WO2003055310A1

WO2003055310A1 - Herbicidal compositions and method of using the same

Info

Publication number: WO2003055310A1
Application number: PCT/JP2002/013452
Authority: WO
Inventors: Miyako Aoki; Kuniaki Kondoh; Tsutomu Mabuchi; Isao Ishimura
Original assignee: Nihon Nohyaku Co., Ltd.
Priority date: 2001-12-25
Filing date: 2002-12-24
Publication date: 2003-07-10
Also published as: AU2002354272A1

Abstract

It is intended to provide non-selective herbicides which show an improved herbicidal activity at a lower dose and an elevated immediate action. Namely, herbicidal compositions which contain, as the active ingredients, one or more compounds selected from among light-requiring herbicidal compounds and one or more compounds selected from among hormone-based herbicides, and show a highly excellent immediate action, an improved herbicidal activity and a prolonged and stable herbicidal effect owing to the synergistic effects of these ingredients; and a method of using the same.

Description

Description Herbicidal composition and method of use

The present invention is effective for one or more compounds selected from light-demanding herbicidal compounds as the first component and one or more compounds selected from hormonal herbicides as the second component. One or two selected from non-selective herbicidal compositions with fast-acting, synergistically enhanced effects, their use, and light-demanding herbicidal compounds characterized by being contained as components A non-selective herbicidal method with a synergistic effect, comprising treating an effective amount of one or more compounds selected from the above compounds and hormonal herbicides to a target weed. is there.

Background art

Of the light-requiring herbicidal compounds represented by the general formula (I), pyraflufenethyl is a known compound and has an excellent herbicidal activity as a foliar treatment herbicide against broadleaf weeds, which are harmful weeds in field cultivation. It is described as a compound. (For example, see Patent Documents 1 and 2.)

It is also known that many compounds whose overall chemical structures and relative positions of substituents are similar to those of pyraflufenethyl are similar in herbicidal activity to photoreactive herbicides. (See, for example, Non-Patent Document 1.) It is also known that resistance to herbicides can be imparted to these light-demanding herbicides by introducing a specific gene into a plant. (For example, refer to Patent Document 3 etc.). On the other hand, as the second component, a hormonal herbicide, for example, 2,4-dichlorophenoxyacetic acid is a compound known as a field-acting herbicide. (For example, see Non-Patent Document 2, etc.)

Further, an organic phosphorus herbicide that can be contained as the third component, for example, N- (phosphonomethyl) glycine or a salt thereof (see, for example, Patent Documents 4 and 5), 41- [hydroxy (methyl) phosphinyl] _ DL-homoalanine or a salt thereof (see, for example, Patent Document 6), [hydroxy (methyl) phosphinyl] —L-Homoaralanyl-L-aralanyl-L-alanine or a salt thereof (see, for example, Patent Document 7) is a compound known as a non-selective herbicide for foliage treatment.

Further, a herbicidal composition containing a 3-substituted furubirazole derivative and an organophosphorus herbicidal conjugate (see, for example, Patent Document 8), a 3-substituted furubirazole derivative and a fuunoxy fatty acid compound are used. Field-containing herbicidal compositions (for example, see Patent Document 9) and the like are known.

The following are mentioned as the above-mentioned patent documents.

Patent Document 1: JP-A-3-163063

Patent Document 2: JP-A-4-21 1085

Patent Document 3: International Patent Application Publication No. WO 98/29554

Patent Document 4: JP-A-47-39538

Patent Document 5: JP-A-57-98994

Patent Document 6: JP-A-57-26564

Patent Document 7: JP-A-50-23282

Patent document 8: JP-A-7-242510

Patent Document 9: Japanese Patent Application Laid-Open No. 7-173014

The following are non-patent documents.

Non-Patent Document l: Anderson, eta 1., AC Ss ymp os 1 um Series, Vol. Oo 9, Porphyr ic Pestlcides, SO Du keand CA Ro beizeds. P. 18-64 (1994)

Non-patent document 2: The 'ぺ Stideside' manual (The First Edition, First Edition, pages 323 to 327)

Non-selective herbicides are used in various fields. That is, weed control in various orchards, weed control before cultivation or sowing of paddy fields and fields, weed control along roads and railway tracks, or industrial land. For herbicides used in such situations, lower cost herbicide work has been desired, that is, for herbicides, improvement in herbicidal activity at lower doses has been desired. In addition, especially in the control of weeds before cultivation or sowing of paddy fields and fields, it is necessary to improve the working efficiency and to achieve a more rapid effect. There is a high demand for non-selective herbicides.

