present inventors have conducted extensive studies to further improve the herbicidal activity of the triazine derivative.

[0004]

As a result, a composition containing the triazine derivative and at least two compounds selected from a specific compound group as active ingredients has excellent synergistic properties which cannot be expected from their individual properties. It has been found that it has an effect and exhibits a high herbicidal effect at a lower dose, and has completed the present invention based on this finding.

That is, the present invention has the general formula [I]

[Chemical 4] [In the formula, A is the following formula (a)

Embedded image (However, Z represents an oxygen atom or a sulfur atom.) Or Formula (b)

[Chemical 6] (However, X ² represents a methyl group or a fluorine atom, and n is 0.
Indicates an integer of ˜2. ), R ¹ represents a hydrogen atom or a methyl group, and X ¹ represents a fluorine atom or a chlorine atom. ]
And a triazine derivative represented by N '-(4-isopropylphenyl) -N, N-dimethylurea, 1-[(N-methylsulfonyl-N-methylamino) -sulfonyl] -3- (4,6-dimethoxy
-2-Pyrimidinyl) -urea and ethyl-2- [4- (6-chloro
-2- benzoxazolyl-oxy) phenoxy] propionate, and at least two compounds selected from the group consisting of these compounds are provided as an active ingredient.

The herbicidal composition of the present invention comprises a triazine derivative represented by the above general formula [I] and at least two kinds of compounds selected from the group consisting of the above compounds as active ingredients. is there.

In the triazine derivative represented by the above general formula [I], A in the general formula [I] represents the formula (a) or the formula (b) as described above, and more preferably the formula It shows (b). As described above, when A of the general formula [I] represents the formula (b), the general formula [I]
It is particularly preferred that R ¹ therein represents a methyl group. When A in the general formula [I] represents the formula (b), it is particularly preferable that X ¹ in the general formula [I] represents a fluorine atom.

Specific examples of the triazine derivative represented by the above general formula [I] are as follows.

First, the formula

[Chemical 7] 2-amino-4- [1- (benzofuran-
2'-yl) ethylamino] -6- (α-fluoro, α
-Methylethyl) -s-triazine.

Next, the expression

Embedded image 2-amino-4- [1- (benzofuran-
2'-yl) ethylamino] -6- (α-fluoroethyl) -s-triazine.

Also, the formula

[Chemical 9] 2-amino-4- [1- (benzothiophen-2′-yl) ethylamino] -6- (α-fluoro, α-methylethyl) -s-triazine represented by

Further, the formula

[Chemical 10] 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3′-methylphenoxy) represented by
-1-Methyl-ethylamino] -s-triazine may be mentioned.

Then, the formula

[Chemical 11] 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3′-fluorophenoxy) -1-methyl-ethylamino] -s-triazine represented by

Also, the formula

[Chemical 12] 2-amino-4- (α-chloro, α-methylethyl) -6- [2- (3 ′, 5′-dimethylphenoxy) -1-methylethylamino] -s-triazine represented by

Further, the expression

[Chemical 13] 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3 ′, 5′-dimethylphenoxy) -1-methyl-ethylamino] -s-triazine represented by be able to.

In the present invention, among the triazine derivatives represented by the above general formula [I], 2-amino-4- (α-fluoro, α-methylethyl) -6-
[2- (3'-methylphenoxy) -1-methyl-ethylamino] -s-triazine, 2-amino-4- (α-
Fluoro, α-methylethyl) -6- [2- (3′-fluorophenoxy) -1-methyl-ethylamino] -s
-Triazine, 2-amino-4- (α-chloro, α-methylethyl) -6- [2- (3 ', 5'-dimethylphenoxy) -1-methyl-ethylamino] -s-triazine, 2- Amino-4- (α-fluoro, α-methylethyl) -6- [2- (3 ′, 5′-dimethylphenoxy)-
1-Methyl-ethylamino] -s-triazine is preferred, particularly 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3 ′, 5′-dimethylphenoxy) -1-. Most preferred is methyl-ethylamino] -s-triazine.

The triazine derivative represented by the above general formula [I] can be produced by various methods. Among them, an efficient production method is disclosed in International Publication No. WO 90/09378. There are methods described in international patent applications. Details are left to this publication.

The herbicidal composition of the present invention comprises a triazine derivative represented by the above general formula [I] and, as described above, N '-(4-isopropylphenyl) -N, N-dimethylurea, 1 -[(N-Methylsulfonyl-N-methylamino) -sulfonyl] -3- (4,6-dimethoxy-2-pyrimidinyl) -urea and ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy ) Phenoxy] At least two compounds selected from the group consisting of propionate are used as active ingredients.

