JP2021075477A - Herbicide composition - Google Patents

Abstract

To provide novel herbicide compositions and weeding methods.SOLUTION: A herbicide composition contains 1-[2-(N-trifluoromethanesulfonyl)aminobenzyl]-3,3-dimethylazetidine-2-one, and one selected from compounds described in the following [Components B]: florpyrauxifen-benzyl, lancotrione sodium, trifluralin and pendimethalin.SELECTED DRAWING: None

Description

The present invention relates to a highly effective herbicide composition and a herbicidal method containing a haloalkyl sulfone anilide compound and a known herbicide as active ingredients.

1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one (hereinafter referred to as Compound A) is a known compound having herbicidal activity (for example, compound A). See Patent Documents 1 and 2).

International Publication No. 2010/026989 International Publication No. 2014/046244

Currently, many compounds have been put into practical use as herbicides for paddy rice, but existing chemicals are not always effective against weeds to be controlled.

As a result of diligent research to solve the above problems, the present inventors have found that when compound A is mixed with a certain herbicide, they complement each other's herbicidal spectrum without competing with each other. The present invention has been completed. That is, the present invention relates to the herbicidal composition according to the following [1] to [2] (hereinafter referred to as the composition of the present invention), and the herbicidal method according to [3] and [4] (hereinafter, the present invention). It is referred to as an invention method).
[1]
It contains 1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one and one selected from the compounds described in the following [Component B] as an active ingredient. Herbicide composition.
[Component B]
Florpyrauxifenebenzyl, sodium lancotrione salt, trifluralin and pendimethalin.
[2]
1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one per part by weight, one compound selected from [Component B] is 0.01 to 0.01 to The herbicide composition according to [1], which is 30 parts by weight.
[3]
1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one and one compound selected from [Component B] described in [1] above. A weeding method that is applied at the same time or at different times.
[4]
The weeding method according to [3] for controlling paddy weeds.

According to the present invention, a mixture of compound A, which is an active ingredient of a herbicide, and a compound selected from [component B] (hereinafter, referred to as compound B) does not antagonize each other and has a herbicidal spectrum. It complements each other and also shows a synergistic effect. Therefore, the usefulness of the present invention in practical situations is extremely high.

Compound A in the present invention is 1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one (CAS No. 1215111-77-5) and its structural formula. Is shown below.

Florpyrauxifenbenzyl in the present invention is a compound represented by the following formula (1) (CAS No. 1390661-72-9, generic name: florpyrauxifen-benzyl], and its structural formula is shown below. Pirauxifenebenzyl is a known compound described in US Patent Application Publication No. 2012/0190551.

Lancotrione sodium salt (CAS No. 1486617-22-4, generic name: lancotrione sodium), trifluralin (CAS No. 1582-09-8, generic name: trifluralin) and pendimethalin (CAS No. 40487-) in the present invention. 42-1 (generic name: pendimethalin) is known as a compound having herbicidal activity, and is available as a commercially available product.

A suitable mixing ratio of the compound A and the compound B in the herbicide composition is usually 0.001 to 100 parts by weight, preferably 0.01 to 30 parts by weight, based on 1 part by weight of the compound A. It is a department.

Compound A and Compound B in the present invention can be salted according to a conventional method, and Compound A and Compound B, which are the active ingredients of the composition of the present invention, also include these salts.

The amount of the applied drug varies depending on the application scene, application time, application method, target weeds, cultivated crops, etc., but the amount of compound A in the composition of the present invention is usually 0.001 kg to 50 kg per hectare (ha), preferably 0.001 kg to 50 kg. Is 0.01 kg to 10 kg.