Disclosure of the invention

The present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, one or more compounds selected from light-requiring herbicidal compounds, in particular, carfentrazone-ethyl, flumioxazine Or one or more compounds selected from pyraflufen monoethyl and one or more compounds selected from hormonal herbicides, particularly 2,4-dichlorophenoxyacetic acid, salts thereof, or the like. By containing an ester derivative as an active ingredient, the synergistic effect of the ester derivative results in an extremely rapid action and an improved herbicidal effect, and a high control effect even on weed species that were difficult to control alone. The present invention has been found to exhibit a long-term and stable controlling effect, and has completed the present invention.

The present invention relates to a herbicidal composition containing, as active ingredients, one or more compounds selected from light-requiring herbicidal compounds and one or more compounds selected from hormonal herbicides. And its use and efficient non-selective weeding by synergistic effects. Specifically, the light-requiring herbicidal compound is represented by the general formula (I): P-Q (I)

(Where P is P ¹ ? ¹⁰

p9 p, 1'0

(Wherein, R ³ is (CI- C ₆₎ alkyl groups, halo (Ji - C ₆₎ alkyl groups, (C ₂ -C ₆₎ alkenyl or (C ₂ - shows the C ₆₎ alkynyl, R ⁴ Represents a hydrogen atom, a halogen atom or a (C j — Ce) alkyl group, and R ⁵ represents a hydrogen atom, a (C! -C ₆ ) alkyl group, a nodro (di-C ₆ ) alkyl group, a (C ₂ — C ₆ ) an alkenyl group or a (C ₂ —C ₆ ) alkynyl group, and R ⁶ represents a (Ci—C ₆ ) alkyl group, a (C ₂ —C ₆ ) alkenyl group or a (C ₂ —C ₆ ) alkynyl group. R ⁷ represents a hydrogen atom, a halogen atom or a (C) ^ — C ₆ ) alkyl group, X ¹ represents a hydrogen atom or a halogen atom, and Y represents one O—, —S—, —SO— or one represents so ₂ _, Y ¹ represents one O— or one S—, and Y ² represents one 0—, one S—, one NH— or _CH _2. )

Where Q is Q ¹ ^) ^{1 2}

Q ³ Q ⁷ Q ⁸

(Wherein, R ¹ represents a (Ci—C ₆ ) alkyl group, R represents a hydrogen atom, a (C—C ₆ ) alkyl group or a halo (Ci—Ce) alkyl group, and R ⁸ represents a hydrogen atom or ( indicates cj-Cg) alkyl group, X ² represents a halogen atom, Y one O-, one S-, one SO- or _S0 ₂ - shows a, n represents an integer of 0 or 1)].

(Wherein, R ¹ R ² , R °, X ² , Y and n are the same as above.)]

Characterized in that it comprises, as active ingredients, one or more compounds selected from the compounds represented by and one or more compounds selected from hormonal herbicides, Non-selective herbicidal compositions whose effects are synergistically enhanced, their use, and one or more compounds selected from light-requiring herbicidal compounds and one or more selected from hormonal herbicides The present invention relates to a fast and non-selective herbicidal method with a synergistic effect, which comprises applying effective amounts of two or more compounds to a target weed.

Further, they have found that a further synergistic effect can be obtained by adding an organic phosphorus herbicide to the third component. Controlling weeds that are difficult to control alone by controlling the dose of each active ingredient by mixing the three active ingredients at the same time or, if necessary, treating them separately before and after The technology that can do it has been established. In addition, the surfactant used in the formulation is not limited, but it has been found that a good weed control effect can be obtained by adding alkenyl alcohol alkoxylates and alkyl alcohol alkoxylates.

With the herbicidal composition of the present invention, many kinds of weeds can be quickly and efficiently treated for a long period of time, including weed species that have been difficult to control with each drug alone with active ingredients having a lower dose than before, and for a long time. Can be continuously controlled over

MODES FOR CARRYING OUT THE INVENTION

In each substituent of the general formula (I) of the present invention, the (di-c ₆ ) alkyl group is, for example, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group. Halo (Ci-Cg) represents a straight-chain or branched alkyl group having 1 to 6 carbon atoms, such as an alkyl group, s-butyl group, t-butyl group, n-pentyl group, n-hexyl group, etc. The alkyl group may be the same or different and may be selected from a chlorine atom, a fluorine atom, an iodine atom and a bromine atom, and may be linear or branched and has 1 to 6 carbon atoms and is substituted with one or more halogen atoms. An (C ₂ -C ₆ ) alkenyl group represents a linear or branched alkenyl group having 2 to 6 carbon atoms, and a (C ₂ -C ₆ ) alkynyl group represents a C ₂ -C ₆ alkynyl group. 6 represents a linear or branched alkynyl group.