Here, N '-(4-isopropylphenyl) -N, N-
Dimethylurea (hereinafter referred to as compound B-1) is a herbicide whose generic name is isoproturon. next,
1-[(N-methylsulfonyl-N-methylamino) -sulfonyl] -3- (4,6-dimethoxy-2-pyrimidinyl) -urea (hereinafter referred to as compound B-2) has a general name of amidose. It is a herbicide called lufuron.

Ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy) phenoxy] propionate (hereinafter referred to as compound B-3) is a herbicide whose generic name is phenoxapropethyl. is there. This compound has an optical isomer and may be a racemate or an R isomer. The compound B-3 includes ethyl-1- (2,4-dichlorophenyl) -5-trichloro-methyl-1H-1,2,4-triazole.
-3-Carboxylate (hereinafter referred to as compound C) may be used in combination. The compound C has a general name of fenchlorazole ethyl and is a phytotoxicity reducing agent for the compound B-3.

Compounds B-1 to B-3 and C as described above
Any of the compounds shown as can be obtained by a known production method, or a commercially available compound can be used. First, the compound B-1 has a trade name of Hoegrass (Hoec
hst) is commercially available, and is mainly effective for grass weeds, and is used in grass crops such as wheat and barley. However, the herbicidal effect is not sufficient for broad-leaved weeds such as Scutellaria barbata and Violet. Next, the compound B-2, which is commercially available under the trade name Gratil (manufactured by Procida), is effective for some broadleaf weeds such as Yaemgra and is used in grasses such as wheat and barley. There is. However, it has no effect on grass weeds.

The compound B-3 is effective against grass weeds and is used in broad-leaved crops such as soybean and cotton. However, the herbicidal effect is not sufficient for broadleaf weeds. On the other hand, although it cannot be used for grasses because it causes phytotoxicity, it can be used for wheat, which is a grass, by using the phytotoxicity-reducing agent represented by the above compound C. A mixture of the compound B-3 herbicide and the compound C phytotoxicity reducing agent is commercially available under the trade name Cheetah (Hoe
chst)).

The herbicidal composition of the present invention comprises the triazine derivative represented by the general formula [I] and the compound B-
1, B-2 and B-3 are contained as an active ingredient, and the triazine derivative represented by the general formula [I] is 2-amino-4. -(Α-Fluoro, α-methylethyl) -6-
[2- (3'-methylphenoxy) -1-methyl-ethylamino] -s-triazine, 2-amino-4- (α-
Fluoro, α-methylethyl) -6- [2- (3′-fluorophenoxy) -1-methyl-ethylamino] -s
-Triazine, 2-amino-4- (α-chloro, α-methylethyl) -6- [2- (3 ', 5'-dimethylphenoxy) -1-methyl-ethylamino] -s-triazine, 2- Amino-4- (α-fluoro, α-methylethyl) -6- [2- (3 ′, 5′-dimethylphenoxy)-
1-methyl-ethylamino] -s-triazine,
Compounds to be added to the triazine derivative represented by the general formula [I] are N '-(4-isopropylphenyl) -N, N-dimethylurea (Compound B-1) and ethyl-2- [4- (6 -Chloro
-2-benzoxazolyl-oxy) phenoxy] propionate (Compound B-3), and further ethyl-1- (2,4-
A combination of dichlorophenyl) -5-trichloro-methyl-1H-1,2,4-triazole-3-carboxylate (Compound C) is preferred.

A particularly preferred combination is 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3 ', 5'-) in which the triazine derivative represented by the general formula [I] is used.
Dimethylphenoxy) -1-methyl-ethylamino]-
s-triazine, and the compound to be added to this is N'-
(4-Isopropylphenyl) -N, N-dimethylurea (Compound B-1) and ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy) phenoxy] propionate (Compound B
-3), and further ethyl-1- (2,4-dichlorophenyl) -5-trichloro-methyl-1H-1,2,4-triazole-3-
It is a combination of a carboxylate (Compound C).

The herbicidal composition of the present invention comprises the triazine derivative represented by the general formula [I] and the compound B-
1, B-2 and B-3 are contained as an active ingredient with at least two compounds selected from the group consisting of 1, B-2 and B-3, but the compounding ratio thereof is not particularly limited, and an excellent synergistic effect is obtained in a wide compounding ratio. Is obtained.

