RU2812490C2 - Herbicidal composition - Google Patents

Abstract

FIELD: agriculture.

SUBSTANCE: herbicidal composition contains the following as active ingredients: (a) tolpyralate and (b) piroxulam, where the mass ratio of (a) and (b) in the mixture is from 1:0.03 to 1:2.

EFFECT: proposed herbicidal composition has a wide herbicidal spectrum, high efficiency and residual activity in the combating unwanted plants over a long period of time.

13 cl, 10 tbl, 7 ex

Description

FIELD OF TECHNOLOGY TO WHICH THE INVENTION RELATES

[0001]

The present invention relates to a herbicidal composition containing tolpyralate and pyroxulam as active ingredients. The present invention also relates to a method for controlling unwanted plants, which includes applying herbicidal effective amounts of tolpiralate and pyroxsulam to the unwanted plants or to the area where they are growing. The present invention also relates to a mixture containing tolpiralate and pyroxsulam as active ingredients. The present invention also relates to a combination of tolpiralate and pyroxulam as active ingredients.

BACKGROUND OF THE ART

[0002]

Patent Document 1 discloses a herbicidal composition that contains a specific benzoylpyrazole and another herbicidal compound as active ingredients. However, Patent Document 1 does not specifically describe the combination of tolpiralate and pyroxsulam and its effects.

BACKGROUND DOCUMENTS

PATENT DOCUMENTS

[0003]

Patent Document 1: WO2010/067895

DISCLOSURE OF INVENTION

TECHNICAL PROBLEM

[0004]

Currently, many herbicidal compositions have been developed and used, but there are many types of plants that are controlled, and their development has been ongoing for a long time. Accordingly, it has been desirable to develop a herbicidal composition having a broader herbicidal spectrum and high activity and therefore capable of providing control of unwanted plants over an extended period of time. In addition, in recent years, a technique for reducing the dose of the active ingredient has become desirable to reduce the environmental burden at or around the site to which the herbicide is applied.

THE SOLUTION OF THE PROBLEM

[0005]

The inventors of the present invention have conducted extensive research to solve the above problem and as a result have discovered a combination of herbicidal active ingredients with good suitability. Thus, the present invention relates to a herbicidal composition containing as active ingredients (a) tolpyralate and (b) pyroxulam. The present invention also relates to a method for controlling unwanted plants, which includes applying herbicidally effective amounts of (a) tolpiralate and (b) pyroxulam to the unwanted plants or to the area where they grow. The present invention also relates to a mixture containing as active ingredients (a) tolpyralate and (b) pyroxulam. The present invention also provides a combination of (a) tolpiralate and (b) pyroxulam as active ingredients. As used herein, the herbicidal composition, mixture and combination may sometimes simply be referred to as a herbicidal composition.

USEFUL EFFECTS OF THE INVENTION

[0006]

The herbicidal composition of the present invention is capable of controlling a wide range of unwanted plants growing in non-agricultural fields or agricultural fields, and is capable of providing control of unwanted plants over an extended period of time. In addition, the herbicidal composition of the present invention is capable of exerting a greater effect than when the respective active ingredients are applied separately. As a result, the dose of (a) tolpiralate and (b) pyroxsulam can be reduced and therefore the present invention is very useful for practical application.

DESCRIPTION OF IMPLEMENTATION OPTIONS

[0007]

The herbicidal composition according to the present invention contains (a) tolpiralate and (b) pyroxulam as active ingredients.

[0008]

(a) Tolpyralate and (b) pyroxulam of the present invention can form salts, alkyl esters, hydrates, different crystalline forms, different structural isomers, etc., and these are, of course, all included in the present invention.

[0009]

In the present invention, the mixing ratio of (a) tolpiralate with (b) piroxulam cannot generally be determined because it varies depending on various conditions such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled. , but usually it is from 1:0.001 to 1:20, preferably from 1:0.005 to 1:10, more preferably from 1:0.01 to 1:5, especially preferably from 1:0.03 to 1:2.

[0010]

In the present invention, the doses of (a) tolpiralate and (b) pyroxsulam cannot generally be determined because they vary depending on various conditions, such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled. Dose (a) is usually 0.5 to 200 g/ha, preferably 1 to 150 g/ha, more preferably 5 to 75 g/ha, particularly preferably 10 to 60 g/ha. The dose (b) is usually 0.1 to 150 g/ha, preferably 1 to 100 g/ha, more preferably 2.5 to 50 g/ha, particularly preferably 5 to 30 g/ha.

[0011]

The herbicidal composition of the present invention has excellent herbicidal effect. Application areas range from non-agricultural fields such as forested areas, farm roads, playgrounds and business sites to agricultural fields such as rice fields, crop fields, orchards and mulberry fields. The application technique may preferably be selected from the group consisting of soil application, foliar application, flood application, and the like.

[0012]

In the present invention, "undesirable plants" include all plants that grow in an undesirable location or at an undesirable time. Therefore, even useful crops are included in the "undesirable plants" if they grow in an undesirable area or at an undesirable time.

[0013]

The herbicidal composition of the present invention can be used to control or inhibit the growth of unwanted plants, including grasses such as millet (Echinochloa crus-galli L., Echinochloa oryzicola vasing.), crabgrass (Digitaria sanguinalis L., Digitaria ischaemum Muhl., Digitaria adscendens Henr., Digitaria microbachne Henr., Digitaria horizontalis Willd.), green bristle grass (Setaria viridis L.), Faber bristle grass (Setaria faberi Herrm.), yellow bristle grass (Setaria lutescens Hubb.), Indian eleusine (Eleusine indica L.), wild oats (Avena fatua L.), Johnson grass (Sorghum halepense L.), creeping wheatgrass (Agropyron repens L.), brachiaria plantaginea, Guinea millet (Panicum maximum Jacq.), purple millet (Panicum purpurascens), Leptochloa chinensis, Leptochloapanicea, Poa annua L., Alopecurus myosuroides Huds., Agropyron tsukushiense (Honda) Ohwi, Br achiaria platyphylla Nash), Cenchrus echinatus L., Italian ryegrass (Lolium multiflorum Lam.), Bermuda grass (Cynodon dactylon Pers.), purple crabgrass (Digitaria violascens Link), two-row paspalum (Paspalum distichum L.), small grass ( Briza minor L.), fragrant spikelet (Anthoxanthum odoratum L.), bifurcated millet (Panicum dichotomiflorum Michx), grass sorghum (Sorghum bicolor (L.) Moench), beckmania (Beckmannia syzigachne), roofing brome (Bromus tectorum L.), Japanese brome (Bromus japonicas Thunb.), rough brome (Bromus rigdus Roth), brome (Bromus secalinus L.), strange canary grass (Phalaris paradoxa L.), small canary grass (Phalaris minor Retz.), maned barley (Hordeum jubatum), perennial tares (Lolium perenne L.), laxative brome (Bromus catharticus Vahl.), Aegilops cylindrical Host, Persian tares (Lolium persicum Boiss. & Hoh), millet (Panicum milliaceum L.) and (common broom (Apera spica-venti (L.) Beauv.));

Sedges, such as iria (Cyperus iria L.), round rose (Cyperus rotundus L.), edible rose (Cyperus esculentus L.), late corn (Cyperus serotinus), heterogeneous corn (Cyperus difformis), needle grass (Eleocharis acicularis ), Kurogawa marshweed (Eleocharis kuroguwai), short-leaved killinga (kyllinga brevifolia Rottb. var. leiolepis), Schoenoplectus nipponicus, marine reed (Bolboschoenus koshevnikovii), annual reed (Cyperus microiria Steud.) and rush reed (Schoenoplectus juncoides Palla.);

Common arrowheads, such as dwarf arrowhead (Sagittaria pygmaea), three-leaved arrowhead (Sagittaria trifolia) and grooved arrowhead (Alisma canaliculatum);

Pontederiaceae, such as monochoria vaginalis and monochoria species (Monochoria korsakowii);

Derbennikov, such as Indian rotala (Rotala india) and Ammannia multiflora (Ammannia multiflora);

Povoiniches, such as three-stamen povoinich (Elatine triandra SCHK.);

Malvaceae, such as Abutilon theophrasti MEDIC., Sida spinosa L., Hibiscus trionum L. and Malva mauritiana L.;

Asteraceae, such as cocklebur (Xanthium strumarium L.), ragweed (Ambrosia elatior L.), thistle (Breea setosa (BIEB.) KITAM.), thistle (Cirsium arvense), galinsoga ciliata Blake, chamomile chamomilla (Matricaria chamomilla L.), seaweed (Tripleurospermum maritimum (L.), dog's navel (Anthemis cotula L.), Buenos Aires small petal (Conyza bonariensis (L.) Cron.), Sumatran small goldenrod (Conyza sumatrensis), tall goldenrod ( Solidago altissima L.), compass lettuce (Lactuca serriola L.), Philadelphia erigeron (Erigeron philadelphicus L.), annual small petal (Erigeron annuus (L.) Pers.), common groundsel (Senecio vulgaris L.), tripartite ragweed (Ambrosia trifida L.), Canadian small petal (Conyza canadensis(L.) Cron.), dandelion (Taraxacum officinale), deciduous string (Bidens frondosa L.), Bidens biternate(Lour.) Merr.et Sherff, Jerusalem artichoke (Helianthus tuberosus ), chamomile (Matricaria matricarioides (Less.) Porter), sow thistle (Sonchus oleraceus L.), sunflower (Helianthus annuus), salsify (Tragopogon dubius), wormwood (Artemisia absinthium L.) and roofing grass (Crepis tectorum L.);

Nightshades, such as black nightshade (Solanum nigrum L.), oriental black nightshade (Solanum ptycanthum Dun.), hairy nightshade (Solanum sarrachoides), datura stramonium, angular physalis (Physalis angulate L. var. angulata and Carolina nightshade (Solanum carolinense L.);