The light-requiring herbicidal compound that can be used as the first component in the herbicidal composition of the present invention includes, for example,

(1). N— [4-chloro-2-1-funoleo-5- (1-methinole-prop-1--2-yloxy) phenyl 3,4,5,6-tetrahydrophthalphthalimide (generic name: fenolemipropine) )

(2). Pentyl = [2_ 1-cyclohexene 5_ (cyclohex-1-ene-1,2-dicarboxyimide) 14-fluorophenoxy] Acetate (generic name: Fulmic® )

(3). N- (7-Fluoro-3,4-dihydro-1--3-oxo-1-prop-1--2-ininole-2ϋ-1,4-benzoxazine-1-6-yl) cyclohex-1-ene — 1,2-dicarboxamide (generic name: flumioxazine)

(4) .ethyl = (RS) 1-2-1-3-[2-1-5-(4-difluoromethyl 1, 4, 5-dihydro 3--methyl-1-5-oxo 1 1--1, 2 , Four- Triazol-1-yl) -4-fluorophenyl] propionate (generic name: Kinofenfentrazone monoethynole)

(5).,, 4'-Dichloro-5,1- (4-diphnoreolomethyl-1, 4-, 5-dihydro-3--3-methyl -5-oxo-1 dd-1,2,4-triazole-1 f ) Methanesulfonylanilide (generic name: sulfentrazone)

(6). 2- (2,4-dichloro-15-prop-2-fluorophenyl) -1,6,7,8-tetrahydro-1,2,4-triazolo [4,3-a] pyridine-13 (2H) — ON (generic name: azafuenedine)

(7) · Methyl [2-chloro-1-4-fluoro-5- (tetrahydro-3-oxo-one-day, 3H- [1,3,4] thiadiazolo [3,4-a] pyridazine-1- Iridenamino) fenylthio] acetate (generic name: furthiacet-methyl)

(8). 6— [(3Z _)-6,7-dihydro-4,4-dimethyl-3,5H-pyrrolide [2,1-c) [1,2,4] thiadiazole-1 7-ylidenamino] — 7—Fluoro-4- (2-propyninole)-2 H-1, 4-benzobenzoxazine-1 3 (4H) —one (generic name: thidiadimine)

(9). 5-tert-butyl-1-3- (2,4-dichloro-1-5-propoxyphenyl) _1,3,4-oxazinediazolin-1-one (generic name: oxadiazon)

(10). 5-tert-butyl-1- (2,4-dichloro-5- (prop-2-ynyloxy) phenyl) —1,3,4-oxaziazol—2 (3H) -one (generic name : Oxadialgyl)

(1 1). Ethinole (Z) — 2—black mouth 3— [2—black mouth 1— (cyclohex-1-ene-1,1,2-dicarboxyimido) phenyl] atelylate ( Generic name: Sinidon-Echil)

(1 2). 1-(aryloxycarbonyl) 1-1 -methylethyl 2-chloro-5-[1, 2,3,6-tetrahydro 3 -methyl-2,6-dioxo 4-

(Trifluoromethyl) pyrimidine-1-yl] benzoate (generic name: butaphenacyl) (13) Ethyl = 2-chloro-5- (4-chloro-5-diphnoleolomethoxy-1-methylvirazole-13-yl) -14-fluorophenoxyacetate (generic name: pyrafenolefen-ethyl)

And the like. Especially preferred is pyraflufen-eti. Piraflufen monoethyl can be produced by the method described in JP-A-3-163063.

