JP2001131010A - Herbicide composition and its use method - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a herbicide composition having excellent quick effect and exhibiting remarkable herbicidal effect at a low rate of application. SOLUTION: The herbicide composition contains one or mere compounds selected from light-demanding herbicidal compounds and one or more compounds selected from organic phosphorus herbicidal compounds. The composition further contains an ethylenediamine alkoxylate and an alcohol alkoxylate as surfactants.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a herbicidal composition having a rapid action, an improved effect and a long-term formulation stability.

[0002]

2. Description of the Related Art Among light-requiring herbicidal compounds represented by the general formula (I), 3-substituted phenylpyrazole derivatives represented by the general formula (I-1) are disclosed in JP-A-3-16363. It is a known compound described in JP-A-4-211065 and described as a compound having excellent herbicidal activity on broadleaf weeds, which are harmful weeds in field cultivation, as a foliar treatment herbicide. It is known that many compounds whose overall chemical structure and relative arrangement of substituents are similar to the chemical structure of general formula (I-1) show similar herbicidal activities as photorequired or proxe-inhibiting herbicides. (Anderson et al., ACS Sym
posium Series, Vol.559, Porphric Pesticides, SO
Duke and ca Robeiz eds. P.18-34 (1994)). or,
It is known that these light-demanding herbicides can be imparted with a herbicide resistance by introducing a specific gene into a plant (International Patent Application Publication WO
98/29554).

On the other hand, organic phosphorus herbicidal compounds such as N
-(Phosphonomethyl) glycine or a salt thereof is disclosed in
-39538 and 57-95994,
4- [Hydroxy (methyl) phosphino] -DL-homoalanine or a salt thereof is disclosed in JP-A-57-26564 and disclosed in Japanese Patent Application Laid-Open No. Sho 57-26564, 4- [hydroxy (methyl) phosphino] -L-homoalanyl-L-alanyl-L-alanine or a salt thereof. The salt is a compound known as a non-selective herbicide for foliage treatment described in JP-A-50-23282.

[0004] Further, Japanese Patent Application Laid-Open No. 7-242510 discloses 3-
Herbicidal compositions containing a substituted phenylpyrazole derivative and an organophosphorus herbicide are described. Also, Wee
d Sci. Soc. 25, (1977), p. 275-287 reports the adjuvant effect of alcohol alkoxylates on N- (phosphonomethyl) glycine. However, a sufficient adjuvant effect is not obtained, and it is difficult to be compatible with an aqueous solution of N- (phosphonomethyl) glycine. was there.

[0005]

SUMMARY OF THE INVENTION In a herbicidal composition containing a light-requiring herbicidally active compound, particularly a 3-substituted phenylpyrazole derivative represented by the general formula (I-1) and an organic phosphorus herbicidal compound, It has been desired to further improve the herbicidal effect and the immediate effect.

[0006]

Means for Solving the Problems The present inventors have made intensive studies to solve the above-mentioned problems, and as a result, one or more compounds selected from light-demanding herbicidally active compounds, particularly, a compound represented by the general formula ( In a herbicide composition containing one or more compounds selected from 3-substituted phenylpyrazole derivatives represented by I-1) and an organic phosphorus-based herbicidal compound as an active ingredient, ethylenediamine is used as a surfactant. By adding the alkoxylates and the alcohol alkoxylates, it was found that a synergistic effect resulted in an extremely rapid action and an improved effect, and that a long-term stable herbicide composition was obtained. It has been completed.

The present invention comprises as active ingredients one or more compounds selected from light demanding herbicidal compounds and one or more compounds selected from organophosphorus herbicidal compounds. In the herbicidal composition, the present invention relates to a herbicidal composition containing an ethylenediamine alkoxylate and an alcohol alkoxylate as a surfactant and a method of using the same, and specifically relates to a general formula (I) PQ (I) [formula in, P is P ¹ ~P ⁹

[0008]

Embedded image ^{(Wherein, X 1, Y, Y 1} , Y 2, R 3, R 4, R 5 and R ⁶ are shown later.) Represents a group selected from, Q is Q ¹ to Q ¹¹

[0009]