Amaranthaceae, such as green amaranth (Amaranthus viridis L.), panicled amaranth (Amaranthus retroflexus L.), masked amaranth (Amaranthus blitoides), purple amaranth (Amaranthus blitum L.), Achyranthes bidentata Blume var. japonica Miq., Amaranthus palmeri S. Watson, Kochia scoparia L., Amaranthus hybridus L., Amaranthus viridis L., Amaranthus powellii S. Watson, Amaranthus spinosus L.), low dysphania (Dyspharina pumilio(R.Br.)), white pigweed (Chenopodium album L.), Chenopodium album L. var. centrorubrum Makino), Salsola tragus L., Amaranthus tamariscinus Nutt. and Amaranthus tuberculatus (Moq.) Sauer);

Buckwheat, such as spreading knotweed (Persicaria lapathifolia(L.)Delarbre var. lapathifolia, Persicaria lapathifolia(L.)Delarbre var. incana (Roth) H. Hara), knotweed (Polygonum persicaria L.), climbing knotweed (Polygonum convolvulus L.), knotweed (Polygonum aviculare L.), Japanese knotweed (Fallopia japonica(Houtt.)Ronse Decr. var. japonica), Persicaria longiseta (Bruiln)Kitag., passerine dock (Rumex acetosella L. subsp. pyrenaicus), Persicaria thunbergii, Persicaria nepalensis(Meisn.)H.Gross, Rumex japonicus Houtt, curly dock (Rumex crispus L.) and knotweed (Polygonum aviculare L.);

Brassicas such as cardamine flexuosa WITH., shepherd's purse (Capsella bursa-pastoris Medik.), blue mustard (Brassica juncea Czern.), black mustard (Brassica nigra L.), Rorippa indica (L.), mustard field grass (Sinapis arvensis L.), marsh fireweed (Rorippa palustris (L.), yellow fireweed (Erysimum repandum L.), self-seeding canola (Brassica napus L.), field fireweed (Thlaspi arvense L.), tender chorispora (Chorispora tenella (Pallas) DC.), tall grasshopper (Sisymbrium altissimum L.), common gillyweed (Erysimum cheiranthoides L.), virginia bug (Lepidium virginicum L.), radish (Raphanus raphanistrum L.), pig cress (Coronopus didymus (L .) Sm.)), small-fruited camelina (Camelina microcarpa Andrz. et DC.), mustard tansy (Descurainia pinnata (Walt.) Britton), jaundice (Erysimum repandum L.) and irio (Sisymbrium irio L.)) ;

Convolvulaceae such as morning glory (Ipomoea purpurea L.), field bindweed (Calystegia arvensis L.) and morning glory (Ipomoea hederacea Jacq.);

Purslanaceae, such as purslane (Portulaca oleracea L.);

Legumes such as cassia obtusifolia L., red clover (Trifolium pretense L.), narrow-leaved pea (Vicia sativa L. subso. nigra (L.), Ehrh.var.segetalis (Thuill.) Ser.), white clover (Trifolium repens L.), hairy vetch (Vicia hirsute(L.), Medicago sativa L., hop alfalfa (Medicago lupulina L.), striped kummerowia striata (Thunb.)Schindl), doubtful clover (Trifolium dubium Sibth), horned lambsfoot (Lotus corniculatus L. var. japonicus Regel), hairy vetch (Vicia villosa Roth) and lentils (Lens culinaris);

Cloves, such as chickweed (Stellaria media L.), water chickweed (Stellaria aquatica (L.), chickweed (Cerastium glomeratum Thuill.), Sagina japonica (Se.) Ohwi), Stellaria uliginosa Murray var. undulata, crowded gum (Silene conoidea L.) and night gum (Silene noctiflora L.));

Lamiaceae, such as Lamium amplexicaule L., Lamium purpureum L., Galeopsis tetrahit L. and Salvia reflexa Hornem);

Rubiaceae such as bedstraw (Galium spurium L.);

Euphorbias such as Acalypha australis L. and spotted spurge (Euphorbia maculate L.);

Commelinaceae, such as common commelina (Commelina communis L.);

Linderniaceae, such as Lindernia procumbens, Lindernia dubia (L.) Pennell subsp. major Pennell, Lindernia dubia (L.) Pennell subsp. dubia) and Lindernia micrantha D. Don;

Plantains such as Dopatrium junceum, Gratiola japonica Miq, Plantago asiatica L., Plantago lanceolate L., Veronica persica Poir. and Veronica arvensis L.;

Geraniums such as Carolina geranium (Geranium carolinianum L.) and hemlock (Erodium cicutarium (L.) L'Her);

Borage species such as field sparrow (Buglossoides arvensis (L.) I.M.Johnst.) and amsinckia intermedia Fisch.;

Fireweeds, such as evening primrose (Oenothera laciniata Hill.);

Umbrellas, such as Sophia's decurinia (Descurainia sophia (L.) Webb ex Prantl.);

Pairifolia, such as Tribulus terrestris L.;

Poppy plants such as Glaucium flavum Crantz; and so on.

[0014]

The herbicidal composition proposed in the present invention is useful for controlling or inhibiting the growth of unwanted plants, including cereals such as millet (Echinochloa crus-galli L., Echinochloa oryzicola vasing.), crabgrass (Digitaria sanguinalis L., Digitaria ischaemum Muhl ., Digitaria adscendens Henr., Digitaria microbachne Henr., Digitaria horizontalis Willd.), green bristle grass (Setaria viridis L.), Faber bristle grass (Setaria faberi Herrm.), yellow bristle grass (Setaria lutescens Hubb.), Indian eleusine (Eleusine indica L.), wild oats (Avena fatua L.), Chinese leptochloa (Leptochloa chinensis), bluegrass (Poa annua L.), foxtail (Alopecurus myosuroides Huds.), Italian ryegrass (Lolium multiflorum Lam.), purple crabgrass (Digitaria violascens Link), forked millet (Panicum dichotomiflorum Michx), beckmannia (Beckmannia syzigachne), roofing brome (Bromus tectorum L.), Japanese brome (Bromus japonicas Thunb.), rough brome (Bromus rigdus Roth), brome (Bromus secalinus L. ), strange canary (Phalaris paradoxa L.), small canary (Phalaris minor Retz.), maned barley (Hordeum jubatum) and laxative brome (Bromus catharticus Vahl.);

Sedges, such as round sedge (Cyperus rotundus L.) and short-leaved kyllinga (kyllinga brevifolia Rottb. var. leiolepis);

Malvaceae, such as Abutilon theophrasti MEDIC.;

Asteraceae, such as Ambrosia elatior L., Galinsoga ciliata Blake, Conyza sumatrensis, Erigeron philadelphicus L. and Conyza canadensis (L.) Cron.;

Nightshades, such as black nightshade (Solanum nigrum L.);

Amaranthaceae, such as panicle amaranth (Amaranthus retroflexus L.), purple amaranth (Amaranthus blitum L.), kochia scoparia L., white pigweed (Chenopodium album L.) and salsola tragus L.;

Buckwheat, such as spreading knotweed (Persicaria lapathifolia(L.)Delarbre var. lapathifolia, Persicaria lapathifolia(L.)Delarbre var. incana (Roth) H. Hara), Persicaria longiseta (Bruiln)Kitag., Persicaria nepalensis(Meisn.) H. Gross and knotweed (Polygonum convolvulus L);

Brassicas, such as Cardamine flexuosa WITH., Shepherd's purse (Capsella bursa-pastoris Medik.), Black mustard (Brassica nigra L.), Rorippa palustris(L.), Field grass (Thlaspi arvense L. .), tender chorispora (Chorispora tenella (Pallas) DC.), common yellowwort (Erysimum cheiranthoides L.), tansy mustard (Descurainia pinnata (Walt.) Britton) and gnawing yellowberry (Erysimum repandum L.);

Purslanaceae, such as purslane (Portulaca oleracea L.);

Legumes such as narrow-leaved pea (Vicia sativa L. subso. nigra(L.), Ehrh.var.segetalis (Thuill.) Ser.), Kummerowia striata (Thunb.)Schindl) and hairy vetch (Vicia villosa Roth );

Cloves, such as chickweed (Stellaria media L.) and chickweed (Cerastium glomeratum Thuill.);

Lamiaceae, such as the stemwort (Lamium amplexicaule L.);

Rubiaceae such as bedstraw (Galium spurium L.);

Commelinaceae, such as common commelina (Commelina communis L.);

Plantains such as Veronica persica Poir.;

Borage plants, such as Amsinckia intermedia Fisch.;

Umbrellas, such as Sophia's decurinia (Descurainia sophia (L.) Webb ex Prantl.); and so on.

[0015]

The herbicidal composition of the present invention is particularly suitable for controlling or suppressing the growth of unwanted plants over an extended period of time, unwanted plants include so-called winter plants such as wild oats (Avena fatua L.), Alopecurus myosuroides Huds .), Italian ryegrass (Lolium multiflorum Lam.), kochia (Kochia scoparia L.) and chickweed (Stellaria media L.), which grow in winter.

[0016]

The herbicidal composition of the present invention can be used to selectively control or inhibit the growth of the above undesirable plants in the cultivation of beneficial crops such as turfgrass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture (such as cockroaches ( Dactylis glomerata L.), meadow timothy (Phleum pratense L.), perennial rye (Lolium perenne L.), alfalfa (Medicago sativa L.) and red clover (Trifolium pratense L.), oats (Avena sativa L.), rice (Oryza sativa L.), corn (Zea mays L.), sorghum (Sorghum spp.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet ( Beta vulgaris L. var. saccharifera Alef.), sugarcane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica) . Accordingly, the herbicidal composition proposed in the present invention is preferably used in an area where the above-mentioned useful crops grow.