The compound that can be used as the hormonal herbicide of the second component may be a compound having an action similar to indoleacetic acid, which is a plant growing holmon. For example, 2,4-dichlorophenoxyacetic acid (generic name: 2,4-D or 2,4-ΡΑ), its sodium salt, potassium salt, ammonium salt or dimethylammonium salt, etc., ethenol = 2,4-dichlorophenoxy acetate (generic name: 2, 4-D-Echinolestenol), Butynole = 2, 4-Dichlorophenoxyacetate, Isooctynole (2-ethylhexyl) = 2, 4-Dichlorophenoxyacetate, etc. "2,4-dichlorophenoxyacetic acid, its salts or ester derivatives" such as estenole derivatives, etc., (4-chloro-1,2-methylphenyloxy) acetic acid (generic name: MCPA), (RS) —2— (4-chloro-O-tolyloxy) propionic acid (generic name: mecoprop), its potassium salt or diethanolamine salt, 4- (2,4-dichlorophenoxy) butyric acid (generic name: 2, One or more compounds selected from 4-DB) and 4- (4-chloro-ο-tolyloxy) butyric acid (generic name: MCPB) or its sodium salt. Preferred is 2,4-dichlorophenoxyacetic acid, a salt thereof or an ester derivative thereof, and particularly preferred is 2,4-dichlorophenoxyacetic acid (generic name: 2,4-D or 2,4-dichlorophenoxyacetic acid). Ii) ester derivatives and the like.

Examples of the organophosphorus herbicidal compound as the third component that can be used in the present invention include Ν- (phosphonomethyl) glycine, 4- [hydroxy (methyl) phosphinyl] -DL-homoalanine or 4- [h (Droxy (methyl) phosphinyl) —L-homoalanyl-1-L-aralanyl-1-L-alanine, and examples of such salts include isopropylamine salt, potassium salt, ammonium salt, and trimethylsulfonium salt, and sodium salt. And preferred compounds And N _ (phosphonomethyl) glycine isopropylamine salt.

The blending ratio of each component in the herbicidal composition of the present invention is such that 100 to 100 parts by weight of the herbicidal composition contains 0.01 to 10.0 parts by weight of the light-requiring herbicidal compound, preferably 0 to 100 parts by weight. 0.1 to 5.0, more preferably 0.01 to 2.0 parts by weight, the hormonal herbicide to 4.0 to 80 parts by weight, preferably 4.0 to 60 parts by weight. When the organic phosphorus-based herbicidal compound is added, the amount may be 1.0 to 60.0 parts by weight, preferably 5.0 to 40.0 parts by weight.

When the herbicidal composition of the present invention is used, it may be formulated in an appropriate dosage form according to the purpose according to a conventional method for agricultural chemical formulation and used. For example, the active ingredient is mixed with a solid carrier, a liquid carrier, and other adjuvants as necessary to prepare suspensions, wettable powders, wettable granules, etc. in which the active ingredient is in the form of fine suspended particles. If you use it.

Wettable powders, emulsions, milk suspensions, oils, powders, granules, flowables, diambos, etc., mixed with various solid and liquid carriers used in general agricultural chemicals and adjuvants as necessary Can be manufactured. In addition to various solid and liquid carriers, surfactants, dispersants, diluents, emulsifiers, spreading agents, wetting agents, thickeners, defoamers, antifreeze agents, preservatives and antidecomposition agents Auxiliary components can also be added.

The carrier used as an auxiliary may be a solid or liquid, or a combination thereof. For example, talc, clay, bentonite, kaolin, diatomaceous earth, calcium carbonate, charcoal, starch, water, alcohols, polyhydric alcohols Glycolones such as polyethylene glycolone, aromatic hydrocarbons such as kerosene, naphtha, benzene, xylene, and methylnaphthalene; aliphatic hydrocarbons such as cyclohexane; ketones such as acetone and cyclohexanone , Dimethylformamide, glycol ether, N-methylpyrrolidone, and the like.

Surfactants are used for the purpose of emulsifying, dispersing, solubilizing and / or wetting the active ingredient compound, for example, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene higher fatty acid ester, polyoxyethylene resin acid Esters, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monooleate, alkylaryl sulfonate, Surfactants such as naphthalene sulfonic acid condensate, lignin sulfonate, higher alcohol sulfate ester and the like can be exemplified.

For the purpose of stabilizing the dispersion of the active ingredient compound, sticking and Z or bonding, the following auxiliaries can be used. For example, casein, gelatin, starch, methylcellulose, carboxymethylcellulose, gum arabic Auxiliaries such as polyvinyl alcohol, pine oil, bran oil, bentonite, and lignin sulfonate can also be used.