The composition of the present invention can be used as a herbicide for paddy fields in any of the treatment methods of soil treatment and foliage treatment under flooding. Examples of the paddy weeds to be controlled include weeds of the Pondweed family (Pondweed primrose) represented by Pondweed (Potamogeton distinctus), etc. Evening primrose weeds, Azegaya (Leptocloa chinensis), Inubie (Echinochloa crus-galli), Tainubier (Echinochloa oryzicola), Ashikaki (Homalocenchus) weeds, water chestnut (Eleocharis kuroguwai), bulrush (Scirpus juncoides), pulp (Scirpus nipponicus), Cyperus serotinus (Cyperus serotinus), smallflower umbrellaplant (Cyperus difformis) and Hinagayatsuri (Cyperus hakonensis) Cyperaceae represented by like (Cyperaceae) weeds, duckweed (Spirodela polyrhiza), Lemnaceae weeds represented by Lemna paucicostata, Murdannia keisak, etc. Weeds of the family Pondweed, representative of the family Pondweed, weeds of the family Elatinaceae, representative of the family Pondweed, and representative of the family Pondweed, R. Weeds, Oenotheraceae weeds represented by Lidwigia epilobioides, etc., Abnome (Dopatrim junceu) m), Asteraceae (Gratiola japonica), Asteraceae (Limnophila sessilifolia), Azena (Lindernia pyxidaria), American Azena (Lindernia dubia), etc. (Leguminosae) weeds, and Asteraceae (Composae) weeds represented by Devil's begging (Bidens frontosa) and Bidens tripartita (Bidens tripartita) and the like can be mentioned.

In addition, the composition of the present invention can be used as a herbicide for upland fields and orchards in any of the treatment methods of soil treatment, soil mixing treatment and foliage treatment. Examples of upland weeds to be controlled include Solanaceae weeds represented by Solanum nigrum and Datara stramonium, Abutilon theophrasti, and Sida sp. Malvaceae weeds, Solanaceae (Ipomoea spps.) And Solanaceae (Calystegia spps.) Such as Malva sagao (Ipomoea purpurea), and Solanaceae (Calystegia spps.) ) and slender amaranth (Amaranthus retroflexus) Amaranthaceae represented by such (Amaranthaceae) weeds, cocklebur (xanthium pensylvanicum), ragweed (Ambrosia artemisiaefolia), sunflower (Helianthus annuus), galinsoga quadriradiata (Galinsoga ciliata), western thorns thistle (Cirsium arvense) , Noborogiku (Senecio vulgaris), Himejon (Erigeron annus) and other weeds of the Malvaceae (Composite), Inugarashi (Rorippa indica), Noharagarashi (Sinapis arvensis) and Solanaceae (Sinapis arvensis) and Solanaceae (Casana) ) Weeds, Polygonum Blumei, Solanaceae, Solanaceae, Solanacea, Solanacea, Solanacea, Solanaceae, Solanacea, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae, Solanaceae (Chenopodium velvetleaf), Solanaceae (Chenopodiaceae) weeds represented by Houkigi (Kochia scoparia), Solanaceae (Stellaria media) and other Solanaceae (Caryophylla) Weeds of the family Lamiaceae (Scrophaliaceae) represented by ica persica, weeds of the family Lamiaceae (Commelinaceae) represented by the tsuyukusa (Commelina communis), weeds of the family Labiatae (Lamiaceae) (Labiatae) Weeds, Euphorbia supina, Euphorbia cululata, etc., Euphorbiaceae, Weeds, Yaemgra, Galium sura, etc. Weeds, Violaceae weeds represented by Viola mandhurica and the like, and Legumes such as Sebania exaltata and Cassia obtusifolia, Lamiaceae, Lamiacea, Lamiacea, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae, Lamiaceae. Broad-leaved weeds such as the representative Labiatae (Oxaldaceae). Wild sorghum (Sorgham bicolor), Okusakibi (Panicum dichotomiflorum), Johnsongrass (Sorghum halepens), Inubie (Echinochloa crus-galli var. Crus-galli) , Mehishiba (Digitaria ciliaris), Karasumugi (Avena fatua), Blackgrass (Alopecurus myosuroides), Ohishiba (Eleusine indica), Enocologsa (Setaria viridis) Examples thereof include weeds (Graminaceous weeds) and grass weeds (Cyperaceous weeds) represented by nutsedge (Cyperus rotundus, Cyperus esculentus) and the like.