[0017]

The herbicidal composition of the present invention is particularly preferably used in an area containing the above-mentioned beneficial crops, such as turfgrass, soybeans, cotton, wheat, barley, rye, rye and wheat, pasture, rice, corn, turnips. , rapeseed, sunflower, sugar beets, sugar cane, peanuts, flax, tobacco and coffee, especially in areas where lawn grass, wheat, barley, rye, rye and wheat, pasture, corn, etc. grow.

[0018]

Crops to which the present invention is applicable include plants that have been conventionally bred to be resistant to a herbicide, for example an HPPD inhibitor such as isoxaflutole; an ALS inhibitor such as imazethapyr or thifensulfuron-methyl; an EPSP synthase inhibitor such as glyphosate; a glutamine synthase inhibitor such as glufosinate; an acetyl-CoA carboxylase inhibitor such as sethoxydim; bromoxynil; dicamba; or 2,4-D. Beneficial crops include, for example, specific imidazolinone herbicide-resistant corn and canola (trade name: Clearfield ^™ ); and STS soybean, which is resistant to herbicides such as sulfonylurea inhibitor ALS.

[0019]

Crop crops to which the present invention is applicable include transgenic plants formed by modification of genes. Examples of transgenic plants include herbicide-resistant transgenic plants, toxic insect-resistant transgenic plants, plant component-related transgenic plants, and plant pathogen-resistant transgenic plants. In addition, crops to which the present invention is applicable include varieties that combine the beneficial characteristics of such transgenic plants.

[0020]

The herbicidal composition of the present invention can be effectively used to selectively control or inhibit the growth of undesirable plants in the cultivation of various transgenic plants of the above useful crops (such as soybean, cotton, canola and corn).

[0021]

Herbicide-resistant transgenic plants include glyphosate-resistant corn, soybeans, cotton, canola, and sugar beets, glufosinate-resistant corn, soybeans, cotton, and canola, and bromoxynil-resistant cotton.

[0022]

Toxic insect-resistant transgenic plants include, for example, plants that have acquired the ability to synthesize, for example, toxins known to be synthesized by the Bacillus gene. Toxins synthesized by transgenic plants provide plants with resistance, in particular to Coleoptera insects, Hemiptera insects, Diptera insects, Lepidoptera insects and nematodes.

[0023] The above toxins include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae ; δ-endotoxins derived from Bacillus thuringiensis , such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 and Cry9C; insecticidal proteins such as VIP1, VIP2, VIP3 and VIP3A; insecticidal proteins derived from nematodes; toxins produced by animals such as scorpion toxin, spider toxin, bee toxin and insect-specific neurotoxin; filamentous fungi toxin; plant lectin; agglutinin; protease inhibitors such as trypsin inhibitor, serine protease inhibitor, patatin, cystatin and papain inhibitor; ribosome inactivating proteins (RIPs) such as ricin, corn-RIP, abrin, luffin, saporin and bryodin; steroid metabolizing enzymes such as 3-hydroxysteroid oxidase, ecdysteroid UDP-glucosyltransferase and cholesterol oxidase; ecdysone inhibitor; HMG-CoA reductase; ion channel blockers such as a sodium channel blocker and a calcium channel blocker; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase; and glucanase. In addition, such toxins include δ-endotoxin protein fusion toxins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9C, Cry34Ab and Cry35Ab, and insecticidal proteins such as VIP1, VIP2, VIP3 and VIP3A toxins with the absence of some of them and modified toxins.

[0024]

Plant component-linked transgenic plants include plants that have been given the ability to alter an oil-producing component or increase amino acid content.

[0025]

Phytopathogen-resistant transgenic plants include plants that have been given the ability to produce selective antipathogenic substances.

[0026]

Transgenic plants are not subject to special restrictions and may include, for example, corn, soybean, cotton, rapeseed and sugar beet varieties that are resistant to glyphosate (trade name: ^{RoundupReadyTM} , ^AgrisureTM , Gly- ^TolTM ); varieties of corn, soybeans, cotton and rapeseed resistant to glufosinate (trade name: LibertyLink ^TM ); bromoxynil-resistant cotton variety (trade name: BXN); corn and soybean varieties resistant to glyphosate and ALS inhibitors (trade name: Optimum ^TM , GAT ^TM ); imidazolinone resistant variety (trade name: IMI ^TM ); a corn variety expressing the Cry1Ab toxin (trade name: YieldGard ^TM ); a corn variety expressing the Cry3Bb1 toxin (trade name: YieldGard Rootworm ^TM ); a corn variety expressing Cry1Ab and Cry3Bb1 toxins (trade name: YieldGard Plus ^TM ); a corn variety expressing the Cry1Fa2 toxin and phosphinothricin-N-acetyltransferase (PAT) to confer glufosinate resistance (trade name: Herculex I ^TM ); a cotton variety expressing the Cry1Ac toxin (trade name: NuCOTN33B ^TM , Bollgard I ^TM ); a cotton variety expressing Cry1Ac and Cry2Ab toxin (trade name: Bollgard II ^TM ); a cotton variety expressing the VIP toxin (trade name: VIPCOT ^TM ); a corn variety expressing the Cry1Fa2 toxin and phosphinothricin-N-acetyltransferase (PAT) to confer glufosinate resistance (Herculex I ^TM ); variety resistant to GA21 glyphosate (trade name: NatureGard Agrisure GT Advantage ^TM ); a variety having the character of Bt11 corn borer (CB) (trade name: Agrisure CB Advantage ^TM ); soybean with reduced linolenic acid content (trade name: VISTIVE ^TM ); and a corn variety with increased lysine or oil content.

[0027]

The herbicidal composition of the present invention, which contains the above specific (a) tolpyralate and (b) piroxulam in combination, produces, compared to the case when the corresponding active ingredients are applied separately, a stronger effect that lasts for a long period of time. . Thus, it is very useful for use in practical applications where the effects of the herbicidal composition may be reduced due to rain after application or due to the influence of temperature, etc.

[0028]

In the present invention, in addition to (a) tolpiralate and (b) pyroxulam, depending on the application, another herbicidal compound can be added and used. Such other herbicidal compound may preferably be selected from among various known herbicidal compounds, taking into account the application of the herbicidal composition and the type and growth stage of the undesirable plants being controlled. In addition, the herbicidal composition of the present invention can be mixed or used in combination with a fungicide, antibiotic, plant hormone, insecticide, fertilizer and antidote, which in some cases can provide much better effects or function. It is particularly useful to use (a) tolpyralate and (b) piroxulam as a mixture or in combination with (c) one component or two or more components (for example, three components or four components) selected from the group consisting of the following: other herbicidal compound and antidote. The mixing ratio of (a) tolpyralate, (b) pyroxsulam, and (c) one component or two or more components selected from the group consisting of the following: the other herbicidal compound and antidote is generally not determinable because it varies with different conditions such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled, but the mass ratio (a):(b):(c) is usually from 1:0.001:0.001 to 1:20 :80, preferably from 1:0.005:0.01 to 1:10:60. In addition, the mixing mass ratio of (a):(b):(c) other herbicidal compound and (c) antidote is generally from 1:0.001:0.05:0.001 to 1:20:80:20, preferably from 1 :0.005:0.1:0.01 to 1:10:60:10. Moreover, in the present invention, the dose (c) selected from the group consisting of the following: the other herbicidal compound and the antidote generally cannot be determined because it varies depending on different conditions such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled, but usually it is from 0.01 to 1000 g/ha, preferably from 0.1 to 800 g/ha.

[0029]

Such other herbicidal compound includes, for example, the following compounds (common names), and one component or two or more components can be suitably selected.

[0030]

(1) Compounds that are believed to exert herbicidal effects by interfering with the activity of plant hormones, such as a phenoxy group-containing compound such as 2,4-D, 2,4-D-butyl, 2,4-D-butyl, 2,4- D-dimethylammonium, 2,4-D-diolamine, 2,4-D-ethyl, 2,4-D-2-ethylhexyl, 2,4-D-isobutyl, 2,4-D-isoctyl, 2,4- D-isopropyl, 2,4-D-isopropylammonium, 2,4-D-sodium, 2,4-D-isopropanolammonium, 2,4-D-trolamine, 2,4-DB, 2,4-DB-butyl, 2,4-DB-dimethylammonium, 2,4-DB-isoctyl, 2,4-DB-potassium, 2,4-DB-sodium, 2,4-D choline salt, dichlorprop, dichlorprop-butotyl, dichlorprop-dimethylammonium, dichloroprop-isoctyl, dichloroprop-potassium, dichloroprop-P, dichloroprop-P-dimethylammonium, dichloroprop-P-potassium, dichloroprop-P-sodium, MCPA, MCPA-butotyl, MCPA-dimethylammonium, MCPA-2-ethylhexyl, MCPA-potassium, MCPA-sodium, MCPA-thioethyl, MCPB, MCPB-ethyl, MCPB-sodium, mecoprop, mecoprop-butotyl, mecoprop-sodium, mecoprop-P, mecoprop-P-butothyl, mecoprop-P-dimethylammonium, mecoprop-P-2- ethylhexyl, mecoprop-P-potassium, naproanilide, clomeprop or HIA-1; aromatic carboxylic acid such as 2,3,6-TBA, dicamba, dicamba-butyl, dicamba-diglycolamine, dicamba-dimethylammonium, dicamba-diolamine, dicamba-isopropylammonium, dicamba-potassium, dicamba-sodium, picloram, picloram-dimethylammonium , picloram-isoctyl, picloram-potassium, picloram-triisopropanolammonium, picloram-triisopropylammonium, picloram-trolamine, triclopyr, triclopyr-butotyl, triclopyr-triethylammonium, clopyralid, clopyralid-olamine, clopyralid-potassium, clopyralid-triisopropanolammonium, aminopyralid, ami nocyclopyrachlor, halauxifene , halauxifen-methyl or DAS-534; and napthalam, napthalam sodium, benazoline, benazoline ethyl, quinclorac, quinmerac, diflubenzopyr, diflubenzopyr sodium, fluroxypyr, fluroxypyr-2-butoxy-1-methylethyl, fluroxypyr-meptyl, chlorflurenol, chlorflurenol-methyl or claciphos.