As a general formulation example, 0.01 to 500 parts by weight, preferably 0.1 to 500 parts by weight of the compound B-1 is added to 1 part by weight of the triazine derivative represented by the general formula [I].
100 parts by weight, more preferably 1 to 100 parts by weight. Similarly, the compound B-2 is 0.001 to 100 parts by weight, preferably 0.01 to 10 parts by weight, and more preferably 0.05 to 5 parts by weight. Further, the compound B-3 is 0.01 to 50 parts by weight, preferably 0.1 to 10 parts by weight, more preferably 0.2 to 8 parts by weight. The compounding ratio of compound B-3 and compound C is as follows: former: latter = 1:
It is 2 to 10: 1, preferably 1: 1 to 8: 1, and more preferably 2: 1 to 4: 1.

The herbicidal composition of the present invention comprises the triazine derivative represented by the above general formula [I] and the above compound B.
1, at least two compounds selected from the group consisting of B-2 and B-3 are mixed with a liquid carrier such as a solvent or a solid carrier such as a mineral substance to prepare a wettable powder, an emulsion, a flowable agent, It can be used by formulating it into a liquid form or the like. Upon formulation, a surfactant such as an emulsifier, a dispersant, a suspending agent, a penetrant, a stabilizer, and other auxiliary agents may be added, if desired.

When the herbicidal composition of the present invention is used in the form of a wettable powder, it is usually at least 2 selected from the group consisting of the above-mentioned triazine derivative and the above compounds B-1, B-2 and B-3. 1 as a mixture with a compound of one kind as an active ingredient
-75% by weight, preferably 5-55% by weight, solid carrier 20-98% by weight, preferably 40-88% by weight, and surfactant 1-10% by weight, preferably 2-5% by weight.
The composition may be prepared by blending in the proportion of

When used in the form of a flowable agent,
Usually, as an active ingredient, the above-mentioned triazine derivative,
A mixture with at least two compounds selected from the group consisting of the compounds B-1, B-2 and B-3 as an active ingredient is 5 to 70% by weight, preferably 10 to 50% by weight, a solvent (liquid carrier ) 15 to 90% by weight, preferably 35 to
75% by weight and 1% surfactant and other auxiliaries
-30% by weight, preferably 5-15% by weight may be blended for preparation.

Here, a fine powder of a mineral substance is used as the solid carrier. Examples of the fine powder of a mineral substance include oxides such as diatomaceous earth and slaked lime, phosphates such as apatite, and sulfates such as gypsum. , Talc, pyroferrite, clay, kaolin, bentonite, acid clay, white carbon,
Examples thereof include silicates such as quartz powder and silica stone powder.

As the liquid carrier, kerosene, mineral oil,
Paraffinic or naphthenic hydrocarbons such as spindle oil, aromatic hydrocarbons such as benzene, toluene, xylene, chlorinated hydrocarbons such as o-chlorotoluene, trichloromethane, trichloroethylene, cyclohexanol,
Amyl alcohol, alcohol such as ethylene glycol, alcohol ether such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ketone such as isophorone, cyclohexanone, cyclohexenyl-cyclohexanone, ether such as butyl cellosolve, dimethyl ether, methyl ethyl ether,
Examples thereof include esters such as isopropyl acetate, benzyl acetate and methyl phthalate, amides such as dimethylformamide, nitriles such as acetonitrile and propionitrile, sulfoxides such as dimethylsulfoxide, organic solvents such as mixtures thereof, water and the like.

Further, as the surfactant, anionic type (alkylbenzene sulfonate, alkyl sulfonate, lauric acid amide sulfonate, etc.), nonionic type (polyoxyethylene octyl ether, polyethylene glycol laurate, sorbitan alkyl ester) are used. Etc.), cationic type (dimethyllaurylbenzylammonium chloride, laurylamine, stearyltrimethylammonium chloride, etc.) or zwitterionic type (amino acid, betaine, etc.) can be used.

Further, the herbicidal composition of the present invention contains a polymer compound such as sodium alginate, carboxymethylcellulose, carboxyvinyl polymer, arabic gum, hydroxypropylmethylcellulose or the like for the purpose of improving the properties of the preparation and enhancing the herbicidal effect. Auxiliary agents can be used in combination.

