JP5066991B2 - Herbicidal composition - Google Patents

Description

  The present invention relates to a herbicidal composition and the like.

Currently, many herbicides are commercially available and used (see, for example, Non-Patent Document 1). However, there are many types of weeds to be controlled, and the generation is long-lasting, so the herbicidal effect is higher and wider. There is a need for herbicides that have a herbicidal spectrum, have long-lasting effects, and do not cause phytotoxicity problems on crops.
Crop Protection Handbook 2003 (Crop Protection Handbook, Vol. 89 (2003), Meister Publishing Company, ISBN: 1-892829-06-1)

  An object of the present invention is to provide a technique for controlling a wide range of weeds, which has a higher herbicidal effect and does not cause a problem of phytotoxicity to crops.

で表される化合物とを有効成分として含有する除草用組成物。
［発明２］
農作物畑、野菜畑、樹園地又は非農耕地における雑草を防除するための除草用組成物であり、
[ａ]Ｎ−（７−フルオロ−３，４−ジヒドロ−３−オキソ−４−プロプ−２−イニル−２Ｈ−１，４−ベンズオキサジン−６−イル）シクロヘク−１−エン−１，２−ジカルボキサミドと、
[ｂ]式（Ｉ）で表される化合物とを、[ａ]と[ｂ]との重量比が１：０．２〜１０の範囲で含有する除草用組成物。
［発明３］
[ａ]と[ｂ]との重量比が１：０．２５〜８の範囲である前項２記載の除草用組成物。
［発明４］
農作物畑、野菜畑、樹園地又は非農耕地において雑草を防除する方法であり、同時に若しくは併用して
[ａ]Ｎ−（７−フルオロ−３，４−ジヒドロ−３−オキソ−４−プロプ−２−イニル−２Ｈ−１，４−ベンズオキサジン−６−イル）シクロヘク−１−エン−１，２−ジカルボキサミドと、
[ｂ]式（Ｉ）で表される化合物とを、雑草が生育している若しくは生育する場所の土壌又は雑草に施用することを特徴とする方法。
［発明５］
農作物畑、野菜畑、樹園地又は非農耕地において雑草を防除する方法であり、同時に若しくは併用して
[ａ]Ｎ−（７−フルオロ−３，４−ジヒドロ−３−オキソ−４−プロプ−２−イニル−２Ｈ−１，４−ベンズオキサジン−６−イル）シクロヘク−１−エン−１，２−ジカルボキサミドと、
[ｂ]式（Ｉ）で表される化合物とを、[ａ]と[ｂ]との重量比が１：０．２〜１０の範囲で、雑草が生育している若しくは生育する場所の土壌又は雑草に施用することを特徴とする方法。
［発明６］
[ａ]と[ｂ]との重量比が１：０．２５〜８の範囲である前項５記載の方法。
［発明７］
農作物畑、野菜畑、樹園地又は非農耕地において雑草を防除するための除草用組成物の有効成分としての、
[ａ]Ｎ−（７−フルオロ−３，４−ジヒドロ−３−オキソ−４−プロプ−２−イニル−２Ｈ−１，４−ベンズオキサジン−６−イル）シクロヘク−１−エン−１，２−ジカルボキサミドと、
[ｂ]式（Ｉ）で表される化合物との組み合わせの使用。 As a result of intensive studies under these circumstances, the present inventors have reached the present invention.
That is, the present invention provides the following inventions and the like.
[Invention 1]
[a] N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2 -Dicarboxamide;
[b] Formula (I)

A herbicidal composition comprising a compound represented by the formula:
[Invention 2]
A herbicidal composition for controlling weeds in crop fields, vegetable fields, orchards or non-agricultural lands,
[a] N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2 -Dicarboxamide;
[b] A herbicidal composition containing a compound represented by the formula (I) in a weight ratio of [a] to [b] of 1: 0.2-10.
[Invention 3]
The herbicidal composition according to item 2, wherein the weight ratio of [a] to [b] is in the range of 1: 0.25 to 8.
[Invention 4]
It is a method to control weeds in crop fields, vegetable fields, orchards or non-agricultural lands, and at the same time or in combination
[a] N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2 -Dicarboxamide;
[b] A method comprising applying the compound represented by the formula (I) to soil or weed where the weed grows or grows.
[Invention 5]
It is a method to control weeds in crop fields, vegetable fields, orchards or non-agricultural lands, and at the same time or in combination
[a] N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2 -Dicarboxamide;
[b] Soil in a place where weeds grow or grow in a weight ratio of [a] to [b] in the range of 1: 0.2 to 10 with the compound represented by formula (I) Or applying to weeds.
[Invention 6]
6. The method according to item 5 above, wherein the weight ratio of [a] to [b] is in the range of 1: 0.25 to 8.
[Invention 7]
As an active ingredient of a herbicidal composition for controlling weeds in crop fields, vegetable fields, orchards or non-cropland,
[a] N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2 -Dicarboxamide;
[b] Use of a combination with a compound represented by formula (I).