[0031]

(2) Compounds which are believed to have herbicidal effects by inhibiting plant photosynthesis, such as urea, such as chlortoluron, diuron, fluometuron, linuron, isoproturon, metobenzuron, tebuthiuron, dimefuron, isouron, carbutylate, metabenzthiazuron, methoxuron, metobromuron, monolinuron, neburon , siduron, terbumetone or triethazine; triazine such as simazine, atrazine, atratone, symethrine, promethrine, dimethamethrin, hexazinone, metribuzine, terbutylazine, cyanazine, ametrine, cybutryn, terbutryn, propazine, metamitron or prometone; uracil such as bromacil, bromacil-lithium, lenacil or terbacil; an anilide such as propanil, cypromide or teflupyrolimeth; a carbamate such as swep, desmedipham or phenmedipham; hydroxybenzonitrile such as bromoxynil, bromoxyniloctanoate, bromoxynyl heptanoate, ioxynil, ioxyniloctanoate, ioxynyl potassium or ioxynyl sodium; and pyridate, bentazone, bentazone sodium, amicarbazone, methazol, pentanochlor, or phenmedipham.

[0032]

(3) A quaternary ammonium salt, such as paraquat or diquat, which is believed to itself be converted into free radicals to produce reactive oxygen in the plant and has a rapid and effective herbicidal effect.

[0033]

(4) Compounds that are believed to exert herbicidal effects by inhibiting plant chlorophyll biosynthesis and abnormal accumulation of photosynthetic peroxide in the plant, such as diphenyl ether, such as nitrophen, chlomethoxyfen, bifenox, acifluorfen, acifluorfen sodium, fomesafen, fomesafen sodium, oxyfluorfen, lactofen, aclonifen, ethoxyphene-ethyl, fluoroglycophene-ethyl or fluoroglycophene; a cyclic imide such as chlorphthalim, flumioxazin, flumiclorac, flumiclorac-pentyl, cynidone-ethyl, flutiacet-methyl or EK-5385; and oxadiargyl, oxadiazone, sulfentrazone, carfentrazone-ethyl, thidiazimine, pentoxazone, azaphenidine, isopropazole, pyraflufen-ethyl, benzphendizone, butafenacil, saflufenacil, epirifenacil, fluazolate, profluazole, flufenpyr-ethyl, bencarbazone, thiaphenacyl, pyrachlonil , cyclopyranil, trifludimoxazine, HNPC -B4047, IR-6396, EK-5439, EK-5498, SYN-523 or the compound disclosed in WO2008/008763 (FMC CORPORATION).

[0034](5) Compounds that are believed to have a herbicidal effect characterized by a decrease in activity by inhibiting plant chromogenesis, such as carotenoids such as pyridazinone, such as norflurazone, chloridazone or metflurazone; pyrazole such as pyrazolinate, pyrazoxifene, benzophenap, topramesone, cipirafluone or bipyrazone; and amitrol, fluridone, flurtamone, diflufenican, methoxyphenone, clomazone, bixlozone, mesotrione, tefuryltrione, tembotrione, fenquinotrione, cyclopyrimorate, difenzoquat, difenzoquat-methylsulfate, isoxachlortol, benzobicyclone, bicyclopyrone, picolinafen, beflubutamide, ketospiradox or ketos pyradox-potassium.

[0035]

(6) Compounds which are believed to exert herbicidal effects by inhibiting the biosynthesis of fatty acids in plants, such as aryloxyphenoxypropionic acid, such as diclofop-methyl, diclofop, pyrifenop-sodium, fluazifop-butyl, fluazifop, fluazifop-P, fluazifop-P-butyl, haloxyfop-methyl, haloxyfop, haloxyfop-ethyl, haloxyfop-P, haloxyfop-P-methyl, hisalofop-ethyl, hisalofop-P, hisalofop-P-ethyl, hisalofop-P-tefuryl, cyhalofop-butyl, fenoxaprop-ethyl, fenoxaprop- P, fenoxaprop-P-ethyl, clodinafop-propargyl, clodinafop, propachyzafop, HNPC-A8169 or SYP-1924; cyclohexanedione such as alloxydim sodium, alloxydim, clethodim, sethoxydim, tralkoxydim, butroxydim, tepraloxydim, profoxydim or cycloxydim; and phenylpyrazoline such as pinoxaden.

[0036]

(7) Compounds which are believed to exert herbicidal effects by inhibiting the biosynthesis of amino acids by plants, such as sulfonylureas such as chlorimuron-ethyl, chlorimuron, sulfometuron-methyl, sulfometuron, primisulfuron-methyl, primisulfuron, bensulfuron-methyl, bensulfuron, chlorsulfuron, metsulfuron- methyl, metsulfuron, cinosulfuron, pyrazosulfuron-ethyl, pyrazosulfuron, flazasulfuron, rimsulfuron, nicosulfuron, imazosulfuron, flucetosulfuron, cyclosulfamuron, prosulfuron, flupirsulfuron-methyl sodium, flupirsulfuron, triflusulfuron-methyl, triflusulfuron, halosulfuron-methyl, halo sulfuron, thifensulfuron-methyl, thifensulfuron, ethoxysulfuron, oxasulfuron, etamethsulfuron, etamethsulfuron-methyl, iodosulfuron, iodosulfuron-methyl sodium, sulfosulfuron, triasulfuron, tribenuron-methyl, tribenuron, tritosulfuron, foramsulfuron, trifloxysulfuron, trifloxysulfuron-sodium, mesosulfuron-methyl, mesosulfuron, orthosulf amuron, amidosulfuron, azimsulfuron, propyrisulfuron, metazosulfuron, methiopyrsulfuron, monosulfuron-methyl, orsosulfuron, iofensulfuron or iofensulfuron-sodium; triazolopyrimidine sulfonamide such as flumetsulam, methosulam, dimesulfazet, diclosulam, cloransulam-methyl, florasulam or phenoxsulam; imidazolinone such as imazapyr, imazapyr-isopropylammonium, imazethapyr, imazethapyr-ammonium, imazaquin, imazaquinammonium, imazamox, imazamox-ammonium, imazamethabenz, imazamethabenz-methyl or imazapic; pyrimidinyl salicylic acid such as pyrithiobac sodium, bispiribac sodium, pyriminobac methyl, pyribenzoxime, pyrifthalide, pyrimisulfan or triafamone; sulfonylaminocarbonyltriazolinone such as flucarbazone, flucarbazone sodium, propoxycarbazone sodium, propoxycarbazone or thiencarbazone methyl; and glyphosate, glyphos-sodium, glyphosa-caloria, glyphos-ammonium, glyphos-diammonium, glyphosa-izpropylamonium, glyphosat-trimsia, glyphosinatriy glyphosinat, silaposynat-ammonium, silaposin-p, stern-p-ammony, glulifosin-p. -sodium, bilanaphos, bilanaphos-sodium or cinmethylin.

[0037](8) Compounds that are believed to exert herbicidal effects by inhibiting mitosis of plant cells, such as dinitroanilines such as trifluralin, oryzalin, nitralin, pendimethalin, ethalfluralin, benfluralin, prodiamine, butralin or dinitramine; an amide such as bensulide, napropamide, napropamide-M, propyzamide, pronamide or beflubutamide-M; an organophosphorus compound such as amiprofos-methyl, butamiphos, anilofos or piperophos; phenylcarbamate such as profam, chlorpropham, barban or carbetamide; cumylamine such as daimuron, cumyluron, bromobutide or methyldimron; and asulam, asulam-sodium, dithiopyr, thiazopyr, chlorthal-dimethyl, chlorthal, diphenamide, flamprop-M-methyl, flamprop-M or flamprop-M-isopropyl.

[0038]

(9) Compounds which are believed to exert herbicidal effects by inhibiting the biosynthesis of proteins or lipids in plants, such as chloroacetamide, such as alachlor, metazachlor, butachlor, pretilachlor, metolachlor, S-metolachlor, tenylchlor, pentoxamide, acetochlor, propachlor, dimethenamid, dimethenamid- P, propisochlor or dimethachlor; a thiocarbamate such as molinate, dimepiperate, pyributicarb, EPTC, butylate, vernolate, pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate, tri-allate or orbenecarb; and etobenzanide, mefenacet, flufenacet, tridifan, phentrazamide, infanofan, oxaziclomefone, benfuresate, pyroxasulfone, dalapon, dalapon sodium, TCA sodium or trichloroacetic acid.

[0039]

(10) Compounds that are thought to exert herbicidal effects by inhibiting cellulose biosynthesis in plants, such as dichlobenil, triaziflam, indaziflam, flupoxam or isoxaben.

[0040]

(11) MSMA, DSMA, CMA, endothall, endothall dipotassium, endothall sodium, endothall mono(N,N-dimethylalkylammonium), ethofumesate, sodium chlorate, pelargonic acid, nonanoic acid, fosamine, fosamine ammonium, ipfencarbazone, acrolein, sulfamate ammonium, borax, chloroacetic acid, sodium chloroacetate, cyanamide, methylarsonic acid, dimethylarsinic acid, sodium dimethylarsinate, dinoterb, dinoterb-ammonium, dinoterb-diolamine, dinoterb-acetate, DNOC, iron(II) sulfate, flupropanate, sodium flupropanate, mefluidide , mefluidide-diolamine, metam, metam-ammonium, metam-potassium, metam-sodium, methyl isothiocyanate, pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenol laurate, quinoclamine, sulfuric acid, urea sulfate, xanthinosine, herbimycin, unguinol, metatyrosine, sarmentine, thaxtomin A, mevalocidin, alpha-limonene, piribambenz-propyl, piribambenz-isopropyl, JS-913, KHG-23844, H-9201, SIOC-0163, SIOC-0171, SIOC-0172, SIOC-0285, SIOC-0426, SIOC-H- 057, ZJ-0166, ZJ-1835, ZJ-0453, ZJ-0777, ZJ-0862, the compound disclosed in WO2008/096398 (Kumiai Chemical), etc.