In addition, the composition of the present invention can be used for soil treatment, soil mixing treatment and foliage treatment in non-agricultural land such as turf, athletic field, open space, roadside, and railroad end, in addition to agricultural and horticultural fields such as paddy fields, upland fields and orchards. It can be used in any processing method. The weeds to be controlled include Poa annua, Taraxacum officinale, Erigeron sumatren (Conyza sumatrensis), Cardamine flexuosa (Cardamine flexuosa), and Cardamine flexuosa (Cardamine flexuosa), in addition to the weeds for upland and orchard. repens), Hydrocotylesibtorpioides, Plantago asiatica, Cyperus brevifolia, Kyllinga revifolia, etc. Eqis.

When the composition of the present invention is used in paddy fields, it may be subjected to simultaneous rice planting treatment in addition to the usual pre- and post-rice planting treatments.

The composition of the present invention may be mixed and applied with other kinds of herbicides, various insecticides, fungicides, plant growth regulators, synergists and the like at the time of formulation or spraying, if necessary.

In particular, by applying the herbicide in combination with other herbicides, it is expected that the cost can be reduced by reducing the amount of the applied drug, the herbicide spectrum can be expanded by the synergistic action of the mixed drug, and a higher herbicide effect can be expected. At this time, it is possible to combine with a plurality of known herbicides at the same time. In the present invention, each compound may be applied individually or as a mixed composition. When each is applied individually, they may be applied at exactly the same time, or they may be treated separately as long as they are close in time, and both cases are included in the method of the present invention.

The compositions of the present invention are usually mixed with a suitable solid or liquid carrier and, if desired, surfactants, penetrants, spreading agents, thickeners, antifreezes, binders, anti-caking agents, disintegrants. , Antifoaming agent, preservative or decomposition inhibitor, liquid agent (soluble concentrate), emulsion (emulsifiable concentrate), wettable powder (wettable powder), water soluble powder, granular wettable powder (granular wettable powder) water dispersible granule, water soluble granule, suspension concentrate, surfactant emulsion, suspoemulsion, microemulsion, dustable powder, granules It can be put into practical use in any formulation such as a granule and a gel. Further, from the viewpoint of labor saving and safety improvement, the above-mentioned preparation of any dosage form can be encapsulated in a water-soluble package and provided. If necessary, it can be mixed and used with a plurality of other herbicides, insecticides, fungicides, plant growth regulators, fertilizers, etc. at the time of formulation or spraying.

Examples of the solid carrier include natural mineral substances such as quartz, kaolinite, pyrophyllite, sericite, talc, bentonite, acidic clay, attapulsite, zeolite and diatomaceous earth, and inorganic substances such as calcium carbonate, ammonium sulfate, sodium sulfate and potassium chloride. Examples include salts, synthetic silicic acid and synthetic silicate.

Examples of the liquid carrier include alcohols such as ethylene glycol, propylene glycol and isopropanol, aromatic hydrocarbons such as xylene, alkylbenzene and alkylnaphthalene, ethers such as butyl cellosolve, ketones such as cyclohexanone, and esters such as γ-butyrolactone. Examples include acid amides such as N-methylpyrrolidone and N-octylpyrrolidone, vegetable oils such as soybean oil, rapeseed oil, cottonseed oil and castor oil, and water.

These solid and liquid carriers may be used alone or in combination of two or more.

Surfactants include, for example, polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene styrylphenyl ethers, polyoxyethylene polyoxypropylene block copolymers, polyoxyethylene fatty acid esters, sorbitan fatty acid esters and polyoxyethylene sorbitan. Nonionic surfactants such as fatty acid esters, alkyl sulfates, alkylbenzene sulfonates, lignin sulfonates, alkyl sulfosuccinates, naphthalene sulfonates, alkylnaphthalene sulfonates, salts of formalin condensates of naphthalene sulfonic acid, Anionic surfactants such as salts of formalin condensates of alkylnaphthalene sulfonic acid, polyoxyethylene alkylaryl ether sulfates and phosphates, polyoxyethylene styrylphenyl ether sulfates and phosphates, polycarboxylates and polystyrene sulfonates, Cationic surfactants such as alkylamine salts and alkyl quaternary ammonium salts and amphoteric surfactants such as amino acid type and betaine type can be mentioned.

The content of these surfactants is not particularly limited, but is usually preferably in the range of 0.05 to 20 parts by weight with respect to 100 parts by weight of the composition of the present invention. In addition, these surfactants may be used alone or in combination of two or more.