  According to the present invention, it can be applied at a low dose in crop fields, vegetable fields, orchards, non-agricultural land, and the like, and a wide range of weeds can be controlled.

  N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex- used as an active ingredient in the composition of the present invention 1-ene-1,2-dicarboxamide (generic name flumioxazin, hereinafter referred to as Compound 1) is a crop protection handbook 2003 (Crop Protection Handbook, Vol. 89 (2003), Meister Publishing Company, ISBN: 1- 892829-06-1) A herbicidal active compound described on page C236, which can be produced by a known production method, and a commercially available preparation containing Compound 1 can also be obtained.

  The compound represented by formula (I) (hereinafter referred to as compound 2) used as an active ingredient in the composition of the present invention can be produced by a known production method described in JP-A No. 2004-123690. it can.

  The composition of the present invention has herbicidal activity against a wide range of weeds, and is effective in a wide range of weeds in crop fields, vegetable fields, orchards, or non-agricultural fields where normal plowing and non-plowing cultivation is performed. Can be controlled and does not cause phytotoxicity that can be a problem for useful plants.

  Examples of the crop field in the present invention include food crop fields such as peanut fields, soybean fields, corn fields, and wheat fields, feed crop fields such as sorghum fields and oat fields, industrial crop fields such as cotton fields, and sugar families such as sugar cane fields. Crop fields can be mentioned. As a vegetable field in the present invention, a field for cultivating solanaceous vegetables (eggplant, tomato, pepper, pepper, potato, etc.), a field for cultivating cucurbitaceae vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), Brassicaceae Fields where vegetables (radish, turnip, horseradish, kohlrabi, cabbage, cabbage, mustard, broccoli, cauliflower, etc.) are grown, fields where asteraceae vegetables (burdock, garlic, artichokes, lettuce, etc.) are cultivated, lilies , Fields that cultivate onions, garlic, asparagus), fields that cultivate celery vegetables (carrots, parsley, celery, etc.), fields that cultivate vegetables such as spinach, spinach, chard, etc. Fields for cultivating perilla, mint, basil, lavender), strawberry field, sweet potato field Yam field, mention may be made of the taro fields and the like. Examples of the orchard in the present invention include an orchard, a tea garden, a mulberry garden, a coffee garden, a banana garden, a palm garden, a flower garden, a flower garden, a nursery field, a nursery, a forest land, a garden, and the like. Examples of fruit trees in the present invention include berries (apples, pears, Japanese pears, quince, quince, etc.), nuclear fruits (peaches, plums, nectarines, ume, sweet cherry, apricots, prunes, etc.) Lemon, lime, grapefruit), nuts (chestnut, walnut, hazel, almond, pistachio, cashew nut, macadamia nut, etc.), berries (blueberry, cranberry, blackberry, raspberry, etc.), grape, oyster, olive, loquat Etc. Examples of the non-agricultural land in the present invention include a playground, a vacant land, a track end, a park, a parking lot, a road end, a riverbed, a transmission line, a residential land, and a factory site.

Examples of weeds that can be controlled with the composition of the present invention include the following.
Polygonaceae weeds: wild buckwheat (Polygonum convolvulus), Sanaetade (Polygonum lapathifolium), the United States smartweed (Polygonum pensylvanicum), Harutade (Polygonum persicaria), Nagabagishigishi (Rumex crispus), broadleaf dock (Rumex obtusifolius), Japanese knotweed (Polygonum cuspidatum)
Physalis Weed: Physalis (Portulaca oleracea)
Dianthus weeds: Stellaria media
Rubiaceae weeds: Shiroza (Chenopodium album), Butterflies (Kochia scoparia)
Amaranthus weed: Amaranthus retroflexus, Amaranthus hybridus
Brassicaceae weeds: Wild radish (Raphanus raphanistrum), Noragarashi (Sinapis arvensis), Nazuna (Capsella bursa-pastoris)
Leguminous weeds: Sesbania exaltata, Cassia obtusifolia, Florida bega-weed (Desmodium torutusum), white frit (Trifolium repens), citrus (V)
Mallow Weeds: Abutilon theophrasti, American deer (Sida spinosa)
Violet weeds: Field pansies (Viola arvensis), Wild pansies (Viola tricolor)