[0041]

(12) Those thought to exert herbicidal effects by parasitizing plants, such as Xanthomonas campestris , Epicoccosirus nematosorus , Epicoccosirus nematosperus , Exserohilum monoseras or Drechsrela monoceras .

[0042]

One compound or two or more compounds (eg, three compounds or four compounds) may suitably be selected from among the other herbicidal compounds mentioned above. Other herbicidal compounds are not limited to those given above. Another herbicidal compound that can be mixed or used in combination with (a) tolpyralate and (b) pyroxsulam may, for example, be compounds that are believed to exert herbicidal effects by inhibiting protein biosynthesis or lipid biosynthesis in plants, such as hydroxybenzonitrile, such as bromoxynil, bromoxyniloctanoate, bromoxynyl heptanoate, ioxynil, ioxyniloctanoate, ioxynyl potassium or ioxynyl sodium; a thiocarbamate such as molinate, dimepiperate, pyributicarb, EPTC, butylate, vernolate, pebulate, cycloate, prosulfocarb, esprocarb, thiobencarb, diallate, tri-allate or orbenecarb; and etobenzanide, mefenacet, flufenacet, tridifan, phentrazamide, indananophan, oxaziclomefone, benfuresate, pyroxasulfone, dalapon, dalapon sodium, TCA sodium or trichloroacetic acid. The other herbicidal compound is more preferably bromoxynil, bromoxynyl octanoate and bromoxynyl heptanoate, even more preferably bromoxynyl octanoate and bromoxynyl heptanoate, especially preferably bromoxynyl octanoate.

[0043]

The mixing ratio of (a) tolpyralate, (b) pyroxsulam and (c) another herbicidal compound when (c) is only the herbicidal compound cannot usually be determined because it varies depending on different conditions such as the types of drugs being mixed active ingredients, weather conditions and the type and growth stage of the plant being controlled, but the mass ratio (a):(b):(c) is usually from 1:0.001:0.05 to 1:20:80, preferably from 1:0.005:0.1 to 1:10:60, more preferably 1:0.01:1 to 1:5:30, particularly preferably 1:0.03:2 to 1:2:20. In the present invention, the dose (c) of the other herbicidal compound generally cannot be determined because it varies depending on various conditions such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled, but is generally equal to 10 to 1000 g/ha, preferably 30 to 800 g/ha, more preferably 50 to 500 g/ha, particularly preferably 70 to 300 g/ha.

[0044]

(c) The antidote that can be used as a mixture or in combination with the herbicidal composition of the present invention may be benoxacor, cloquintocet, cloquintocet acid, cloquintocet mexyl, ciometrinil, cyprosulfamide, dichlormide, dicyclonone, dietolate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, isoxadifen, isoxadifen-ethyl, mefenpyr, mefenate, metcamifene, naphthaleneacetic acid, naphthoic anhydride, oxabetrinyl, 4-(dichloroacetyl)-1-oxa-4-azaspiro[4.5]decane, 2,2,5- trimethyl-3-(dichloroacetyl)-1,3-oxazolidine, N-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulfonamide) and their agriculturally acceptable salts, esters and amides. One component or two or more components (for example, three components or four components) can preferably be selected from among the above-mentioned antidotes. The antidote is not limited to those mentioned above. The antidote which may be used as a mixture or in combination with (a) tolpiralate and (b) piroxulam is preferably cloquintocet, cloquintocet acid or cloquintocet mexil, particularly preferably cloquintocet mexil.

[0045]

The mixing ratio of (a) tolpiralate, (b) pyroxsulam and (c) the antidote in the case where (c) is only the antidote is usually impossible to determine since it varies depending on different conditions such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled, but the mass ratio (a):(b):(c) is usually from 1:0.001:0.001 to 1:20:20, preferably from 1:0.005:0, 01 to 1:10:10, more preferably 1:0.01:0.05 to 1:5:5, particularly preferably 1:0.03:0.1 to 1:2:2. The dosage (c) of the antidote in the present invention cannot generally be determined because it varies depending on various conditions such as the types of preparations of the active ingredients being mixed, weather conditions and the type and growth stage of the plants being controlled, but is usually between 0. 01 to 500 g/ha, preferably 0.1 to 200 g/ha, more preferably 0.5 to 100 g/ha, particularly preferably 1 to 50 g/ha.

[0046]

For application of the herbicidal composition of the present invention, one may optionally choose to apply it to undesired plants or to apply it to its growth site (pre- or post-emergence). Additionally, (a) tolpiralate and (b) piroxulam can be formulated separately so that they are mixed for use at the time of application, or they can be formulated together and then applied. (a) Tolpiralate and (b) pyroxulam can be formulated together with a component that can be used as a mixture or in combination (eg, another herbicidal compound, fungicide, antibiotic, plant hormone, insecticide, fertilizer or safener). As examples of specific application techniques, the following can be noted.

[0047]

1. (a) Tolpiralate and (b) piroxulam are prepared together and the drug is used without further processing. If necessary, a separately prepared herbicide compound, antidote, etc. can be used simultaneously or continuously.

2. (a) Tolpiralate and (b) piroxulam are prepared together, the drug is diluted to a given concentration, for example with water, and if necessary for application, an excipient (such as a surfactant, vegetable oil or mineral oil) is added separately prepared by another herbicidal compound, antidote, etc.

3. (a) Tolpiralate and (b) piroxulam are prepared separately and used without further processing. If necessary, a separately prepared other herbicidal compound, antidote, etc. can be used simultaneously or continuously without additional treatment.

4. (a) Tolpiralate and (b) piroxulam are prepared separately and diluted to a given concentration, for example with water and, if necessary, an excipient (such as a surfactant, vegetable oil or mineral oil) is added separately for application herbicidal compound, antidote, etc.

5. (a) Tolpiralate and (b) piroxulam are prepared separately and the preparations are mixed with dilution to a given concentration, for example with water and, if necessary, an excipient (such as a surfactant, vegetable oil or mineral oil) is added for application, separately prepared other herbicidal compound, antidote, etc.

6. (a) Tolpiralate and other herbicidal compound, antidote, etc. are prepared together and the drug and separately prepared (b) piroxulam are used without further processing.

7. (a) Tolpiralate and other herbicidal compound, antidote, etc. are prepared together and the drug and separately prepared (b) piroxulam are diluted to a given concentration, for example with water and, if necessary, an excipient (such as a surfactant) is added for application substance, vegetable oil or mineral oil).

8. (b) Piroxsulam and other herbicidal compound, antidote, etc. are prepared together and the drug and separately prepared (a) tolpyralate are used without further processing.

9. (b) Piroxsulam and other herbicidal compound, antidote, etc. are prepared together and the drug and separately prepared (a) tolpyralate are diluted to a given concentration, for example with water and, if necessary, an excipient (such as a surfactant) is added for application substance, vegetable oil or mineral oil).

[0048]

The herbicidal composition of the present invention can be prepared by mixing (a) tolpiralate and (b) pyroxsulam as active ingredients with various additives according to conventional methods of preparing agricultural chemicals and it is applied in the form of various preparations such as dusts, granules dispersible in water-soluble granules, wettable powders, tablets, granules, capsules (including preparations encased in water-soluble film), water-based suspensions, oil-based suspensions, microemulsions, suspoemulsions, water-soluble powders, emulsifiable concentrates, soluble concentrates or pastes. It can be prepared in the form of any preparation that is commonly used in this field, as long as it corresponds to the object of the present invention. During preparation, (a) tolpiralate and (b) piroxulam can be cooked together or they can be cooked separately.

[0049]

Additives for use in the formulation include, for example, a solid carrier such as diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, kaolinite, sericite, clay, sodium carbonate, sodium bicarbonate, mirabilite, zeolite or starch; a solvent such as water, toluene, xylene, naphtha solvent, dioxane, acetone, isophorone, methyl isobutyl ketone, chlorobenzene, cyclohexane, dimethyl sulfoxide, dimethylformamide, dimethylacetamide, N-methyl-2-pyrrolidone or alcohol; anionic surfactant or excipient such as a fatty acid salt, benzoate, alkyl sulfosuccinate, dialkyl sulfosuccinate, polycarboxylate, alkyl sulfuric acid ester salt, alkyl sulfate, alkylaryl sulfate, diglycol alkyl ester sulfate, alcohol sulfuric acid ester salt, alkyl sulfonate, alkylaryl sulfonate, arylsulfonate, lignin sulfonate, alkyl diphenyl ether disulfonate, polystyrene sulfonate, alkyl phosphate ester salt, alkyl aryl phosphate, styryl aryl phosphate, polyoxyethylene alkyl ether sulfuric acid salt, polyoxyethylene alkyl aryl ether sulfate, polyoxyethylene alkyl aryl ester salt, polyoxyethylene alkyl ester phosphate, polyoxyethylene alkyl aryl ether salt phosphoric acid, polyoxyethylene alkyl aryl ester salt of phosphoric ester acids, naphthalene sulfonate condensed with formaldehyde, or alkyl naphthalene sulfonate condensed with formaldehyde; nonionic surfactant or excipient such as sorbitan fatty acid ester, glycerol fatty acid ester, fatty acid polyglyceride, fatty acid alcohol polyglycol ester, acetylene glycol, acetylene alcohol, oxyalkylene block copolymer, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether , polyoxyethylene styryl aryl ether, polyoxyethylene glycol alkyl ether, polyethylene glycol, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerol fatty acid ester, polyoxyethylene hydrogenated castor oil or polyoxypropylene fatty acid ester; and vegetable oil or mineral oil such as olive oil, kapok oil, castor oil, palm oil, camellia oil, coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, canola oil, linseed oil, tung oil or liquid paraffin. These additives can be suitably selected for use individually or in combination as a mixture of two or more of them, if this is in accordance with the object of the present invention. In addition, various commonly used additives such as a filler, a thickener, an anti-settling agent, an antifreeze agent, a dispersion stabilizer, an anti-mold agent, a blowing agent, a disintegrant and a binder can be used. When mixed, the ratio of the sum of the masses of (a) tolpyralate and (b) pyroxulam to the mass of such different additives, i.e. the sum of (a) and (b): the additive is from about 0.1:99.9 to about 95:5, preferably from 0.1:99.9 to 95:5, more preferably from about 0.2:99, 8 to about 85:15, even more preferably from 0.2:99.8 to 85:15.

