JPWO2013108825A1 - Lawnaceae perennial weed control agent, and lawn grass perennial weed control method - Google Patents

Abstract

According to the present invention, there is provided a grassy perennial weed control agent that exhibits a high control effect against grassy perennial weeds that are difficult to control with existing turfgrass herbicides and has a rapid onset of control effect. . The lawn grass perennial weed control method of the present invention comprises a 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivative represented by a specific structure as an active ingredient. Is applied to a lawn on which a grass perennial weed grows by soil treatment or foliage treatment.

Description

The present invention relates to a grassy perennial weed control agent for lawn that has a high herbicidal effect even when used alone, and has high safety without causing phytotoxicity to turfgrass, and lawn rice The present invention relates to a method for controlling perennial weeds.
This application claims priority based on Japanese Patent Application No. 2012-008663 for which it applied to Japan on January 19, 2012, and uses the content here.

Turfgrass is used for purposes such as maintaining aesthetics, providing disaster prevention, and recreation in golf courses, parks, general gardens, riverbeds, orchards and undergrowth.
Weed control is a problem in the process of healthy growth of turfgrass while maintaining its beauty. Weeds that breed on the lawn cause turfgrass growth inhibition, and the seeds adhere to clothes and serve as a hotbed for pests.

Herbicides are used to control weeds that grow on the lawn. However, conventional herbicides may have a narrow herbicidal spectrum and may have insufficient control effects or treatment methods may be limited. Had various problems such as. Furthermore, the generation of resistant weeds can be seen by the continuous use of herbicides having the same action.
Trifloxysulfuron sodium salt is said to be effective in controlling grass perennial weeds that tend to occur on the lawn, such as sparrows and chigayas (Patent Document 1), but the effect is actually poor. Since Gramineae perennial weeds are taxonomically and ecologically close to turfgrass, depending on the use of existing herbicides alone, species with rhizomes such as Gramineae perennial weeds, especially chigaya, without any phytotoxicity on the lawn. It is difficult to control. As a means for solving this problem, a method of using a plurality of existing herbicides or plant growth regulators has been proposed (Patent Documents 1, 2, and 3), which is effective for phytotoxicity and some weed species. There are problems such as lack, and satisfactory effects are not always obtained.

  In connection with the present invention, it is disclosed in Patent Document 4 and the like that 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivatives have herbicidal activity. Fulpoxam is known to have no phytotoxicity on turfgrass such as wild buckwheat and damselfly, and to show high control activity against broad-leaved annual weeds such as chickweeds that occur on the lawn and annual weeds such as grasshoppers ( Non-patent document 1). Further, it is known that flupoxam exhibits a high control activity against broad-leaved perennial weeds such as tsubosomilet, plantain, and kabatami that occur on the lawn (see Patent Document 5). However, it is not known that flupoxam has an excellent herbicidal activity against grassy perennial weeds that occur on the lawn.

JP 2008-31061 A JP-A-11-302112 JP 2001-39806 A Japanese Unexamined Patent Publication No. 63-313779 WO2008 / 96675

2003 Spring / Summer Lawn-related Herbicide / Growth Regulator Test Record (December 2003, Japan Plant Regulatory Research Association)

  The present invention relates to a grassy perennial weed control agent for lawn that has a high herbicidal effect even when used alone, and has high safety without causing phytotoxicity to turfgrass, and lawn rice It is an object to provide a method for controlling perennial weeds.

  As a result of studies to solve the above problems, the present inventors have found that the 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivative represented by the formula (1) It is a herbicidal active ingredient that has high herbicidal effect against grassy perennial weeds that were difficult to control with existing turf herbicides due to soil treatment or foliage treatment, and has a wide range of suitable treatment periods. As a result, the present invention has been completed.

That is, the present invention includes the following.
[1] A grassy perennial weed control agent comprising a 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivative represented by the formula (1) as an active ingredient.