Rubiaceae weeds: Galium aline
Convolvulaceae weeds: American morning glory (Ipomoea hederacea), Marva morning glory (Ipomoea purpure), Malva American morning glory (Ipomoea hederacea var agula sulaun)
Lamiaceae weeds: Lamium purpureum, Lameum amplexicaule
Solanum weeds: Datura stramonium, Solanum nigrum
Weeping weeds: Veronica persica, Veronica hederaefolia
Asteraceae weeds: cocklebur (Xanthium pensylvanicum), wild sunflower (Helianthus annuus), Inukamitsure (Matricaria inodora), co - Nmari - Gore - field (Chrysanthemum segetum), Oroshagiku (Matricaria matricarioides), ragweed (Ambrosia artemisiifolia), Ambrosia trifida (Ambrosia trifida), Erigeron canadensis, Artemisia Princes, Solidago altissima
Purple weeds: Forget-me-nots (Myosotis arvensis)
Aspergillus family weeds: Asclepias syria
Euphorbia weeds: Euphorbia helioscopia, Euphorbia maculata
Auricularia Weeds: American Fluor (Geranium carolinense), Dutch Fluor (Erodium ciculatum)

Gramineae weeds: Echinochloa crus-galli, Enocorogusa (Setaria viridis), Aquinoeurousu (Essiaiaururi), Eurasian burrows (Digariaia sanginalis), Oshiba (Avena fatua), Seiban sorghum (Sorghum halopense), Shibamugi (Agropyron repens), Umanohachiki (Bromus tectorum), Gyogishiba (Cynodone dactylum), Pokke Panicum texanum, Shatham vulgare, Lolium multiflorum
Weeping weeds: Commelina communis, Commelina bengharensis
Horsetail Weeds: Horsetail (Equisetum arvense)
Cyperaceae weeds: Cyperus iria, Cyperus rotundus, Cyperus esculentus

  In the composition of the present invention, the mixing ratio of Compound 1 and Compound 2 used as active ingredients is 1: 0.01 to 1: 100, preferably 1: 0.1 to 1:20, more preferably, by weight. The range is 1: 0.2 to 1:10, particularly preferably 1: 0.25 to 1: 8.

  The composition of the present invention is usually mixed with a solid carrier, a liquid carrier, etc., and if necessary, a surfactant, other formulation adjuvants, etc. are added to emulsions, wettable powders, suspensions, granules, etc. It is good to use it after formulating. In these preparations, the total amount of Compound 1 and Compound 2 is generally about 0.1 to 90% by weight, preferably about 1 to 80% by weight.

  In formulating the composition of the present invention, examples of solid carriers used include clays (kaolinite, diatomaceous earth, synthetic silicon hydroxide, fubasami clay, bentonite, acidic clay), talc, and other inorganic minerals (sericite, Quartz powder, sulfur powder, activated carbon, calcium carbonate, etc.) Fine powders and granular materials such as chemical fertilizers (ammonium sulfate, phosphorous acid, ammonium nitrate, ammonium chloride, urea, etc.) can be mentioned. Examples of liquid carriers include water, alcohols ( Methanol, ethanol, etc.), ketones (acetone, methyl ethyl ketone, cyclohexanone, etc.), aromatic hydrocarbons (toluene, xylene, ethylbenzene, methylnaphthalene, etc.), non-aromatic hydrocarbons (hexane, cyclohexane, kerosene, etc.), esters (Ethyl acetate, butyl acetate, etc.), nitriles (acetonitrile, isobutyronitrile) Etc.), ethers (dioxane, diisopropyl ether), acid amides (dimethylformamide, dimethylacetamide), halogenated hydrocarbons (dichloroethane, trichlorethylene, etc.) and the like.