The following auxiliaries can be used to improve the flowability of solid products. For example, auxiliaries such as wax, stearate, alkyl phosphate and the like can be used. As a peptizer for suspending products, auxiliary agents such as naphthalenesulfonic acid condensate and condensed phosphate may be used.

As an antifoaming agent, for example, an auxiliary agent such as silicone oil can be used. Furthermore, the present invention provides a hormone-based herbicide in an amount of 10 to 100 parts by weight, preferably 100 to 600 parts by weight, per 1 part by weight of the light-requiring herbicidal compound represented by the general formula (I). Parts by weight, 0.1 to 99.0 parts by weight, preferably 25.0 to 75.0 parts by weight of the surfactant used in the present invention, and an organophosphorus herbicidal compound. It can also be used by mixing it with a commercially available pharmaceutical composition containing it as an active ingredient when preparing a spray drug solution. Alternatively, the present invention provides the surfactant used in the present invention in an amount of 0.1 to 99.0 parts by weight, preferably 2 parts by weight, based on 1 part by weight of the photoreactive herbicidal compound represented by the general formula (I). 5.0 to 75.0 parts by weight of a pharmaceutical composition, a commercially available pharmaceutical composition containing a hormonal herbicide as an active ingredient, and a commercial pharmaceutical composition containing an organophosphorus herbicidal compound as an active ingredient May be mixed and used at the time of adjusting the spray liquid. In addition, a surfactant-free light-required herbicidal compound represented by the general formula (I) represented by the general formula (I): 0.01 to 1 part by weight: I: 0 parts by weight and an organic phosphorus-based herbicidal compound: 1 to 50 parts by weight When a suspending agent or a water-dispersible granule containing as an active ingredient is used, the surfactant used in the present invention is added to 1 part by weight of the light-requiring herbicidal compound represented by the general formula (I). It is also possible to mix and dissolve them separately when adjusting the spraying liquid at a ratio of 10 to 90 parts by weight.

Hereinafter, typical examples and test examples of the present invention will be described, but the present invention is not limited thereto. It is not specified.

In Examples, "parts" means "parts by weight", "Compound A" indicates pyrafluene phenol, "Compound B" indicates 2,4-D, and "Compound C" indicates N- (phosphonomethyl) glycine. Compound D represents carfentrazone monoethyl, and Compound E represents flumioxazin.

Agent)

Compound A 10.0 parts

N-methylpyrrolidone Remainder Total 100 parts

The mixture having the above composition was mixed and dissolved to obtain a solution containing 10% of compound A. Examples 1 and 2 were produced using this solution as a base.

Example 1.

Compound A base (10.0%) 1.00 parts

Compound B 40.00 parts

Geronol F FZ4 Rhodia Nichika Corporation 10.00

Solvesso 150 (aromatic hydrocarbon) balance

A mouthpiece PT 00 part

The above was uniformly mixed and dissolved to form an emulsion.

Example 2

(Base)

Compound A 200 parts

Dioctinoles ^^ Hosuccinate 0 copies

Solpol 7425 (Toho Chemical Industry Co., Ltd.) 30 copies

Propylene dalycol 30 parts

Silicon KM-73 (Shin-Etsu Chemical Co., Ltd.) 0 5 parts

Proxel G XL (Made in Japan) 0, 1 copy

Xanthan gum 0.02 parts Water Remainder Total 100 parts The mixture of the above composition was finely pulverized with a Dynomill (Bakkofen) filled with 0.3 mm ceramic beads (Treceram, Toray Industries, Inc.), and the average particle size was 0.3 μιη. A suspension composition containing 20% of compound A which is fine particles of the above was prepared.

Example 3 was produced using the suspension composition as a base.

Example 3.

Compound A base (20.0%) 0.22 parts

Compound B 1 6.20 parts

Compound C 37.60 parts

4.00 parts of polyoxyethylene noninolefenenolate

Lignin calcium sulfonate 4.00 parts

Hydrated silica 5.00 parts

Clay rest

A □ § PI 00

The above was uniformly mixed and pulverized to obtain a wettable powder _c

Herbicidal effect test 1

1-1. Materials and Methods A 20 cm diameter plastic pot was filled with field soil (clay loam), and seeds of Ichibi, Amelie ryasagao, Suberihu and Inubie were sown and grown outdoors. At the time when the height of the test weed has grown to 20 to 40 cm, the herbicidal composition produced according to the example of the present invention is diluted with water so that the herbicide composition can be sprayed at a predetermined concentration, and is uniformly applied to the foliage of the test weed. Sprayed. Chemical spraying was performed using a CO ₂ sprayer with a water volume of 300 LZha. Investigation of the herbicidal effect was carried out by visual inspection by the 100-point method (0: no herbicidal effect to 100: complete killing) 7 days after the chemical treatment. The results are shown in Tables 1 to 4. The values in parentheses in the table are the expected values (E) of the weed suppression value of the mixture calculated using Colby's formula (Colby, SR, WEEDS, 15, 20–22, 1967). See). , In the case of a combination of two herbicides