Embedded image(Where R¹Is (C₁-C₆) Represents an alkyl group;^TwoIs hydrogen
Atom, (C₁-C₆) Alkyl group or halo (C₁-C₆) Alkyl group
And R^ThreeIs (C₁-C₆) Alkyl group, halo (C₁-C₆) Al
Kill group, (C_Three-C₆) Cycloalkyl group, (C_Two-C₆) Alkenyl
Or (C_Two-C ₆) Represents an alkynyl group;^FourIs a hydrogen atom
Or (C₁-C₆) Represents an alkyl group;^FiveIs a hydrogen atom, (C₁
-C₆) Alkyl group, halo (C₁-C₆) Alkyl group, (C_Two-C₆A)
Lucenyl group or (C_Two-C₆) Represents an alkynyl group;⁶Is
(C₁-C₆) Alkyl group, (C_Two-C₆) Alkenyl group or (C_Two-C₆)
 X represents an alkynyl group;¹And X^TwoAre the same or different
Y represents -O-, -S-,-
SO- or -SO_Two-, Y¹ Is -O- or -S-
And Y^Two Represents -O-, -S- or -NH-, and n
Represents an integer of 0 or 1. Select from compounds represented by)
One or more compounds,

General formula (I-1)

Embedded image Wherein R is -Y ¹ -R ³ (wherein R ³ is a (C ₁ -C ₆ ) alkyl group, a halo (C ₁ -C ₆ ) alkyl group, a (C ₂ -C ₆ ) alkenyl group or (C ₂ -C ₆ ) represents an alkynyl group, and Y ₁ represents —O— or —S
Indicates-. ), -Y ² CH (R ⁴ ) CO-OR ⁵ (wherein R ⁴ represents a hydrogen atom or a (C ₁ -C ₆ ) alkyl group, R ⁵ represents a hydrogen atom,
(C ₁ -C ₆ ) alkyl group, halo (C ₁ -C ₆ ) alkyl group, (C ₂ -C ₆ )
An alkenyl group or a (C ₂ -C ₆₎ alkynyl group, Y ²
Represents -O-, -S- or -NH-. ), -COOCH (R ⁴ )
CO-Y ¹ R ⁵ (wherein, R ⁴ , R ⁵ and Y ¹ are as defined above)
Or -COOR ⁶ (wherein R ⁶ is a (C ₁ -C ₆ ) alkyl group, (C _2-
C ₆ ) represents an alkenyl group or (C ₂ -C ₆ ) alkynyl group. )
Indicates that

[0011] R ¹ represents a (C ₁ -C ₆₎ alkyl group, R ² represents a hydrogen atom, (C ₁ -C ₆₎ alkyl or halo (C ₁ -C ₆₎ alkyl group, X ¹ and X ² represents a halogen atom which may be the same or different, Y represents —O—, —S—, —SO— or —SO ₂ —, and n represents an integer of 0 to 1. Herbicides comprising as active ingredients one or more compounds selected from 3-substituted phenylpyrazole derivatives and one or more compounds selected from organophosphorus herbicidal compounds The composition relates to a herbicide composition containing ethylenediamine alkoxylates and alcohol alkoxylates as surfactants.

In the present invention, in each substituent of the general formula (I) or the general formula (I-1), a (C ₁ -C ₆ ) alkyl group is, for example, a methyl group, an ethyl group, an n-propyl group, an i- Propyl, n-butyl, i-butyl, s-butyl, t-butyl, n-
A linear or branched alkyl group having 1 to 6 carbon atoms such as a pentyl group or an n-hexyl group, and a halo (C ₁ -C ₆ ) alkyl group is a chlorine atom, a fluorine atom, an iodine atom and a bromine atom Represents a linear or branched alkyl group having 1 to 6 carbon atoms and substituted by one or more halogen atoms which may be the same or different and selected from among (C ₂ -C ₆ ) alkenyl groups It represents a linear or branched alkenyl group having 2 to 6 atoms, and a (C ₂ -C ₆ ) alkynyl group represents a linear or branched alkynyl group having 2 to 6 carbon atoms.