  Examples of the surfactant used in formulating the composition of the present invention include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and their polyoxyethylene compounds, polyethylene glycols. Examples include ethers, polyhydric alcohol esters, sugar alcohol derivatives and the like. Other formulation adjuvants include, for example, casein, gelatin, polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, bentonite, synthetic water-soluble polymers (polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acid). And the like, PAP (isopropyl acid phosphate), BHT (2,6-tert-butyl-4-methylphenol), BHA (2- / 3-tert-butyl-4-methoxyphenol) , Stabilizers such as vegetable oils, mineral oils, fatty acids and fatty acid esters.

The composition of the present invention can be prepared by formulating each active ingredient by the above-described formulation technique and then mixing them.
The composition of the present invention thus formulated may be sprayed as it is, or after diluting with water or the like to form a diluted solution, it may be sprayed on soil or plants. The composition of the present invention can be further expected to enhance herbicidal efficacy by mixing with other herbicides, and further, insecticides, fungicides, plant growth regulators, fertilizers, safeners, and soil improvements It can also be used in combination with an agent.

  The application amount of the composition of the present invention can vary depending on the mixing ratio of Compound 1 and Compound 2, which are active ingredients, weather conditions, formulation form, application time, application method, application location, weeds to be controlled, and target crops. The total amount of active ingredient compounds per hectare is usually about 1 to 1000 g. Emulsions, wettable powders, suspensions and the like are applied by diluting a predetermined amount with water of usually about 100 to 2000 liters per hectare. Further, when the composition of the present invention is treated with foliage on weeds, an adjuvant can be added to the diluted solution of the composition of the present invention to enhance the efficacy against weeds.

  Hereinafter, in order to describe the present invention in more detail, the present invention will be described in more detail with reference to examples of formulation examples and test examples, but the present invention is not limited to these examples.

Formulation examples are shown below. In the following examples, all parts represent parts by weight.
Formulation Example 1
A wettable powder is obtained by thoroughly crushing and mixing 25 parts of Compound 1, 25 parts of Compound 2, 3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate, and 45 parts of synthetic hydrous silicon oxide.
Formulation Example 2
70 parts of Compound 1, 14 parts of Compound 2, 3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate and 11 parts of synthetic silicon hydroxide are thoroughly pulverized and mixed to obtain a wettable powder.

Formulation Example 3
14 parts of Compound 1, 70 parts of Compound 2, 3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate and 11 parts of synthetic silicon hydroxide are well pulverized and mixed to obtain a wettable powder.
Formulation Example 4
10 parts of Compound 1, 5 parts of Compound 2, 3 parts of calcium lignin sulfonate, 2 parts of sodium lauryl sulfate and 80 parts of synthetic silicon hydroxide are well pulverized and mixed to obtain a wettable powder.

Formulation Example 5
20 parts of compound 1, 20 parts of compound 2, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC (carboxymethylcellulose) and 54 parts of water are mixed and wet-pulverized until the particle size is 5 microns or less and suspended. Get the agent.
Formulation Example 6
50 parts of compound 1, 10 parts of compound 2, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC (carboxymethylcellulose) and 34 parts of water are mixed and wet-pulverized until the particle size is 5 microns or less and suspended. Get the agent.

Formulation Example 7
Compound 1 5 parts, compound 2 25 parts, polyoxyethylene sorbitan monooleate 3 parts, CMC (carboxymethylcellulose) 3 parts and water 64 parts are mixed and wet-pulverized until the particle size is 5 microns or less and suspended. Get the agent.
Formulation Example 8
4 parts of Compound 1, 2 parts of Compound 2, 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC (carboxymethylcellulose) and 88 parts of water are mixed and wet-pulverized until the particle size is 5 microns or less and suspended. Get the agent.

Formulation Example 9
In a small kneader, 1 part of Compound 1, 1 part of Compound 2, 0.5 part of Neocor YSK (dialkylsulfosuccinic acid ester surfactant), 2 parts of Toxanone GR31A (polycarboxylic acid type anionic surfactant), Kunigel V1 (bentonite) 30 Part, calcium carbonate 65.5 parts, mixed, kneaded, granulated by extrusion granulator (RG-5M, manufactured by Kikusui Seisakusho), fluidized bed dryer (MDB-400, manufactured by Fuji Powder) After drying, it is sieved with 16 to 48 mesh to obtain granules.