[0050]

The following are preferred embodiments of the present invention, but it should be understood that the present invention is in no way limited to them.

[1] A herbicidal composition (or mixture) containing as active ingredients (a) tolpiralate and (b) pyroxulam.

[2] The herbicidal composition (or mixture) according to paragraph [1], where the mixing ratio of (a) with (b) is from 1:0.001 to 1:20.

[3] The herbicidal composition (or mixture) according to paragraph [1], where the mixing ratio of (a) with (b) is from 1:0.03 to 1:2.

[4] The herbicidal composition (or mixture) according to any one of paragraphs [1] - [3], which further contains (c) one component or two or more components selected from the group consisting of the following: another herbicidal compound and an antidote.

[5] The herbicidal composition (or mixture) according to paragraph [4], where the mixing mass ratio (a):(b):(c) is from 1:0.001:0.001 to 1:20:80.

[6] The herbicidal composition (or mixture) according to any one of paragraphs [1] - [3], which further contains (c) one other herbicidal compound or two or more other herbicidal compounds.

[7] The herbicidal composition (or mixture) according to paragraph [6], where the mixing mass ratio (a):(b):(c) of the other herbicidal compound is from 1:0.001:0.05 to 1:20:80.

[8] The herbicidal composition (or mixture) according to any of paragraphs [1] - [3], which further contains (c) one antidote or two or more antidotes.

[9] Herbicidal composition (or mixture) according to paragraph [8], where the mixing mass ratio (a):(b):(c) antidote is from 1:0.001:0.001 to 1:20:20.

[10] The herbicidal composition (or mixture) according to any one of paragraphs [1] - [3], which further contains (c) one other herbicidal compound or two or more other herbicidal compounds and (c) one antidote or two or more antidotes.

[11] Herbicidal composition (or mixture) according to paragraph [10], where the mixing mass ratio (a):(b):(c) another herbicidal compound:(c) antidote is from 1:0.001:0.05:0.001 until 1:20:80:20.

[12] The herbicidal composition (or mixture) according to any of paragraphs [1] - [11] for controlling or inhibiting the growth of unwanted plants, the unwanted plants being selected from the group consisting of the following: grasses, sedges, alsaceae, pontederiaceae, loosestrife, Povoyaceae, malvaceae, asteraceae, nightshade, amaranthaceae, buckwheat, cabbage, convolvulaceae, purslanaceae, legumes, cloves, lamiaceae, madderaceae, euphorbiaceae, commelinaceae, Linderniaceae, plantain, geranium, borage, willowherb, umbelliferae, paryophyllaceae and poppy.

[13] The herbicidal composition (or mixture) according to any one of paragraphs [1] - [11] for controlling or inhibiting the growth of unwanted plants, the unwanted plants are selected from the group consisting of the following: cereals, sedges, mallows, asteraceae, nightshades, amaranthaceae, buckwheat, cabbage, purslane, legumes, cloves, lamiaceae, madderaceae, commelinaceae, plantain, borage and umbellaceae.

[14] The herbicidal composition (or mixture) according to paragraph [12] or [13], where the undesirable plants are plants that grow in winter.

[15] The herbicidal composition (or mixture) according to any one of paragraphs [1] - [14] for use on an area in which useful agricultural crops grow, the useful agricultural crops are selected from the group consisting of the following: lawn grass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.) , rye and wheat, pasture, oats (Avena sativa L.), rice (Oryza sativa L.), corn (Zea mays L.), sorghum (Sorghum spp.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L. ), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica).

[16] The herbicidal composition (or mixture) according to any one of paragraphs [1] - [14] for use on an area in which useful agricultural crops grow, the useful agricultural crops are selected from the group consisting of the following: lawn grass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.) , rye and wheat, pasture, rice (Oryza sativa L.), corn (Zea mays L.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanut (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica ).

[0051]

[17] A method of controlling unwanted plants, which includes applying herbicidal effective amounts of (a) tolpiralate and (b) pyroxulam to the unwanted plants or to the area where they grow.

[18] The method of paragraph [17], wherein (a) and (b) are applied at a mixing mass ratio of 1:0.001 to 1:20.

[19] The method of paragraph [17], wherein (a) and (b) are applied at a mixing mass ratio of 1:0.03 to 1:2.

[20] The method according to any one of paragraphs [17] - [19], wherein (a) is applied in an amount equal to from 0.5 to 200 g/ha, and (b) is applied in an amount equal to from 0.1 to 150 g/ha.

[21] The method according to any one of paragraphs [17] - [19], wherein (a) is applied in an amount equal to from 10 to 60 g/ha, and (b) is applied in an amount equal to from 5 to 30 g/ha.

[22] The method of any one of paragraphs [17] - [21], wherein additionally applying (c) one component or two or more components selected from the group consisting of the following: another herbicidal compound and antidote, and herbicidal effective amounts ( a) and (b) and (c) are applied simultaneously or continuously.

[23] The method of paragraph [22], wherein (a), (b) and (c) are applied at a mixing mass ratio of 1:0.001:0.001 to 1:20:80.

[24] The method according to paragraph [22] or [23], where (a) applied in an amount equal to from 0.5 to 200 g/ha, (b) applied in an amount equal to from 0.1 to 150 g/ha , and (c) applied in an amount of from 0.01 to 1000 g/ha.

[25] The method of any one of paragraphs [17] - [21], wherein herbicidally effective amounts of (a) tolpiralate and (b) pyroxsulam are applied with (c) one other herbicidal compound or two or more other herbicidal compounds simultaneously or continuously.

[26] The method of paragraph [25], wherein (a), (b) and (c) the other herbicidal compound is applied at a mixing weight ratio of 1:0.001:0.05 to 1:20:80.

[27] Method according to paragraph [25] or [26], where (a) applied in an amount equal to from 0.5 to 200 g/ha, (b) applied in an amount equal to from 0.1 to 150 g/ha , and (c) another herbicidal compound is applied in an amount equal to from 10 to 1000 g/ha.

[28] The method of any one of paragraphs [17] to [21], wherein herbicidally effective amounts of (a) tolpiralate and (b) pyroxsulam are applied with (c) one safener or two or more safeners simultaneously or continuously.

[29] The method of paragraph [28], wherein (a), (b) and (c) the antidote is applied at a mixing mass ratio of 1:0.001:0.001 to 1:20:20.

[30] The method according to paragraph [28] or [29], where (a) applied in an amount equal to from 0.5 to 200 g/ha, (b) applied in an amount equal to from 0.1 to 150 g/ha , and (c) the antidote is applied in an amount of from 0.01 to 500 g/ha.

[31] The method of any one of paragraphs [17] - [21], wherein herbicidally effective amounts of (a) tolpyralate and (b) pyroxsulam and (c) one other herbicidal compound or two or more other herbicidal compounds and (c) one antidote or two or more antidotes are applied simultaneously or continuously.

[32] The method of paragraph [31], wherein (a), (b), (c) the other herbicidal compound and (c) the antidote are applied at a mixing mass ratio of 1:0.001:0.05:0.001 to 1 :20:80:20.

[33] The method of paragraph [31] or [32], where (a) applied in an amount equal to from 0.5 to 200 g/ha, (b) applied in an amount equal to from 0.1 to 150 g/ha , (c) another herbicidal compound is applied in an amount equal to from 10 to 1000 g/ha, and (c) a safener is applied in an amount equal to from 0.01 to 500 g/ha.

[34] The method according to any of paragraphs [17] - [33], where the undesirable plants are selected from the group consisting of the following: cereals, sedges, chastusaceae, pontederiaceae, loosestrife, povoinaceae, malvaceae, asteraceae, nightshade, amaranthaceae, buckwheat, cabbage , Convolvulaceae, Purslanaceae, Legumes, Cloveaceae, Lamiaceae, Rubiaceae, Euphorbiaceae, Commelineaceae, Linderniaceae, Plantainaceae, Geraniumaceae, Borageaceae, Willowherb, Umbellaceae, Parifoliaceae and Poppy.

[35] The method according to any one of paragraphs [17] - [33], where the undesirable plants are selected from the group consisting of the following: cereals, sedges, malvaceaes, asteraceae, nightshades, amaranthaceae, buckwheat, cabbage, purslanaceae, legumes, cloves, lamiaceae , madderaceae, commelinaceae, plantainaceae, borage and umbellaceae.

[36] The method according to any one of paragraphs [17] - [35], wherein the unwanted plants are plants that grow in winter.

[37] The method according to any one of paragraphs [17] - [36], wherein the area in which the unwanted plants grow is the area in which the beneficial crops grow, the beneficial crops are selected from the group consisting of the following: lawn grass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture, oats (Avena sativa L.), rice (Oryza sativa L.), corn (Zea mays L.), sorghum (Sorghum spp.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugarcane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica).

[38] The method according to any one of paragraphs [17] - [36], wherein the area in which the unwanted plants grow is the area in which the beneficial crops grow, the beneficial crops are selected from the group consisting of the following: lawn grass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture, rice (Oryza sativa L.), corn (Zea mays L.), turnip (Brassica rapa L.), rape (Brassica napus L.), sunflower (Helianthus annuus L.) , sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica).