Among the herbicidal compositions of the present invention as described above,
The herbicidal composition containing no mixture of the compounds B-3 and C is used for field crops such as wheat, barley and oats, and the herbicidal composition containing the mixture of the compounds B-3 and C is It can be used by treating the wheat with foliage after germination of each weed, and exerts an excellent effect as a highly selective herbicide without phytotoxicity. In addition to annual weeds, it has a high herbicidal effect not only on perennial weeds, but also on weeds in orchards or non-agricultural land (industrial areas, railway sites, roadsides, riverside sites, closed land, etc.). By doing so, it can be used and exhibits an excellent control effect.

The herbicidal composition of the present invention is an active ingredient in an amount of about 0.1 to 5,000 g per 10 ares, preferably 0.5 to 1,00.
About 0 g, more preferably 1 to 500 g is applied.

The herbicidal composition of the present invention can be used in combination with other herbicidal ingredients. Examples of herbicidal components that can be used here include phenoxyacetic acid-based, diphenylether-based, triazine-based, carbamate-based, thiocarbamate-based, acid anilide-based, pyrazole-based, phosphoric acid-based, and sulfonylurea-based herbicides that have been commercially available. , Imidazolinone type, dinitroaniline type, chloroacetamide type, urea type, Beszoic type, bromoxynil,
Examples include ioxynil and the like. Furthermore, the herbicidal composition of the present invention can be mixed with insecticides, fungicides, plant growth regulators, fertilizers, etc., if necessary.

[0037]

EXAMPLES The present invention will now be described with reference to examples. First, the formulation method will be specifically described with reference to formulation examples. In addition, "part" in the following formulation examples means% by weight. As the triazine derivative (Compound A), the compounds shown in Table 1 (Compound Nos. A-1 to A-7) were used, and as the specific compound to be added thereto, the compounds shown in Table 2 (Compound No. B-1, B-2, B-3 and compound No. C) were used.

[0038]

[Table 1]

[0039]

[Table 2]

[0040]

[Table 3]

Formulation Example 1 [Wettable powder] Compound No. A-2 5 parts Compound No. B-1 30 parts Compound No. B-2 2 parts Diatomaceous earth 45 parts White carbon 15 parts Sodium alkylbenzene sulfonate 2 parts Sodium lignin sulfonate 1 part The above components were mixed and uniformly pulverized to obtain 100 parts of a wettable powder.

Formulation Example 2 [Emulsion] Compound No. A-5 10 parts Compound No. B-2 4 parts Compound No. B-3 6 parts Compound No. C 1.5 parts Xylene 38.5 parts Dimethylformamide 20 parts Solpol 2806B 20 parts (manufactured by Toho Chemical Industry, surfactant) The above components were uniformly dissolved and mixed to obtain 100 parts of an emulsion.

Formulation Example 3 [Flowable Agent] Compound No. A-7 5 parts Compound No. B-1 40 parts Compound No. B-3 2 parts Compound No. C 0.5 part Methyl cellulose 0.5 part Colloidal silica 3 parts Sodium lignin sulfonate 2 parts Polyoxyethylene nonylphenyl ether 5 parts Water 42 parts The above mixture is well mixed and dispersed, and the slurry mixture is wet ground to give 100 parts of a stable flowable agent. Got

Formulation Example 4 [Wettable Powder] 97 parts of clay (trade name: Zyklite, manufactured by Zyklite Industry) as a carrier, and alkylaryl sulfonate as a surfactant (trade name: Neoperex, Kao Atlas Co., Ltd.) 1.5 parts) and 1.5 parts of nonionic and anionic surfactants (trade name: Solpol 800A, manufactured by Toho Chemical Industry Co., Ltd.) are uniformly pulverized and mixed to obtain a carrier for a wettable powder. Obtained.

90 parts of this wettable powder carrier and the triazine derivative (Compound Nos. A-1 to A-7) 1 shown in Table 1
0 part or the specific compound shown in Table 2 (Compound N
o. 10 parts of B-1, B-2, B-3 and C) were uniformly pulverized and mixed to obtain a wettable powder. The wettable powder carrier containing the triazine derivative obtained above and a wettable powder carrier containing a specific compound are uniformly mixed in a predetermined amount (active ingredient ratio) to form a wettable powder. Obtained.

Example 1 Field soil was put in a Wagner pot of 1/2000 are and seeded with weed seeds of Wheatgrass, Yaemgra, Frassava, violet and crop seeds of wheat and barley, and after covering with soil,
Grown in a greenhouse, 4 to 5 leaf stages of these weeds and 5 of crops
At the leaf stage, the predetermined amount of the herbicide obtained in Formulation Example 4 above was suspended in water, and sprayed evenly on the foliage at a liquid volume equivalent to 100 liters / 10 ares. Then, the plants were grown in a greenhouse, and on the 30th day after the treatment, crop phytotoxicity and herbicidal effect were evaluated according to the following criteria. The results are shown in Table 3.