Test examples are shown below.
Evaluation Criteria Evaluation of herbicidal efficacy is “0” when the weeds or growth state of the test weeds at the time of the survey is completely different from that of the untreated, and the test plant is completely dead or emerged or A sample in which growth is completely suppressed is classified as “10” and is divided into 11 stages of 0 to 10, which are indicated by 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, and 10. Evaluation values “7”, “8”, “9”, “10” for herbicidal efficacy mean excellent herbicidal efficacy, and evaluation values of “6” or lower mean insufficient herbicidal efficacy. Evaluation of phytotoxicity to crops is `` no harm '' when almost no phytotoxicity is observed, `` small '' when mild phytotoxicity is observed, `` medium '' when moderate phytotoxicity is observed, and severe phytotoxicity The case is indicated by “large”.

Test example 1
A field pot soil was packed in a plastic pot having a diameter of 18 cm and a height of 14 cm, and wheat and barnyard grass were sown.
Flumioxazin granule (granule containing 0.25% of compound 1, trade name: BrandStar, manufactured by Valent USA), granule containing compound 2 (1 part of compound 2, 0.5 part of neocol YSK, 2 parts of toxanone GR31A, Kunigel V1 30 parts and calcium carbonate 66.5 parts were prepared according to Formulation Example 9.), and granules containing the flumioxazin granules and granules containing the compound 2 are listed in Table 1. It was sprayed by hand on the soil surface of the plastic pot so as to achieve the stated amount.
Plants were grown in a greenhouse, and herbicidal efficacy and crop phytotoxicity were determined 48 days after drug treatment. The results are shown in Table 1.

  As shown in the above test examples, a synergistic superior herbicidal effect was obtained in the treatment group of the composition of the present invention as compared to the compound 1 single use group or the compound 2 single use group. On the other hand, there was no crop damage that caused problems for wheat.

Test example 2
The field soil was packed in a plastic pot having a diameter of 9 cm and a height of 7 cm, and seeds of peanut were sown.
The next day, flumioxazin granule wettable powder (granules wettable powder containing 51% of compound 1, trade name: ValorSX, manufactured by Valent USA) and simple emulsion of compound 2 (compound 2 with surfactant Tween 20 2% (W / V) A predetermined amount of a mixture with a solution containing acetone was diluted with water and sprayed uniformly on the soil surface with a small sprayer.
Plants were grown in a greenhouse, and crop phytotoxicity was determined 21 days after drug treatment. The results are shown in Table 2.

  As shown in the above test examples, in the treated area of the composition of the present invention, crop phytotoxicity causing a problem with peanuts did not occur.

Test example 3
Field soil was packed in a plastic pot having a width of 32 cm, a depth of 22 cm, and a height of 8 cm, and tubers of kihamamushi were planted.
The next day flumioxazin granule wettable powder (granular wettable powder containing 51% of compound 1, trade name ValorSX, manufactured by Valent USA) and simple emulsion of compound 2 (compound 2 with surfactant Tween 20 2% (W / V) A predetermined amount of a mixed agent dissolved in acetone was diluted with water and sprayed uniformly on the soil surface with a small sprayer.
Plants were grown in a greenhouse and herbicidal efficacy was determined 21 days after drug treatment. The results are shown in Table 3.

  As shown in the above test examples, a synergistic superior herbicidal effect was obtained in the treatment group of the composition of the present invention as compared to the compound 1 single use group or the compound 2 single use group. By using the composition of the present invention, it is possible to control weeds in crop fields, vegetable fields, orchards, non-agricultural land, etc. where difficult-to-control weeds such as yellow sage grow.

Test example 4
A field pot soil was packed in a plastic pot having a width of 32 cm, a depth of 22 cm, and a height of 8 cm, transplanted with tomato seedlings, and seedlings of barnyard grass and green-headed sown were sown.
The next day flumioxazin granule wettable powder (granular wettable powder containing 51% of compound 1, trade name ValorSX, manufactured by Valent USA) and simple emulsion of compound 2 (compound 2 with surfactant Tween 20 2% (W / V) A predetermined amount of a mixed agent dissolved in acetone was diluted with water and sprayed uniformly on the soil surface with a small sprayer.
Plants were grown in a greenhouse, and herbicidal efficacy and crop phytotoxicity were determined 21 days after drug treatment. The results are shown in Table 4.

  As shown in the above test examples, excellent herbicidal efficacy was obtained in the treatment group of the composition of the present invention. On the other hand, there was no vegetable phytotoxicity that would be problematic for tomatoes.