[0052]

[39] Combination of (a) tolpiralate and (b) pyroxsulam as active ingredients.

[40] The combination according to paragraph [39], where the mixing ratio of (a) with (b) is from 1:0.001 to 1:20.

[41] The combination according to paragraph [39], where the mixing ratio of (a) with (b) is from 1:0.03 to 1:2.

[42] A combination of (a) tolpiralate and (b) pyroxulam and (c) one component or two or more components selected from the group consisting of the following: another herbicidal compound and an antidote, as active ingredients.

[43] The combination according to paragraph [42], where the mixing mass ratio (a):(b):(c) is from 1:0.001:0.001 to 1:20:80.

[44] A combination of (a) tolpyralate and (b) pyroxulam and (c) one other herbicidal compound or two or more other herbicidal compounds as active ingredients.

[45] The combination according to paragraph [44], where the mixing mass ratio of (a):(b):(c) the other herbicidal compound is from 1:0.001:0.05 to 1:20:80.

[46] A combination of (a) tolpiralate and (b) piroxsulam and (c) one antidote or two or more antidotes as active ingredients.

[47] The combination according to paragraph [46], where the mixing mass ratio (a):(b):(c) of the antidote is from 1:0.001:0.001 to 1:20:20.

[48] A combination of (a) tolpiralate, (b) pyroxsulam, (c) one other herbicidal compound or two or more other herbicidal compounds, and (c) one antidote or two or more antidotes as active ingredients.

[49] The combination according to paragraph [48], where the mixing mass ratio (a):(b):(c) other herbicidal compound:(c) antidote is from 1:0.001:0.05:0.001 to 1:20: 80:20.

[50] A combination according to any one of paragraphs [39] - [49] for the control of unwanted plants or suppression of their growth, the unwanted plants are selected from the group consisting of the following: grasses, sedges, alsaceae, pontederiaceae, loosestrife, wartwort, malvaceae, asteraceae , Solanaceae, Amaranthaceae, Buckwheat, Cabbage, Convolvulaceae, Purslanaceae, Legumes, Cloveaceae, Lamiaceae, Madderaceae, Euphorbiaceae, Commelineaceae, Linderniaceae, Plantainaceae, Geraniumaceae, Borageaceae, Willowherb, Umbellaceae, Parafoliaaceae and Poppyaceae.

[51] The combination according to any of paragraphs [39] - [49] for the control of unwanted plants or suppression of their growth, the unwanted plants are selected from the group consisting of the following: cereals, sedges, malvaceaes, asteraceae, nightshades, amaranthaceae, buckwheat, cabbage , purslanaceae, legumes, cloves, lamiaceae, madderaceae, commelinaceae, plantain, borage and umbellaceae.

[52] The combination of paragraph [50] or [51], where the undesirable plants are plants that grow in winter.

[53] The combination according to any one of paragraphs [39] - [52] for use on an area in which useful agricultural crops grow, the useful agricultural crops are selected from the group consisting of the following: lawn grass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture, oats (Avena sativa L.), rice (Oryza sativa L.), corn (Zea mays L.), sorghum (Sorghum spp.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanut (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica).

[54] The combination according to any of paragraphs [39] - [53] for use on an area in which useful agricultural crops grow, the useful agricultural crops are selected from the group consisting of the following: lawn grass (Beta vulgaris var. hortensis hort.), soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture, rice (Oryza sativa L.), corn (Zea mays L.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica).

EXAMPLES

[0053]

EXAMPLE 1

The soil of the elevated areas was placed in a pot with an area of 1/1000000 ha and the seeds of Abutilon theophrasti Medik. were sown. When Theophrasta abutilone reached the 4.2 to 5.1 leaf stage, the SC preparation containing tolpyralate as the active ingredient and the WP preparation containing piroxulam as the active ingredient were diluted with water (in an amount corresponding to 200 l/ha) and added 0.25 vol.% excipient (trade name: Destiny HC, manufactured by Winfield Solutions, LLC.), then foliar treatment of Theophrast abutilone was carried out with an automatic boom sprayer. On the 12th day after foliar treatment, the growth status of Theophrastus abutilone was assessed visually and the degree of growth inhibition was determined in accordance with the evaluation criteria (Table 1). In addition, the degree of growth inhibition (expected value) was calculated using the Colby formula.

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0054]

[TABLE 1]

Compound Dose (g/ha) Growth inhibition rate (%) Measured value (A) Expected value (B) (A)-(B) Tolpiralate 7.5 32 3.75 27 2.5 20 Piroxsulam 3 27 2.25 25 1.5 17 0.75 2 0.5 2 Tolpiralate+piroxulam 7.5+0.75 57 33 24 7.5+0.5 55 33 22 3.75+3 62 47 15 3.75+2.25 62 45 17 3.75+1.5 62 39 23 2.5+3 67 42 25 2.5+2.25 55 40 15 2.5+1.5 58 34 24 2.5+0.75 55 22 33

[0055]

EXAMPLE 2

The soil of the elevated areas was placed in a pot with an area of 1/1000000 ha and the seeds of Abutilon theophrasti Medik. were sown. When Theophrasta abutilone reached the 5.1 to 6.1 leaf stage, the SC preparation containing tolpyralate as the active ingredient and the WP preparation containing piroxulam as the active ingredient were diluted with water (in an amount corresponding to 200 l/ha) and added 0.25 vol.% excipient (trade name: Destiny HC, manufactured by Winfield Solutions, LLC.), then foliar treatment of Theophrast abutilone was carried out with an automatic boom sprayer. On the 15th day after foliar treatment, the growth status of Theophrastus abutilone was assessed visually and the degree of growth inhibition was determined in accordance with the evaluation criteria (Table 2). In addition, the degree of growth inhibition (expected value) was calculated using the Colby formula.

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0056]

[TABLE 2]

Compound Dose (g/ha) Degree of growth inhibition (%) Measured value (A) Expected value (B) (A)-(B) Tolpiralate 7.5 40 2.5 37 Piroxsulam 6 35 5 33 4 thirty 3 20 0.5 0 0.25 0 0.125 0 Tolpiralate+piroxulam 7.5+0.5 67 40 27 7.5+0.25 50 40 10 7.5+0.125 47 40 7 2.5+6 47 59 -12 2.5+5 70 58 12 2.5+4 70 56 14 2.5+3 70 50 20

[0057]

EXAMPLE 3

The soil of the elevated areas was placed in a pot with an area of 1/1000000 ha and the seeds of Abutilon theophrasti Medik. were sown. When Theophrasta abutilone reached the 4.8 to 5.4 leaf stage, the SC preparation containing tolpyralate as the active ingredient and the WP preparation containing piroxsulam as the active ingredient or the SC preparation containing phenoxsulam as the active ingredient were diluted with water ( in an amount corresponding to 200 l/ha) and added 0.25 vol.% of an auxiliary substance (trade name: Destiny HC, manufactured by Winfield Solutions, LLC.), then foliar treatment of Theophrast abutilone was carried out with an automatic boom sprayer. On the 8th day after foliar treatment, the growth status of Theophrastus abutilone was assessed visually and the degree of growth inhibition was determined in accordance with the evaluation criteria (Table 3). In addition, the degree of growth inhibition (expected value) was calculated using the Colby formula.

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0058]

[TABLE 3]

Compound Dose (g/ha) Degree of growth inhibition (%) Measured value (A) Expected value (B) (A)-(B) Tolpiralate 7.5 10 2.5 10 Piroxsulam 3 32 0.75 0 0.5 0 Phenoxsulam 3 37 0.75 0 0.5 0 Tolpiralate+piroxulam 7.5+0.75 37 10 27 7.5+0.5 thirty 10 20 2.5+3 55 39 16 2.5+0.75 37 10 27 Tolpiralate+phenoxsulam 7.5+0.75 13 10 3 7.5+0.5 10 10 0 2.5+3 37 43 -6 2.5+0.75 17 10 7

[0059]

As shown in Table 3, no greater than expected growth inhibition was observed when using phenoxsulam, which has a structure similar to that of (b) pyroxsulam of the present invention, whereas when using the combination of (a) tolpiralate and (b) pyroxsulam of the present invention, in the present invention, there was growth inhibition that was significantly greater than expected.

[0060]

EXAMPLE 4

In a wheat field, on which seeds of wild oats (Avena fatua L.), alopecurus myosuroides Huds., Italian ryegrass (Lolium multiflorum Lam.), kochia (Kochia scoparia L.) and chickweed (Stellaria media L.) were sown. When the wheat reached the 3-leaf stage, the SC preparation containing tolpyralate as the active ingredient and the WP preparation containing piroxulam as the active ingredient were diluted with water (in an amount corresponding to 200 l/ha) and 0.5 vol.% excipient was added substances (trade name: Destiny HC, manufactured by Winfield Solutions, LLC.), then foliar treatment of the plants was carried out with a pneumatic sprayer. The stage of leaf development during foliar treatment of each plant is shown in Table 4. On days 89 and 125 after foliar treatment, the growth status of each plant was assessed visually and the degree of growth inhibition was determined according to the evaluation criteria (Table 5).

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0061]

[TABLE 4]

Plant Stage of leaf development during treatment wild oat (Avena fatua L.) 1.5-2.3 sheets Mousetail foxtail (Alopecurus myosuroides Huds.) 1.5-2.3 sheets Italian ryegrass (Lolium multiflorum Lam.) 2.5-3.7 sheets Kochia (Kochia scoparia L.) 2.5-4.0 pairs Chickweed (Stellaria media L.) 1.5-2.5 pairs

[0062]

[TABLE 5]

Compound Dose (g/ha) Day after treatment Degree of growth inhibition (%) Wild oats Foxtail mousetail Italian ryegrass Kochia Chickweed average Tolpiralate+piroxulam 30+15 89 97 100 99 100 98 125 92 100 100 100 95 50+15 89 98 100 99 100 100 125 94 100 100 100 95

[0063]

As shown in Table 5, the growth-terminating or growth-inhibiting effect of the combination of the present invention on various plants, also called winter plants, has been found to last for a long period of time.