[0047]

[Table 4]

[0048]

[Table 5]

[0049]

[Table 6]

The criteria for determining the herbicidal effect in Table 3 are as follows. (Judgment criteria) Degree of herbicidal effect Herbicidal effect (killing rate) 0 Less than 5% (almost no effect) 15-20% 2 20-40% 3 40-70% 4 70-90% 5 90% or more (almost complete) Withered)

However, the above-mentioned herbicidal rate is obtained by the following mathematical formula 1 by measuring the above-ground raw grass weight of the chemical-treated area and the above-ground raw grass weight of the non-treated area.

[0052]

[Equation 1]

The phytotoxicity in Table 3 was evaluated according to the following 6 grades. Degree of phytotoxicity 0 ...... No phytotoxicity to crops 1 ...... No phytotoxicity to crops 2 ...... To some phytotoxicity to crops 3 ...... To phytotoxicity to crops 4 ...... To phytotoxicity to crops Remarkable 5: Almost all crops die

Example 2 [Field Test] A test section having an area of 2 m ² was prepared, and weed seeds of Nosumenoteppo, Yaemgra, Chickweed, Violet, Chamomile, Frassava, and wheat, barley, and oat crop seeds were prepared. Seeded at the same time. After that, the weeds reached the 5-6 leaf stage,
When wheat, barley, and oats reached the 5-leaf stage, the predetermined amount of the diluting solution of the herbicide obtained in Formulation Example 4 above was sprayed uniformly on the foliage at a volume equivalent to 20 liters / 10 ares. Sprayed. Thirty days after spraying the chemicals, the surviving weeds were cut off from the above-ground portion, the amount of raw grass was measured, and the average weeding rate of the 3 plots was calculated by the following mathematical formula 2. Also, with regard to wheat, barley, and oats, the amount of raw grass above ground was measured in the same manner as weeds, and the degree of phytotoxicity (grass control rate) was determined. The results are shown in Table 4.

[0055]

[Equation 2]

[0056]

[Table 7]

Comparative Example 1 The same procedure as in Example 1 was carried out except that any one of the compounds B-1 to B-3 was not used in combination with the compounds B-1 to B-3. The effect was judged.
The results are shown in Table 5.

[0058]

[Table 8]

[0059]

INDUSTRIAL APPLICABILITY The herbicidal composition of the present invention uses a triazine derivative as an active ingredient and at least two compounds selected from the group consisting of the compounds B-1, B-2 and B-3. As a result, a high synergistic effect (herbicidal effect) that cannot be expected from the properties of each of them is exhibited. Further, the herbicidal composition of the present invention shows a high herbicidal effect at a low dose.
Furthermore, the herbicidal composition of the present invention has a wide range of suitable treatment times,
Moreover, it has a wide spectrum of weeding. Further, the herbicidal composition of the present invention has high safety and does not cause phytotoxicity.

Next, the aspect of the present invention is as follows. (1). The triazine derivative represented by the general formula [I], N '-(4-isopropylphenyl) -N, N-dimethylurea, 1-[(N-methylsulfonyl-N-methylamino) -sulfonyl] -3- Effective with at least two compounds selected from the group consisting of (4,6-dimethoxy-2-pyrimidinyl) -urea and ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy) phenoxy] propionate A herbicide composition as an ingredient.

(2). Ethyl-2- [4- (6-, which is a compound to be added to the triazine derivative represented by the general formula [I].
Chloro-2-benzoxazolyl-oxy) phenoxy] propionate and ethyl-1- (2,4-dichlorophenyl) -5-trichloro-methyl-1H-1,2,4-triazole-3-carboxylate, which is a phytotoxicity-reducing agent And the herbicide composition according to (1) above.

(3). The compound to be added to the triazine derivative represented by the general formula [I] is N '-(4-isopropylphenyl) -N, N-dimethylurea and ethyl-2- [4- (6-chloro-2-benzoxazolyl). -Oxy) phenoxy] propionate, the herbicidal composition according to the above (1).

(4). As the triazine derivative represented by the general formula [I], a herbicide composition according to the above (1), wherein A in the general formula [I] is represented by the formula (b) is used.