(In the formula (1), R is an unsubstituted or substituted alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 3 to 7 carbon atoms substituted with a fluorine atom. , An unsubstituted or substituted phenyl group, or an unsubstituted or substituted aralkyl group having 7 to 9 carbon atoms,
X ¹ represents a halogen atom or an alkyl group having 1 to 3 carbon atoms,
X ² represents a hydrogen atom or a halogen atom,
Y ¹ and Y ² each independently represent a hydrogen atom or a fluorine atom. )

[2] A method for controlling lawn grass perennial weeds, comprising applying the control agent according to [1] to a lawn on which grass perennial weeds are grown by soil treatment or foliage treatment.
[3] The lawn is composed of at least one turfgrass selected from the group consisting of wild buckwheat, brilliant buckwheat, velvet buckwheat, Bermuda grass, St. Augustine grass, creeping bentgrass, Kentucky bluegrass, perennial ryegrass, fescue, and centipede grass. The method for controlling lawn grass perennial weeds according to [2] above.
[4] Control of turf grass perennial weeds according to [2] or [3] above, wherein the grass perennial weed is at least one selected from the group consisting of the genus Paspalum and Imperata Method.
[5] The lawn grass perennial weed control method according to any one of [2] to [4], wherein the active ingredient is applied at 10 to 5000 g per hectare.
[6] The method for controlling lawn grass perennial weeds according to any one of [2] to [5], wherein the control agent is a granular wettable powder.

  The grassy perennial weed control agent for turf according to the present invention exhibits a high control effect on the grassy perennial weeds that have been difficult to control with existing turfgrass herbicides, and the control effect is rapidly manifested. In addition, it shows sufficient safety against turfgrass. According to the method for controlling lawn grass perennial weeds according to the present invention, a high herbicidal effect is obtained with respect to grass perennial weeds that do not affect the lawn and are difficult to control with existing herbicides for lawn grass. be able to.

  The grassy perennial weed control agent for lawn of the present invention (hereinafter sometimes referred to as “control agent of the present invention”) is 1,5-diphenyl-1H-1,2,4 represented by the formula (1). -A triazole-3-carboxylic acid amide derivative is contained as an active ingredient.

  In the formula (1), R is an unsubstituted or substituted alkyl group having 1 to 10 carbon atoms substituted with a fluorine atom, an alkyl group having 1 to 3 carbon atoms substituted with a cycloalkyl group having 3 to 7 carbon atoms, An unsubstituted or substituted aralkyl group having 7 to 9 carbon atoms, or an unsubstituted or substituted phenyl group is shown.

  Examples of the unsubstituted or substituted alkyl group having 1 to 10 carbon atoms include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, t- Butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group; fluoromethyl group, difluoromethyl group, trifluoromethyl group, 2,2, Examples include 2-trifluoroethyl group, pentafluoroethyl group, 2,2,3,3,3-pentafluoropropyl group, perfluoropropyl group, perfluorobutyl group, perfluoropentyl group and the like.

  Examples of the alkyl group having 1 to 3 carbon atoms substituted with a cycloalkyl group having 3 to 7 carbon atoms include cyclopropylmethyl group, cyclopentylmethyl group, cyclohexylmethyl group, cycloheptylmethyl group, 2-cyclopropylethyl group, 2 -Cyclopentylethyl group, 2-cyclohexylethyl group, 2-cycloheptylethyl group, 3-cyclopropylpropyl group, 3-cyclopentylpropyl group, 3-cyclohexylpropyl group, 3-cycloheptylpropyl group, 2-cyclopropyl-1 -Methyl-ethyl group, 2-cyclopentyl-1-methyl-ethyl group, 2-cyclohexyl-1-methyl-ethyl group, 2-cycloheptyl-1-methyl-ethyl group and the like can be mentioned.

Examples of the unsubstituted aralkyl group having 7 to 9 carbon atoms include benzyl group, phenethyl group, and 3-phenylpropyl group.
Examples of the group substituted by the phenyl group or the group substituted by the aralkyl group having 7 to 9 carbon atoms include halogen atoms such as fluorine atom, chlorine atom and bromine atom; An alkoxy group having 1 to 6 carbon atoms such as a methoxy group or an ethoxy group; a nitro group; a cyano group; There may be a plurality of groups substituted by a phenyl group, or a group substituted by an aralkyl group having 7 to 9 carbon atoms, and the plurality of substituents may be the same or different.
Among these, R is preferably an unsubstituted or substituted alkyl group having 2 to 7 carbon atoms substituted with a fluorine atom, more preferably an alkyl group having 2 to 5 carbon atoms substituted with a fluorine atom, More preferred is a 3,3,3-pentafluoropropyl group.