At this time, it is also possible to mix and use a plurality of other herbicides, insecticides, fungicides, plant growth regulators, fertilizers and the like at the same time. In particular, by blending one or more of other herbicides, the herbicidal spectrum can be widened, and the effect of the present invention can be made more stable.

Next, a compounding example of the composition of the present invention is shown. However, the present invention is not limited to these. In the following formulation examples, "part" means a part by weight, and "active ingredient compound" is a general term for compound A and compound B which are the active ingredients of the composition of the present invention.

[Wettable powder]
Active ingredient compound 0.1 to 80 parts Solid carrier 5 to 98.9 parts Surfactant 1 to 10 parts Others 0 to 5 parts Other examples include anticaking agents and decomposition inhibitors.

[Emulsifiable concentrate]
Active ingredient compound 0.1 to 30 parts Liquid carrier 45 to 95 parts Surfactant 4.9 to 15 parts Others 0 to 10 parts Other examples include spreading agents and decomposition inhibitors.

[Suspension concentrate]
Active ingredient compound 0.1 to 70 parts Liquid carrier 15 to 98.89 parts Surfactant 1 to 12 parts Others 0.01 to 30 parts Other examples include antifreeze agents and thickeners.

[Water dispersible granule]
Active ingredient compound 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts Other examples include binders, decomposition inhibitors and the like.

[Liquid (soluble concentrate)]
Active ingredient compound 0.01 to 70 parts Liquid carrier 20 to 99.99 parts Others 0 to 10 parts Other examples include antifreeze agents and spreading agents.

[Granule]
Active ingredient compound 0.01 to 80 parts Solid carrier 10 to 99.99 parts Others 0 to 10 parts Other examples include binders, decomposition inhibitors and the like.

[Dustable powder]
Active ingredient compound 0.01 to 30 parts Solid carrier 65 to 99.99 parts Others 0 to 5 parts Other examples include anti-drift agents and anti-decomposition agents.

In use, the above-mentioned preparation is diluted 1 to 10000 times with water or not diluted, and the active ingredient is sprayed so as to be 0.001 to 50 kg, preferably 0.01 to 10 kg per hectare (ha). ..

[Formulation example]
Next, specific examples of pesticide preparations are shown, but the present invention is not limited to these. In the following formulation example, "part" means a part by weight.

[Formulation Example 1] Wettable powder
Compound A 10 parts Florpyrauxifenebenzyl 3 parts Pyrophyllite 81 parts Solpol 5039 4 parts (Mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd. trade name)
Carplex # 80D Part 2 (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. trade name)
The above is uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 2] Emulsifiable concentrate
Compound A 1 part Lancotrion sodium salt 10 parts Xylene 69 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (Mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd. trade name)
The above is uniformly mixed to obtain an emulsion.

[Formulation Example 3] Suspension concentrate
Compound A 10 parts Trifluralin 6 parts Agrisol S-710 10 parts (Nonionic surfactant: Kao Corporation trade name)
Lunox 1000C 0.5 part (anionic surfactant: Toho Chemical Industry Co., Ltd. trade name)
After uniformly mixing 0.2 parts of xanthan gum and 73.3 parts of water or more, wet pulverization is performed to obtain a suspending agent.

[Formulation Example 4] Water dispersible granule
Compound A 20 parts Pendimethalin 60 parts Hytenol NE-15 5 parts (anionic surfactant: Dai-ichi Kogyo Seiyaku Co., Ltd. trade name)
Vanillex N 7.5 parts (anionic surfactant: Nippon Paper Industries, Ltd. trade name)
Carplex # 80D 7.5 parts (Synthetic hydrous silicic acid: Shionogi Co., Ltd. trade name)
After uniformly mixing and pulverizing the above, a small amount of water is added, the mixture is stirred and mixed, granulated by an extrusion type granulator, and dried to obtain a granule wettable powder.

[Formulation Example 5] Granule
Compound A 2 parts Florpyrauxifenbenzyl 4 parts Bentonite 50 parts Talc 44 parts After crushing, add a small amount of water, stir and mix, granulate with an extrusion granulator, dry and granulate. Use as an agent.