(5). The triazine derivative represented by the general formula [I] is 2-amino-4- (α-fluoro,
α-Methylethyl) -6- [2- (3′-methylphenoxy) -1-methyl-ethylamino] -s-triazine, 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3'-fluorophenoxy) -1-
Methyl-ethylamino] -s-triazine, 2-amino-4- (α-chloro, α-methylethyl) -6- [2-
(3 ′, 5′-Dimethylphenoxy) -1-methyl-ethylamino] -s-triazine or 2-amino-4- (α
-Fluoro, α-methylethyl) -6- [2- (3 ',
5'-Dimethylphenoxy) -1-methyl-ethylamino] -s-triazine, The herbicidal composition as described in (1) above.

(6). The triazine derivative represented by the general formula [I] is 2-amino-4- (α-fluoro,
α-Methylethyl) -6- [2- (3′-methylphenoxy) -1-methyl-ethylamino] -s-triazine, 2-amino-4- (α-fluoro, α-methylethyl) -6- [2- (3'-fluorophenoxy) -1-
Methyl-ethylamino] -s-triazine, 2-amino-4- (α-chloro, α-methylethyl) -6- [2-
(3 ′, 5′-Dimethylphenoxy) -1-methyl-ethylamino] -s-triazine or 2-amino-4- (α
-Fluoro, α-methylethyl) -6- [2- (3 ',
5′-dimethylphenoxy) -1-methyl-ethylamino] -s-triazine, and the above general formula [I]
The compound to be added to the triazine derivative represented by
The herbicidal composition according to (1) above, which is-(4-isopropylphenyl) -N, N-dimethylurea and ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy) phenoxy] propionate.

(7). The triazine derivative represented by the general formula [I] is 2-amino-4- (α-fluoro,
α-methylethyl) -6- [2- (3 ′, 5′-dimethylphenoxy) -1-methyl-ethylamino] -s-triazine, which is a triazine derivative represented by the above general formula [I]. The above (1), wherein the compound to be blended is N '-(4-isopropylphenyl) -N, N-dimethylurea and ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy) phenoxy] propionate Herbicide composition.

(8). With respect to 1 part by weight of the triazine derivative represented by the general formula [I], the compound B-1 was added in an amount of 0.
The herbicidal composition according to (1) above, which is blended in a proportion of 01 to 500 parts by weight.

(9). With respect to 1 part by weight of the triazine derivative represented by the general formula [I], the compound B-2 was added in an amount of 0.
001 to 100 parts by weight (1)
The herbicidal composition described.

(10). The compound (B-3) is blended in an amount of 0.01 to 50 parts by weight with respect to 1 part by weight of the triazine derivative represented by the general formula (I).
The herbicidal composition described.

(11). The herbicidal composition according to (1) above, wherein the compounding ratio of the compound B-3 to the compound C to be compounded with the triazine derivative represented by the general formula [I] is the former: the latter = 1: 2 to 10: 1.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Office reference number FI technical display area A01N 47:36) (A01N 43/68 43:76) (A01N 43/68 43:76 43: 653 ) (A01N 43/68 47:30 43:76)

Claims (3)

[Claims] 1. A compound of the general formula [I] [Wherein A is the following formula (a): (However, Z represents an oxygen atom or a sulfur atom.) Or the formula (b): (However, X ² represents a methyl group or a fluorine atom, and n is 0.
Indicates an integer of ˜2. ), R ¹ represents a hydrogen atom or a methyl group, and X ¹ represents a fluorine atom or a chlorine atom. ]
And a triazine derivative represented by N '-(4-isopropylphenyl) -N, N-dimethylurea, 1-[(N-methylsulfonyl-N-methylamino) -sulfonyl] -3- (4,6-dimethoxy
-2-Pyrimidinyl) -urea and ethyl-2- [4- (6-chloro
-2-benzoxazolyl-oxy) phenoxy] A herbicidal composition containing, as an active ingredient, at least two compounds selected from the group consisting of propionate. 2. Ethyl-2- [4- (6-chloro-2-, which is a compound to be added to the triazine derivative represented by the general formula [I].
Benzoxazolyl-oxy) phenoxy] propionate and phytotoxicity reducing agent ethyl-1- (2,4-dichlorophenyl) -5-trichloro-methyl-1H-1,2,4-triazole-3-
The herbicidal composition according to claim 1, which is used in combination with a carboxylate. 3. A compound to be mixed with the triazine derivative represented by the general formula [1] is N ′-(4-isopropylphenyl)-
The herbicidal composition according to claim 1, which is N, N-dimethylurea and ethyl-2- [4- (6-chloro-2-benzoxazolyl-oxy) phenoxy] propionate.