[0064]

EXAMPLE 5

In a wheat field, on which seeds of wild oats (Avena fatua L.), alopecurus myosuroides Huds., Italian ryegrass (Lolium multiflorum Lam.), kochia (Kochia scoparia L.) and chickweed (Stellaria media L.) were sown. When the wheat reached the 3-leaf stage, the SC preparation containing tolpyralate as the active ingredient, the WP preparation containing piroxulam as the active ingredient and the EC preparation containing bromoxyniloctanoate as the active ingredient were diluted with water (in an amount corresponding to 200 l/ha ) and added 0.5 vol.% of the auxiliary substance (trade name: Destiny HC, manufactured by Winfield Solutions, LLC.), then foliar treatment of the plants was carried out with a pneumatic sprayer. The stage of leaf development during foliar treatment of each plant is shown in Table 6. On days 14 and 89 after foliar treatment, the growth status of each plant was assessed visually and the degree of growth inhibition was determined according to the evaluation criteria (Tables 7 and 8).

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0065]

[TABLE 6]

Plant Stage of leaf development during treatment Wild oats (Avena fatua L.) 1.5-2.3 sheets Foxtail mousetail (Alopecurus myosuroides Huds.) 1.5-2.3 sheets Italian ryegrass (Lolium multiflorum Lam.) 2.5-3.7 sheets Kochia (Kochia scoparia L.) 2.5-4.0 pairs Chickweed (Stellaria media L.) 1.5-2.5 pairs

[0066]

[TABLE 7] (On the 14th day after treatment)

Compound Dose (g/ha) Growth inhibition rate (%) Wild oats Foxtail mousetail Italian ryegrass Kochia Chickweed average Tolpiralate+piroxulam 30+15 60 78 60 40 70 50+15 65 78 65 40 78 Tolpiralate+piroxulam+bromoxyniloctanoate 30+15+174.3 63 75 60 99 99 50+15+174.3 63 70 65 95 96

[0067]

[TABLE 8] (On the 89th day after treatment)

Compound Dose (g/ha) Growth inhibition rate (%) Wild oats Foxtail mousetail Italian ryegrass Kochia Chickweed average Tolpiralate+piroxulam 30+15 97 100 99 100 98 50+15 98 100 99 100 100 Tolpiralate+piroxulam+bromoxyniloctanoate 30+15+174.3 90 100 97 100 100 50+15+174.3 97 100 97 100 100

[0068]

As shown in Tables 7 and 8, supplemental application of bromoxyniloctanoate in combination with tolpiralate and pyroxsulam was found to affect broadleaf weeds such as kochia and chickweed at an earlier stage. In addition, the combination of tolpiralate, pyroxsulam and bromoxyniloctanoate has been found to have a long-term growth-stopping or growth-inhibiting effect also on winter plants, including cereals.

[0069]

EXAMPLE 6

Upland soil was placed in a 1/1,000,000 ha pot and seeds of Faber's bristle grass (Setaria faberi) and wild oats (Avena fatua L.) were sown. When Faber's bristle grass has reached the 4.5 to 5.3 leaf stage and wild oat has reached the 5.3 to 6.0 leaf stage, SC preparation containing tolpyralate as the active ingredient, WP preparation containing pyroxulam as the active ingredient, EC preparation , containing bromoxynyl octanoate as the active ingredient, and the WP preparation containing cloquintocet mexil as the active ingredient, were diluted with water (in an amount corresponding to 200 l/ha) and 0.5 vol.% of the excipient (trade name: Destiny HC) was added , manufactured by Winfield Solutions, LLC.), then foliar the plants with a small spray gun. On the 21st day or 22nd day after foliar treatment, the growth status of each plant was assessed visually and the degree of growth inhibition was determined in accordance with the evaluation criteria (Table 9).

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0070]

[TABLE 9]

Compound Dose (g/ha) Degree of growth inhibition (%) Faber's foxtail (21st day) Oatmeal (22nd day) Tolpiralate+piroxulam+bromoxyniloctanoate 30+15+174.3 84 88 50+15+174.3 88 77 Tolpyralate + piroxulam + bromoxyniloctanoate + cloquintocet mexil 30+15+174.3+100 89 87

[0071]

As shown in Table 9, it was found that the additional application of cloquintocet mexil as an antidote provided growth inhibition to the same extent as the combination of tolpiralate, pyroxsulam and bromoxyniloctanoate.

[0072]

EXAMPLE 7

In a wheat field in which wheat seeds were sown when the wheat reached the 3-leaf stage, an SC preparation containing tolpyralate as the active ingredient, a WP preparation containing pyroxulam as the active ingredient, an EC preparation containing bromoxyniloctanoate as the active ingredient, and a WP preparation , containing cloquintocet mexil as the active ingredient, was diluted with water (in an amount corresponding to 200 l/ha) and 0.5 vol.% of the excipient (trade name: Destiny HC, manufactured by Winfield Solutions, LLC.) was added, then foliar processing wheat with a pneumatic sprayer. On the 14th and 89th days after foliar treatment, the growth status of wheat was assessed visually and the degree of growth inhibition was determined in accordance with the evaluation criteria (Table 10).

Inhibition rate (%) = 0 (equivalent to untreated area) to 100 (complete destruction)

[0073]

[TABLE 10]

Compound Dose (g/ha) Growth inhibition rate (%) 14th day Day 89 Tolpiralate+piroxulam 100+30 23 40 Tolpiralate + piroxulam + cloquintocet mexil 100+30+100 16 4 Tolpyralate + piroxulam + bromoxyniloctanoate + cloquintocet mexil 100+30+348.6+100 19 7

[0074]

As shown in Table 10, it was confirmed that the growth inhibition of wheat when applying tolpiralate and piroxsulam was approximately 40% even at the last stage of growth and it was found that when cloquintocet mexil was applied as an antidote in combination, the growth inhibition at an early stage was reduced or growth was restored and ensured safety for wheat.

The entire disclosure of Japanese Patent Application No. 2019-100981, filed on May 30, 2019, including the description, claims, drawings and summary of the invention, is hereby incorporated by reference in its entirety.

Claims (13)

1. A herbicidal composition containing as active ingredients (a) tolpyralate and (b) pyroxulam, where the mass ratio of (a) with (b) in the mixture is from 1:0.03 to 1:2. 2. The herbicidal composition according to claim 1, which further contains (c) one component or two or more components selected from the group consisting of the following: another herbicidal compound and an antidote. 3. The herbicidal composition according to claim 1 for controlling unwanted plants or suppressing their growth, where the unwanted plants are selected from the group consisting of the following: cereals, sedges, chastuaceae, pontederiaceae, loosestrife, wartwort, malvaceae, asteraceae, nightshade, amaranthaceae, buckwheat , cabbage, bindweed, purslanaceae, legumes, cloves, lamiaceae, madder, euphorbia, commelinaceae, linderniaceae, plantain, geranium, borage, willowherb, umbelliferae, parifoliaceae and poppy. 4. The herbicidal composition according to claim 1 for use on an area in which useful agricultural crops grow, where the useful agricultural crops are selected from the group consisting of the following: lawn grass, soybean (Glycine max (L.) Merrill), cotton (Gossypium spp .), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture, oats (Avena sativa L.), rice (Oryza sativa L.), corn (Zea mays L.), sorghum (Sorghum spp.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee (Coffea arabica). 5. A method of controlling unwanted plants, which includes applying herbicidal effective amounts of (a) tolpiralate and (b) pyroxulam to the unwanted plants or to the area where they grow. 6. The method according to claim 5, wherein (a) and (b) are applied in a mixture at a mass ratio of from 1:0.03 to 1:2. 7. The method according to claim 5, wherein (a) is applied in an amount equal to from 0.5 to 200 g/ha, and (b) applied in an amount equal to from 0.1 to 150 g/ha. 8. The method according to claim 5, wherein (a) is applied in an amount equal to from 10 to 60 g/ha, and (b) is applied in an amount equal to from 5 to 30 g/ha. 9. The method of claim 5, wherein additionally applying (c) one component or two or more components selected from the group consisting of the following: another herbicidal compound and antidote, and herbicidal effective amounts of (a) and (b) , and (c) applied simultaneously or continuously. 10. The method according to claim 5, where the undesirable plants are selected from the group consisting of the following: cereals, sedges, alsaceae, pontederiaceae, loosestrife, povoinaceae, malvaceae, asteraceae, nightshade, amaranthaceae, buckwheat, cabbage, convolvulaceae, purslanaceae, legumes, cloves . 11. The method according to claim 5, where the area in which the unwanted plants grow is the area in which the beneficial crops grow, where the beneficial crop is selected from the group consisting of the following: lawn grass, soybean (Glycine max (L.) Merrill), cotton (Gossypium spp.), wheat (Triticum aestivum (L.) Thell.), barley (Hordeum vulgare L.), rye (Secale cereale L.), rye and wheat, pasture, oats (Avena sativa L. .), rice (Oryza sativa L.), corn (Zea mays L.), sorghum (Sorghum spp.), turnip (Brassica rapa L.), rapeseed (Brassica napus L.), sunflower (Helianthus annuus L.), sugar beet (Beta vulgaris L. var. saccharifera Alef.), sugar cane (Saccharum sinense Roxb.), peanuts (Arachis hypogaea L.), flax (Linum usitatissimum L.), tobacco (Nicotiana tabacum, L.) and coffee ( Coffea arabica). 12. A herbicidal mixture containing as active ingredients (a) tolpyralate and (b) piroxulam, where the mass ratio of (a) to (b) in the mixture is from 1:0.03 to 1:2. 13. Use of a combination of (a) tolpiralate and (b) pyroxsulam as active ingredients for the herbicidal composition according to claim 1 and the herbicidal mixture according to claim 12.