Test Example 5
A field pot soil was filled in a plastic pot having a width of 17 cm, a depth of 12 cm, and a height of 7 cm, cucumber seedlings were transplanted, and Inobie, Inuyamazuki, and Sugahiyu were sown.
The next day flumioxazin granule wettable powder (granular wettable powder containing 51% of compound 1, trade name ValorSX, manufactured by Valent USA) and simple emulsion of compound 2 (compound 2 with surfactant Tween 20 2% (W / V) A predetermined amount of a mixed agent dissolved in acetone was diluted with water and sprayed uniformly on the soil surface with a small sprayer.
Plants were grown in a greenhouse, and herbicidal efficacy and crop phytotoxicity were determined 21 days after drug treatment. The results are shown in Table 5.

  As shown in the above test examples, excellent herbicidal efficacy was obtained in the treatment group of the composition of the present invention. On the other hand, there was no vegetable phytotoxicity that would be problematic for cucumbers.

Test Example 6
A field pot soil was packed in a plastic pot having a diameter of 21 cm and a height of 20 cm, and seeds of potato were planted.
The next day, flumioxazin granules (granule containing 0.25% of compound 1, trade name BrandStar, manufactured by Valent USA), granule containing compound 2 (compound 2 as an active ingredient according to Formulation Example 9) And a predetermined amount of a mixture of a flumioxazin granule and a granule containing Compound 2 was sprayed by hand onto the soil surface. Herbicidal efficacy and crop phytotoxicity were determined 14 days after drug treatment. The results are shown in Table 6.

  As shown in the above test examples, a synergistic superior herbicidal effect was obtained in the treatment group of the composition of the present invention as compared to the compound 1 single use group or the compound 2 single use group. On the other hand, there was no vegetable phytotoxicity that would be problematic for potatoes.

Test Example 7
A field of soil was packed in a plastic container having a width of about 46 cm, a depth of about 31 cm, and a height of about 26 cm. A single grape (variety: Delaware) was planted and grown in a greenhouse, and seedlings such as barnyardgrass, barnyard grass and blue-headed sown were sown.
Flumioxazin granule (granule containing 0.25% of compound 1, trade name BrandStar, manufactured by Valant USA) and granule containing compound 2 (compound 2 as an active ingredient in accordance with Formulation Example 9 with 0.9 A predetermined amount of a mixture with a granule prepared so as to be contained in% was manually sprayed on the soil surface.
Plants were grown in a greenhouse and herbicidal efficacy and phytotoxicity against grapes were determined 14 days after drug treatment. The results are shown in Table 7.

  As shown in the above test examples, excellent herbicidal efficacy was obtained in the treatment group of the composition of the present invention. On the other hand, there was no fruit damage caused by grapes.

Test Example 8
A field of soil was packed in a plastic container having a width of about 46 cm, a depth of about 31 cm, and a height of about 26 cm. A chestnut (variety: Gin Yor) was planted and grown in a greenhouse.
Flumioxazin granule (granule containing 0.25% of compound 1, trade name BrandStar, manufactured by Valant USA) and granule containing compound 2 (compound 2 as an active ingredient in accordance with Formulation Example 9 with 0.9 A predetermined amount of a mixture with a granule prepared so as to be contained in% was manually sprayed on the soil surface.
Plants were grown in a greenhouse and herbicidal efficacy and phytotoxicity against chestnuts were determined 14 days after drug treatment. The results are shown in Table 8.

  As shown in the above test examples, excellent herbicidal efficacy was obtained in the treatment group of the composition of the present invention. On the other hand, there was no fruit damage caused to the chestnut.

  According to the present invention, it can be applied at a low dose in crop fields, vegetable fields, orchards, non-agricultural land, etc., and a wide range of weeds can be controlled.

Claims (2)

A herbicidal composition for controlling weeds in crop fields, vegetable fields, orchards or non-agricultural lands,
[A] N- (7-Fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2 -Dicarboxamide;
[B] Formula (I)

A herbicidal composition containing a compound represented by the formula (a) and [b] in a weight ratio of 1: 0.25 to 8. [A] N- (7-fluoro-3,4-dihydro-3-oxo-4-prop-, a method for controlling weeds in crop fields, vegetable fields, orchards, or non-agricultural lands. 2-ynyl-2H-1,4-benzoxazin-6-yl) cyclohex-1-ene-1,2-dicarboxamide;
[B] Formula (I)

The weight ratio of [a] to [b] in the range of 1: 0.25 to 8 and is applied to the soil or weed where the weed grows or grows. Feature method.