[Formulation Example 6] Dustable powder
Compound A 1 part Lancotrion sodium salt 2 parts Carplex # 80D 0.5 part (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. trade name)
95 parts of kaolinite Diisopropyl phosphate 1.5 parts or more are uniformly mixed and pulverized to obtain a powder.

[Formulation Example 7] Wettable powder
Compound A 5 parts Trifluralin 15 parts Pyrophyllite 74 parts Solpol 5039 4 parts (Mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd. trade name)
Carplex # 80D Part 2 (Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. trade name)
The above is uniformly mixed and pulverized to obtain a wettable powder.

[Formulation Example 8] Emulsifiable concentrate
Compound A 1 part Pendimethalin 6 parts Xylene 73 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (Mixture of nonionic surfactant and anionic surfactant: Toho Chemical Industry Co., Ltd. trade name)
The above is uniformly mixed to obtain an emulsion.

Next, the usefulness of the present invention will be specifically described in the following test examples. However, the present invention is not limited to these.

[Test Example 1] Weeding effect test by post-treatment of weeds under flooded conditions After putting alluvial soil in a plastic pot of 1/10000 ares, 2.5 leaf stage rice is transplanted, and water is put in 4 cm. As a flooding condition, it was cultivated in a greenhouse. Immediately after transplantation, seeds of Novie, Inuhotarui, and Pontederia vaginalis were sown in the above pot, and after 10 to 15 days, the composition of the present invention prepared according to the formulation example was diluted with water to a predetermined dosage and pipette It was dropped on the water surface. Florpyrauxifen-benzyl, lancotrione sodium, trifluralin and pendimethalin were synthesized by commercially available analytical reagents, commercially available products or methods described in the literature. I used the one. On the 20th day after the dropping treatment, the herbicidal effect on various weeds was investigated according to the following criteria. The results are shown in Table 1.

Judgment Criteria 5: Weed killing rate 90% or more (almost complete death)
4 ... Weeding rate 70% or more and less than 90% 3 ... Weeding rate 40% or more and less than 70% 2 ... Weeding rate 20% or more and less than 40% 1 ... Weeding rate 5% or more and less than 20% 0.・ ・ Weed killing rate 5% or less (almost no effect)
In Table 1, for example, the notation of "A + florpyrauxifen-benzyl" in the "Compound" column represents the composition of Compound A and florpyrauxifenbenzyl, and "1.5 + 0" in "Treatment dosage (g / a)". The notation of ".5" indicates that the compound A of 1.5 g / a and the compound (1) of 0.5 g / a are mixed. In the table, "g / a" represents the number of grams of the treated drug amount per ^{1 are (100 m 2).}
[Table 1]
――――――――――――――――――――――――――――――――――――――――
Compound Treatment Amount Novie Inu Firefly Konagi Rice
(g / a)
――――――――――――――――――――――――――――――――――――――――
A 1.5 4 5 5 0
A + florpyrauxifen-benzyl 1.5 + 0.5 5 5 5 0
A + lancotrione sodium 1.5 + 0.9 5 5 5 0
A + trifluralin 1.5 + 13 5 5 5 0
A + pendimethalin 1.5 + 9.0 5 5 5 0
――――――――――――――――――――――――――――――――――――――――

The composition of the present invention is useful as a herbicide for paddy fields. It is also useful in soil treatment, soil mixing treatment, and foliage treatment treatment methods in agricultural and horticultural fields such as upland fields and orchards, and in non-agricultural lands such as turflands, athletic fields, open areas, roadsides, and railroad tracks.

Claims (4)

It contains 1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one and one selected from the compounds described in the following [Component B] as an active ingredient. Herbicide composition.
[Component B]
Florpyrauxifenebenzyl, sodium lancotrione salt, trifluralin and pendimethalin. 1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one per part by weight, one compound selected from [Component B] is 0.01 to 0.01 to The herbicide composition according to claim 1, which is 30 parts by weight. Weeding in which 1- [2- (N-trifluoromethanesulfonyl) aminobenzyl] -3,3-dimethylazetidine-2-one and one compound selected from [Component B] are applied simultaneously or at different times. Method. The weeding method according to claim 3, which controls paddy weeds.