E 1 = a + b (1 00- a) / 100

a, b: Weed suppression values when the dose of each component present in the mixture is applied as a single agent In the case of a combination of three herbicides

E 2 = E 1 + c (1 00-E 1) / 1 100

c: Weed suppression value when the dose of c present in the mixture (a + b + c) is applied as a single agent

1-2. Test results

The herbicidal effect of the compound B mixture and the compound AZ compound BZ compound C mixture on each test weed is greater than expected from the herbicidal effect of the herbicide treated alone with the herbicide contained in each mixture, and is synergistic. It became clear that it showed a typical herbicidal effect. Table 1. Herbicidal effect of compound AZ Compound B and Compound AZ Compound B Compound C on Sicilian test compound Dose (g ai / ha) Judgment (expected value) Compound A / Compound B 0.25 / 100 80 ( 50)

0.5 / 200 95 (76) 1/400 100 (91) Compound A / Echi compound B / Compound C 0.25 / 100/235 90 (50)

0.5 / 200/470 100 (81) 1/400/940 100 (94) Compound A 0.25 50

0.5 70

1 85 Compound B 100 0

200 20

400 40 Compound C 235 0

470 20

940 30 Table 2. Herbicidal effect of Compound A / Compound B mixture and Compound AZ Compound B Compound C mixture on American morning glory Test compound Dose (g ai / ha) Judgment (Expected value) Compound A / Compound B 0.25 / 100 70 (52)

0.5 / 200 90 (82)

1/400 98 (92) Compound A / Compound B / Compound C 0.25 / 100/235 85 (52)

0.5 / 200/470 95 (84)

1/400/940 100 (94) Compound A 0.25 40

0.5 70

1 80 Compound B 100 20

200 40

400 60 Compound C 235 0

470 10

940 30 Table 3. Herbicidal effect of compound A / compound B mixture and compound A / compound B compound C mixture on slippery test Compound dose (g ai / ha) Judgment (expected value) Compound A / compound B 0. 25/100 85 (79)

0.5 / 200 98 (93)

1/400 100 (96) Compound A / Compound B / Compound C 0.25 / 100/235 95 (81)

0.5 / 200/470 100 (95)

1/400/940 100 (98) Compound A 0.25 70

0.5 85

1 90 Compound B 100 30

200 50

400 60 Compound C 235 10

470 30

940 40 Table 4. Herbicidal effect of compound AZ compound B mixture and compound AZ compound B / compound C mixture on barnyardgrass Test compound dose (g ai / ha) Judgment (expected value) Compound A / compound B 0.25 / 100 10 (5)

0.5 / 200 15 (10)

1/400 30 (20) Compound A / Compound B / Compound C 0.25 / 100/235 60 (24)

0.5 / 200/470 80 (37)

1/400/940 90 (52) Compound A 0.25 5

0.5 5 10

1 20 Compound B 100 0

200 0

400 0 Compound C 235 20

470 30

940 40 Herbicidal effect test 2

Herbicidal effect test A similar test was carried out except that compound A of compound 1 was replaced with compound D. 2-1. Materials and Methods

Except that the height of the weeds to be tested is 15 to 30 cm, Value. The results are shown in Tables 5-8.

The values in parentheses in the table are the expected values (E) of the weed suppression values of the mixture, which were calculated by Colby's formula, as in the herbicidal effect test 1.

2-2. Test results

The herbicidal effect of Compound D Compound B and Compound D Compound B Compound B Compound C on each test weed is higher than expected from the herbicidal effect of the herbicide treated alone in each mixture, and is synergistic. It was found that it showed a significant herbicidal effect.