In formula (1), X ¹ represents a halogen atom or an alkyl group having 1 to 3 carbon atoms. Examples of the halogen atom include a fluorine atom, a chlorine atom, and a bromine atom. Examples of the alkyl group having 1 to 3 carbon atoms include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group. Of these, X ¹ is preferably a halogen atom, more preferably a chlorine atom.

In formula (1), X ² represents a hydrogen atom or a halogen atom. Examples of the halogen atom include a fluorine atom, a chlorine atom, and a bromine atom. Of these, X ² is preferably a hydrogen atom.
In formula (1), Y ¹ and Y ² each independently represent a hydrogen atom or a fluorine atom. Among these, Y ¹ and Y ² are preferably hydrogen atoms.

Specific examples of the 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivative represented by the formula (1) are described in JP-A-63-313779 (Table 1 in the specification). ). Among these, compounds in which R is a 2,2,3,3,3-pentafluoropropyl group, X ¹ is a 4-substituted chlorine atom, X ² , Y ¹ and Y ² are hydrogen atoms (1- [4 -Chloro-3- (2,2,3,3,3-pentafluoropropoxymethyl) phenyl] -5-phenyl-1H-1,2,4-triazole-3-carboxamide) is particularly preferred.

  The control agent of the present invention is highly safe against lawn and has resistance to grass perennial weeds that are difficult to control with existing lawn herbicides by soil treatment or foliage treatment, and existing herbicides It is a herbicide that exhibits high herbicidal effects on weeds and has a wide range of suitable treatment times.

  The turfgrass that can be used with the control agent of the present invention is not particularly limited as long as it is a grass species used as turfgrass. For example, a warm-ground lawn selected from the group consisting of wild buckwheat, damselfly, velvet shiba, Bermuda grass, St. Augustine grass, and centipede grass; a cold-ground type selected from the group consisting of creeping bentgrass, Kentucky bluegrass, perennial ryegrass, and fescue Lawn; etc. Among these, the genus Zoysia tenuifolia and the genus Zoysia including Zoysia japonica are preferable, and the moss is particularly preferable.

Examples of the weeds to be controlled by the control agent of the present invention include annual and perennial weeds of Gramineae and broadleaf. The grassy perennial weed control agent for lawn of the present invention is preferably intended to control grass weeds, more preferably to perennial weeds. More specifically, weeds to be controlled include Paspalum thunbergii, Paspalum dilatatum, Imperata cylindrica, Miscanthus sinensis, Miscanthus sacchari, Sorghum halepense (Sorghum grass), Phragmites australis, Dactylis glomerata, Phleum pratense, tsu gromon ense (Agropyron repens).
Among these, it is preferable to control at least one kind of Gramineae perennial weed selected from the group consisting of the genus Sparrow and the genus Chigaya. Specific examples of these weeds include Paspalum thunbergii, Paspalum notatum, Paspalum urvillei, Paspalum dilatatum, and Imperata cylindrica.

  From the viewpoint of obtaining a higher control effect and preventing the generation of new resistance, it is preferable to carry out a mixture treatment, system treatment, and multiple treatments of the control agent of the present invention and other agrochemical active ingredients. Furthermore, it is preferable to combine with integrated pest management (IPM) combined with cultivated control such as mowing. These treatments can also have an effect of reducing the amount of the control agent of the present invention used.

  The agrochemical active ingredient that can be mixed with the control agent of the present invention is not limited depending on whether it is liquid or solid, organic compound or inorganic compound, single compound or mixture. Specifically, the following fungicides, insecticides, acaricides, plant growth regulators, herbicides and the like can be exemplified. These agrochemical active ingredients can be used alone or in combination of two or more. When mixed, additive effects and significant synergistic effects may be obtained for the development of weeds having efficacy, phytotoxicity and resistance.