The light-requiring herbicidal compounds of the present invention include:
For example, (1). 3- (4-chloro-5- (cyclopentyloxy) -2-fluorophenyl) -5-isopropylidene-1,3-oxazolidinedione (generic name: pentoxazone) (2). Pentyl [2-chloro-5- (cyclohex-
1-ene-1,2-dicarboximide) -4-fluorophenoxy] acetate (generic name: full microlacpentyl) (3). 7-fluoro-6-[(3,4,5,6-tetrahydro) phthalimide] -4- (2-propynyl)-
1,4-benzoxazin-3 (2H) -one (generic name: flumioxazine) (4). Ethyl (RS) -2-chloro-3- [2-chloro-5- (4-fluoromethyl-4,5-dihydro-3
-Methyl-5-oxo-1H-1,2,4-triazol-1-yl) -4-fluorophenyl] propionate (generic name: carfentrazone-ethyl) (5). 2 ′, 4′-Dichloro-5 ′-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl) methanesulfonanilide (general (Sulfentrazone) (6). 2- (2,4-dichloro-5-propyn-2-
Yloxyphenyl) -5,6,7,8-tetrahydro-1,2,4-triazolo [4,3-a] pyridine-3
(2H) -one (generic name: azaphenidin) (7). 5-tert-butyl-3- [2,4-dichloro-5- (propyn-2-yloxy) phenyl]-
1,3,4-oxadiazole (generic name: oxadialgyl) (8). 5-tert-butyl-3- (2,4-dichloro-5-isopropoxyphenyl) -1,3,4-oxadiazol-2 (3H) -one (generic name: oxadiazon) (9). Methyl [2-chloro-4-fluoro-5-
(5,6,7,8-tetrahydro-3-oxo-1H,
Compounds such as 3H- [1,3,4] thiadiazolo [3,4-a] pyridazine-1-ylideneamino) phenylthio] acetate (generic name: furthiacet-methyl) are exemplified. Are known diphenyl ether compounds such as nitrophen (generic name), bifenox (generic name), oxyfluorfen (generic name), acifluorfen (generic name), fomesurfen (generic name) A 3-substituted phenylpyrazole derivative represented by the formula (I-1) can be exemplified.

General formula (I-1)

Embedded image

[0015]

[0016]

[0017]

[0018]

Preferred examples of the 3-substituted phenylpyrazole derivative represented by the general formula (I-1) of the present invention include:
Compound No. 19 can be mentioned. on the other hand,
The organophosphorus herbicidal compound used in the present invention includes N- (phosphonomethyl) glycine or a salt thereof such as N- (phosphonomethyl) glycine.
-(Phosphonomethyl) glycine isopropylamine salt (hereinafter, referred to as compound A) or ammonium salt or N- (phosphonomethyl) glycine trimethylsulfonium salt (hereinafter, referred to as compound B), 4- [hydroxy (methyl) phosphino] -DL- Examples of homoalanine or a salt thereof include 4- [hydroxy (methyl) phosphino] -DL-homoalanine ammonium salt (hereinafter, referred to as compound C), 4- [hydroxy (methyl) phosphino] -L-homoalanyl-L-alanyl. Examples of -L-alanine or a salt thereof include 4- [hydroxy (methyl) phosphino] -L-homoalanyl-L-alanyl-
L-alanine sodium salt (hereinafter, referred to as compound D)
And the like. Preferred compounds are N-
(Phosphonomethyl) glycine isopropylamine salt.

The ethylenediamine alkoxylates used as a surfactant in the present invention include those represented by the general formula (II)

Embedded image (Wherein, Eo is -O-CH ₂ CH ₂ - indicates, Po is -
_{O-CH (CH 3) CH} 2 - shows a, a, b, d, e ,
f, g, h and i represent the same or different integers from 1 to 20. ) Is used, and preferable examples thereof include Teric 170 (manufactured by Huntsman) and Teric 173 (manufactured by Huntsman). These ethylene diamine alkoxy chelates may be used alone or in combination of two or more. Can be used.

As the alcohol alkoxylates, general formula (III) C _k H _{2k + 1} -O- (Eo) j (Po) l-OH (III) (where Eo is -O-CH ₂ CH _2- , Po is-
_{O-CH (CH 3) CH} 2 -, j, k and l is an integer of the same or different and may be 1 to 20. The compounds represented by the following formulas are preferably used, for example, Neugen ET-165 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), Adecitol SO-135 (manufactured by Asahi Denka Co., Ltd.), Neugen ET-1
15 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), NK (New Calgen) -D-1107S (manufactured by Takemoto Yushi Co., Ltd.), Lutensol T08 (manufactured by BSF), TO-347
(Manufactured by Nippon Emulsifier Co., Ltd.), etc., and one or more of these alcohol alkoxylates can be selected and used.