Table 5. Herbicidal effect of compound D compound B mixture and compound DZ compound B / compound C mixture on ichibi Test compound dose (g ai / ha) Judgment (expected value) Compound D / compound B 1/100 80 (68.5)

2/200 95 (86.0)

4/400 100 (97.5) Compound D / eig compound B / eig compound C 1/100/235 88 (68.5)

2/200/470 100 (88.8)

4/400/940 100 (98.4) Compound D 1 65

2 80

4 95 Compound B 100 10

200 30

400 50 Compound C 235 0

470 20

940 35 Table 6. Herbicidal effect of compound DZ compound B mixture and compound D / compound B compound C mixture on American morning glory Test compound dose [g ai / ha) Judgment (expected value) Compound D / compound B 1 / 100 90 (77.5)

2/200 98 (92.5)

4/400 100 (99.4) Compound D / Compound B / Compound C 1/100/235 95 (78.6)

2/200/470 100 (93.6)

4/400/940 100 (99.6) Compound D 1 70

2 85

4 98 Compound B 100 25

200 50

400 70 Compound C 235 5

470 15

940 40 Table 7. Herbicidal effect of compound D / compound B mixture and compound D compound B compound B compound C mixture on slippery test Compound (g ai / ha) judgment (expected value) Compound D / compound B 1/100 95 (80. 5)

2/200 98 (90.0)

4/400 100 (98.3) Compound D / Compound B / Compound C 1/100/235 98 (82.5)

2/200/470 100 (94.0)

4/400/940 100 (99.1) Compound D 1 70

2 80

4 95 Compound B 100 35

200 50

400 65 Compound C 235 10

470 40

940 50 Table 8: Compounds Herbicidal effect of compound B mixture and compound DZ compound B / compound C mixture on barnyardgrass Test compound Dose (g ai / ha) Judgment (expected value) Compound D / i conjugate B 1 / 100 15 (10.0)

2/200 30 (15.0)

4/400 40 (25.0) Compound D / Compound B / Compound C 1/100/235 45 (28.0)

2/200/470 70 (57.5)

4/400/940 95 (85.0) Compound D 1 10

2 15

4 25 Compound B 100 0

200 0

400 0 Compound C 235 20

470 50

940 80 Herbicidal effect test 3.

Herbicidal effect test A similar test was carried out by substituting compound E for compound A in 1). 3-1. Materials and Methods

Except that the height of the weeds to be tested is 15 to 30 cm, Value. The results are shown in Tables 9 to 12.

3-2. Test results

The herbicidal effect of Compound E Compound B mixture and Compound EZ Compound B Compound C mixture on each test weed is greater than expected from the herbicidal effect of the herbicide treated alone with the herbicide contained in each mixture, and is synergistic. It was found that it showed a significant herbicidal effect.

Table 9. Herbicidal effect of compound E compound B mixture and compound EZ compound B / compound C mixture on ichibi Test compound dose (g ai / ha) Judgment (expected value) compound E / compound B 2.5 / 100 60 (41.5)

5/200 85 (72.0)

10/400 100 (97.5) Compound E / Compound B / Compound C 2.5 / 100/235 70 (41.5)

5/200/470 93 (77.6)

10/400/940 100 (98.4) Compound E 2.5 35

5 60

10 95 Compound B 100 10

200 30

400 50 Compound C 235 0

470 20

940 35 Table 10. Herbicidal effect of compound E / compound B mixture and compound EZ compound BZ compound C mixture on American morning glory Test compound Dose (g ai / ha) Judgment (expected value) Compound E / compound B 2.5 / 100 78 (62.5)

5/200 95 (87.5)

10/400 100 (97.0) Compound E / Compound B / Compound C 2.5 / 100/235 85 (64.4)

5/200/470 98 (89.4)

10/400/940 100 (98.2) Compound E 2.5 50

5 75

10 90 Compound B 100 25

200 50

400 70 Compound C 235 5

470 15

940 40 Table 11. Herbicidal effect of compound EZ compound B mixture and compound EZ compound BZ compound C mixture on slippery hues Test compound Dose (g ai / ha) Judgment (expected value) Compound E / Compound B 2.5 / 100 85 (70.8)

5/200 98 (85.0)

10/400 100 (93.0) Compound E / Compound B / Compound C 2.5 / 100/235 90 (73.7)

5/200/470 100 (91.0)

10/400/940 100 (96.5) Compound E 2.5 55

5 70

10 80 Compound B 100 35

200 50

400 65 Compound C 235 10

470 40

940 50 Table 12. Herbicidal effect of compound E on compound B and ^ compound B / ^ arsenic compound C on barnyardgrass Test compound dose (g ai / ha) Judgment (expected value) Compound E / compound B 2.5 / 100 40 (25.0)