The compounding ratio of each component in the herbicidal composition of the present invention is such that 0.01 to 10.0 parts by weight, preferably 0.1 parts by weight, of the photoreactive herbicidally active compound is contained in 100 parts by weight of the herbicidal composition. To 2.0 parts by weight, and 1.0 to 60.0 parts by weight of the organic phosphorus-based herbicidal compound, preferably 5.0 to 40.
0 parts by weight of ethylenediamine alkoxylate in 0.1 part by weight.
1 to 25 parts by weight, preferably 10 to 25 parts by weight and 0.1 to 15.0 parts by weight of alcohol alkoxylates,
Preferably, it may be present in the range of 0.1 to 5.0 parts by weight.

When the herbicidal composition of the present invention is used, it may be used by formulating it into an appropriate dosage form according to the purpose according to a conventional method for agricultural chemicals. For example, a solid carrier, a liquid carrier, and the like, if necessary, mixed with an auxiliary agent or the like to prepare a suspension such as an active ingredient in the form of fine suspended particles, a wettable powder, a wettable powder, etc. Just use it. Further, in the present invention, the surfactant used in the present invention is used in an amount of 0.1 to 99.0 parts by weight, preferably 25.0 parts by weight, based on 1 part by weight of the light demanding herbicidally active compound represented by the general formula (I). An emulsion containing ７５75.0 parts by weight and a commercially available pharmaceutical composition containing an organic phosphorus-based herbicidal compound as an active ingredient can be mixed and used at the time of preparing a spray drug solution.

Also, a finely pulverized herbicidally active compound represented by the general formula (I) containing no surfactant is used.
When a suspending agent or a water dispersible granule containing 10 parts by weight and 1 to 50 parts by weight of an organophosphorus herbicidal compound as an active ingredient is used, the surfactant used in the present invention is represented by the general formula (I)
1 to 1 part by weight of the light demanding herbicidally active compound represented by
It can also be separately mixed and dissolved at the time of preparing a spray chemical solution at a ratio of 0 to 90 parts by weight and used.

[0025]

The present invention will be described in more detail with reference to the following Examples and Test Examples, which by no means limit the present invention. In Examples, “parts” means “parts by weight”. (Base) Compound No. 19 40.0 parts Neocol YSK (Daiichi Kogyo Seiyaku) 1.0 part Solpol 7425 (Toho Chemical Industry) 3.0 parts Propylene glycol 3.0 parts Silicon KM-73 (Shin-Etsu Chemical) 0.5 parts Proxel GXL (manufactured by Zeneca Japan) 0.1 parts Rhodopol 23 (manufactured by Rhodia Nika) 0.02 parts Water balance ──────────────────── ──────────────── 100 parts in total A mixture of the above composition was finely pulverized with a Dynomill (Bakkofen) filled with 0.3 mm ceramic beads (Treceram, Toray Industries, Inc.). A suspension composition containing 40% of compound No. 19, which is fine particles having an average particle diameter of 0.3 μm. Examples 1 to 12 were produced using the above suspension composition as a base.

Example 1 Base of Compound No. 19 (40.0%) 0.41 part Compound A (62.0% aqueous solution) 50.80 parts Teric 170 10.00 parts Neugen ET-165 2.00 parts Propylene glycol 2 .50 parts Soprofol DSS / 7-60 (dispersant: Rhodia Nika) 0.83 parts N-methylpyrrolidone (solvent) 0.15 parts Silicone KM-73 (antifoaming agent) 0.50 parts Proxel GXL (preservative) 0.10 parts Atagel 50 (thickener: manufactured by Neolite Kosan) 10.0 parts Rhodopol 23 (thickener) 0.10 parts Water balance ───────────── ───────────────────── 100.00 parts in total The mixture of the above composition is sufficiently mixed with a mixer such as an auto homomixer (manufactured by Tokushu Kika Co., Ltd.). After mixing, Compound No. 1
A suspension composition containing 0.15% of Compound 9 and 30% of Compound A was prepared.

Examples 2 to 12 The suspending agents were obtained in the same manner as in Example 1 except that the ethylenediamine alkoxylates, alcohol alkoxylates and organophosphorus herbicidal compounds were changed to those shown in Table 2 below. .

[0028]

[0029]

[0030]

Comparative Example 1 A commercially available preparation (glyphosate isopropylamine salt solution) containing Compound A as an active ingredient was used. Comparative Example 2 A composition was obtained in the same manner as in Example 1 except that the ethylene diamine alkoxylate was used and the alkoxy alcoholate was changed from 2 parts to 12 parts. Comparative Example 3 A composition was obtained in the same manner as in Example 1 except that the alkoxy alcoholate was changed and the ethylenediamine alkoxylate was changed from 10 parts to 12 parts.

Test Example 1 In a plastic pot having a diameter of 12 cm, rice pups (Echi
nochloa crus-galli) and fir (Xanthium strumar)
ium) was cultivated, and a chemical solution adjusted to a predetermined amount was sprayed when the 7 leaf stage or more was reached.
After the day, the animals were visually evaluated (0: no herbicidal effect to 100: withering) and evaluated. Table 3 shows the results.

[0033]

[0034]

The light-requiring herbicidal compound, particularly a mixed composition of a 3-substituted phenylpyrazole derivative and an organic phosphorus-based herbicidal compound, is excellent in containing ethylenediaminoalkoxylates and alcohol alkoxylates. Immediate effect of herbicidal effect and improvement of effect were obtained.

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A01N 43/653 A01N 43/653 Z 43/76 43/76 57/20 57/20 GF term (Reference) 4H011 AB01 BA01 BA06 BB06 BB09 BB10 BC03 BC04 BC19 DH03

Claims (11)