5/200 50 (40.0)

10/400 65 (50.0) Compound E / Compound B / Compound C 2.5 / 100/235 65 (40.0)

5/200/470 85 (70.0)

10/400/940 98 (90.0) Compound E 2.5 5

5 40

10 50 Compound B 100 0

200 0

400 0 Compound C 235 20

470 50

940 80

Claims

The scope of the claims

1. Contains, as active ingredients, one or more compounds selected from light demanding herbicidal compounds as the first component, and one or more compounds selected from hormonal herbicides as the second component A non-selective herbicidal composition characterized in that:

2. The light-requiring herbicidal compound has the general formula (I):

P-Q (I)

[Where P is? ¹ ~? ^Ten

p9 p) 1'0

(Wherein, represents a (C i — Cg) alkyl group, a halo (C — C g) alkyl group, a (C ₂ -C ₆ ) alkenyl group or a (C ₂ — C ₆ ) alkynyl group, and R ⁴ represents hydrogen. R ⁵ represents a hydrogen atom, an atom, a halogen atom or a (C i —C e) alkyl group;

(C ₁ -C ₆ ) alkyl group, nodro (dialkyl group, (C ₂ —C ₆ ) alkenyl group or (C ₂ _C ₆ ) alkynyl group, and R ⁶ is (C—C ₆ ) Represents an alkyl group, (C ₂ -C ₆ ) alkenyl group or (C ₂ -C ₆ ) alkynyl group, R ⁷ represents a hydrogen atom, a halogen atom or (C i -c ₆ ) alkyl group, and χι represents Hydrogen atom Or represents a halogen atom, Y represents — o—, — s—, — so— or — so ₂ _,

Y ¹ represents one O— or one S—, and Y ² represents one O—, one S—, one NH—, or —CH ₂ —. )

And Q represents Qi Q ^{1 2}

Q ³ Q ⁷ Q ⁸

(Wherein, R ¹ represents a (Ci—C ₆ ) alkyl group, R represents a hydrogen atom, a (C—C ₆ ) alkyl group or a halo (C i—C ₆ ) alkyl group, and R ⁸ represents a hydrogen atom Or represents a (Ci-Cg) alkyl group, Χ represents a halogen atom, Υ represents one Ο—, one S—, one SO— or —SO ₂ —, and n represents an integer of 0 or 1.) The non-selective herbicidal composition according to claim 1, which is a compound represented by the formula:

3. The non-selective herbicidal composition according to claim 1, wherein the light-requiring herbicidal compound is carfentrazone-ethyl, flumioxazin or pyraflufenethyl.

4. The non-selective herbicidal composition according to claim 1, wherein the light-requiring herbicidal compound is pyraflufen monoethyl.

5. The hormonal herbicide is 2,4-dichlorophenoxyacetic acid, its salts or ester derivatives, (4-methyl-2-methinolephenoxy) acetic acid, (RS)-2-(4- O-tolyloxy) propionic acid, its potassium salt or dieta At least one compound selected from the group consisting of a noramine salt, 4- (2,4-dichlorophenoxy) butyric acid, and 4- (4-chloro-0-tolyloxy) butyric acid or a sodium salt thereof. Item 5. The non-selective herbicidal composition according to any one of Items 1 to 4.

6. The non-selective herbicidal composition according to claim 5, wherein the hormonal herbicide is 2,4-dichlorophenoxyacetic acid, a salt thereof, or an ester derivative thereof.

7. In addition to the non-selective herbicidal composition according to any one of claims 1 to 6, one or more compounds selected from organophosphorus herbicides as a third component are contained as active ingredients. A non-selective herbicidal composition, comprising:

8. The organophosphorus herbicide is N- (phosphonomethyl) glycine or a salt thereof, 4- [hydroxy (methyl) phosphinyl] -DL-homoalanine or a salt thereof, 4

-The non-selective herbicidal composition according to claim 7, which is [hydroxy (methyl) phosphinyl] 1-L-homoalaninole 1-L-arael-L-alanine or a salt thereof.

9. The non-selective herbicide composition according to claim 7, wherein the organophosphorus herbicide is N- (phosphonomethyl) glycine or a salt thereof.

10. A method of controlling a harmful weed, the method comprising using an effective amount of the herbicidal composition according to any one of claims 1 to 9 on a target weed or soil.