[Claims] 1. A compound selected from light-requiring herbicidal compounds.
In a herbicidal composition containing as an active ingredient one or more compounds selected from one or more compounds and two or more compounds and an organic phosphorus-based herbicidal compound, ethylenediamine alkoxylates and alcohol alkoxylates as surfactants A herbicidal composition comprising a class of herbicides. 2. A light-requiring herbicidal compound represented by the formula (I) PQ (I) wherein P is P¹~ P⁹ Embedded image(Where X¹, Y, Y¹, Y^Two, R^Three, R^Four, R^FivePassing
And R⁶Is shown below. ) Represents a group selected from
Q¹~ Q¹¹ Embedded image(Where R¹Is (C₁-C₆) Represents an alkyl group;^TwoIs hydrogen
Atom, (C₁-C₆) Alkyl group or halo (C₁-C₆) Alkyl group
And R^ThreeIs (C₁-C₆) Alkyl group, halo (C₁-C₆) Al
Kill group, (C_Three-C₆) Cycloalkyl group, (C_Two-C₆) Alkenyl
Or (C_Two-C ₆) Represents an alkynyl group;^FourIs a hydrogen atom
Or (C₁-C₆) Represents an alkyl group;^FiveIs a hydrogen atom, (C₁
-C₆) Alkyl group, halo (C₁-C₆) Alkyl group, (C_Two-C₆A)
Lucenyl group or (C_Two-C₆) Represents an alkynyl group;⁶Is
(C₁-C₆) Alkyl group, (C_Two-C₆) Alkenyl group or (C_Two-C₆)
 X represents an alkynyl group;¹And X^TwoAre the same or different
Y represents -O-, -S-,-
SO- or -SO_Two-, Y¹ Is -O- or -S-
And Y^Two Represents -O-, -S- or -NH-, and n
Represents an integer of 0 or 1. ) Is a compound represented by
The herbicidal composition according to claim 1. 3. The light-requiring herbicidal compound represented by the general formula (I-1): Wherein R is -Y ¹ -R ³ (wherein R ³ is a (C ₁ -C ₆ ) alkyl group, a halo (C ₁ -C ₆ ) alkyl group, a (C ₂ -C ₆ ) alkenyl group or (C ₂ -C ₆ ) represents an alkynyl group, and Y ₁ represents —O— or —S
Indicates-. ), -Y ² CH (R ⁴ ) CO-OR ⁵ (wherein R ⁴ represents a hydrogen atom or a (C ₁ -C ₆ ) alkyl group, R ⁵ represents a hydrogen atom,
(C ₁ -C ₆ ) alkyl group, halo (C ₁ -C ₆ ) alkyl group, (C ₂ -C ₆ )
An alkenyl group or a (C ₂ -C ₆₎ alkynyl group, Y ²
Represents -O-, -S- or -NH-. ), -COOCH (R ⁴ )
CO-Y ¹ R ⁵ (wherein, R ⁴ , R ⁵ and Y ¹ are as defined above)
Or -COOR ⁶ (wherein R ⁶ is a (C ₁ -C ₆ ) alkyl group, (C _2-
C ₆ ) represents an alkenyl group or (C ₂ -C ₆ ) alkynyl group. )
R ¹ represents a (C ₁ -C ₆ ) alkyl group, R ² represents a hydrogen atom, a (C ₁ -C ₆ ) alkyl group or a halo (C ₁ -C ₆ ) alkyl group, and X ¹ and X ² represents a halogen atom which may be the same or different, and Y represents -O-, -S-, -SO- or -S
O ₂ - shows a, n represents an integer of 0-1. The herbicidal composition according to claim 1, which is one or more compounds selected from 3-substituted phenylpyrazole derivatives represented by the formula: 4. The method according to claim 1, wherein the organophosphorus herbicidal compound is N- (phosphonomethyl) glycine or a salt thereof, 4- [hydroxy (methyl) phosphino] -DL-homoalanine or a salt thereof,
The herbicidal composition according to claim 1, which is 4- [hydroxy (methyl) phosphino] -L-homoalanyl-L-alanyl-L-alanine or a salt thereof. 5. An ethylenediamine alkoxylate represented by the general formula (II): (Wherein, Eo is -O-CH ₂ CH ₂ - indicates, Po is -
_{O-CH (CH 3) CH} 2 - shows a, a, b, d, e ,
f, g, h and i represent the same or different integers from 1 to 20. The herbicidal composition according to claim 1, which is one or more compounds selected from the compounds represented by the formula (1). 6. The ethylenediamine alkoxylate is an adduct of ethylenediamine and polyoxyethylene, an adduct of ethylenediamine and polyoxypropylene, or an adduct of ethylenediamine with polyoxyethylene and a polyoxypropylene copolymer. Item 6. The herbicidal composition according to Item 5. 7. An alcohol alkoxylate represented by the general formula:
(III) C _k H _{2k + 1} -O- (Eo) j (Po) l-OH (III) (wherein, Eo represents -O-CH ₂ CH _2- , and Po represents-
_{O-CH (CH 3) CH} 2 -, j, k and l is an integer of the same or different and may be 1 to 20. The herbicidal composition according to claim 1, which is one or more compounds selected from the compounds represented by the formula (1). 8. An alcohol alkoxylate comprising a primary alcohol ethoxylate, a primary alcohol propoxylate, a primary alcohol ethoxylate propoxylate, a secondary alcohol ethoxylate, a secondary alcohol propoxylate, a secondary alcohol ethoxylate propoxylate, The herbicidal composition according to claim 7, which is one or a mixture of two or more selected from tertiary alcohol ethoxylate, tertiary alcohol propoxylate, and tertiary alcohol ethoxylate propoxylate. 9. 100 parts by weight of a herbicidal composition, 0.01 to 10 parts by weight of one or more compounds selected from light-requiring herbicidal compounds, and 1 to 10 parts by weight of an organic phosphorus herbicidal compound.
６０60 parts by weight, ethylenediamine alkylate is 0.1%.
The herbicidal composition according to any one of claims 1 to 8, comprising 1 to 25 parts by weight and 0.1 to 15 parts by weight of alcohol alkoxylates. 10. The herbicidal composition according to claim 1, wherein the herbicidal composition is a suspension, a water-dispersible granule or an aqueous preparation. 11. A herbicide composition characterized by treating a target weed or soil with an effective amount of the herbicide composition according to any one of claims 1 to 10 for controlling weeds harmful to crops. How to use things.