Fungicide:
Copper agents such as basic copper chloride and basic copper sulfate;
Sulfur agent: Thiuram, Zineb, Mannebu, Mancozeb, Zillam, Propineb, Polycarbamate, etc.
Polyhaloalkylthio agents: captan, phorpet, dichlorofluanide, etc.
Organochlorine agents: chlorothalonil, fusalide, etc.
Organophosphorus agents: IBP, EDDP, triclophosmethyl, pyrazophos, fosetyl and the like.
Benzimidazole agents: thiophanate methyl, benomyl, carbendazim, thiabendazole and the like.
Dicarboximide agents: iprodione, procymidone, vinclozolin, fluorimide and the like.
Carboxamide agents: oxycarboxin, mepronil, flutolanil, teclophthalam, trichlamide, pencyclon, tifluzamide, penthiopyrad, etc.
Acylalanine agents: metalaxyl, oxadixyl, furaxyl, etc.
Methoxy acrylate agents: Cresoxime methyl, azoxystrobin, metminostrobin, etc.
Anilinopyrimidine agents: andprim, mepanipyrim, pyrimethanil, cyprodinil and the like.
SBI agents: triadimephone, triadimenol, vitertanol, microbutanyl, hexaconazole, propiconazole, triflumizole, prochloraz, pefazoate, phenalimol, pyrifenox, triphorin, flusilazole, etaconazole, diclobutrazole, fluotrimazole, Flutriaphene, penconazole, diniconazole, imazalyl, tridemorph, fenpropimorph, butiobate, epoxiconazole, metconazole, etc.
Antibiotic agents: polyoxin, blasticidin S, kasugamycin, validamycin, dihydrostreptomycin sulfate, etc.
Other fungicides: propamocarb hydrochloride, quintozene, hydroxyisoxazole, metasulfocarb, anilazine, isoprothiolane, probenazole, quinomethionate, dithianone, dinocab, dichromedine, ferrimzone, fluazinam, pyroxylone, tricyclazole, oxolinic acid, dithianone, iminoctazine acetate, Simoxanyl, pyrrolnitrin, metasulfocarb, dietofencarb, binapacryl, lecithin, baking soda, phenaminosulf, dodine, dimethomorph, phenazine oxide, carpropamide, fursulfamide, fludioxonil, famoxadone, etc.

Insecticides and acaricides:
Organophosphorus and carbamate insecticides: fenthion, fenitrothion, diazinon, chlorpyrifos, ESP, bamidthione, phentoate, dimethoate, formothion, marathon, trichlorphone, thiomethone, phosmet, dichlorvos, acephate, EPBP, methyl parathion, oxydimethone methyl, ethion, thione Cyanophos, isoxathione, pyridafenthion, hosalon, methidathion, sulprophos, chlorfenvinphos, tetrachlorbinphos, dimethylvinphos, propaphos, isofenphos, ethylthiomethone, propenophos, pyraclophos, monocrotophos, azinephosmethyl, aldicarb, mesomil, thiodicarb, carbofuran, Carbosulfan, Benfuracarb, Fracio Lube, propoxur, BPMC, MTMC, MIPC, carbaryl, pirimicarb, ethiofencarb, such as fenoxycarb.
Pyrethroid insecticides: permethrin, cypermethrin, deltamethrin, fenvalerate, phenpropatoline, pyrethrin, allethrin, tetramethrin, resmethrin, dimethrin, proprasrin, phenothrin, protorin, fluvinate, cyfluthrin, cyhalothrin, flucitrinate, etofenprox, Cycloprotonline, tralomethrin, silafluophene, brofenprox, acrinusline and so on.
Neonicotinoid compounds: Nitenpyram, imidacloprid, acetamiprid, thiamethoxam, clothianidin, thiacloprid, dinotefuran, imidacrotis, nithiazine and the like.
Benzoylurea other insecticides: diflubenzuron, chlorfluazuron, hexaflumuron, triflumuron, flufenoxuron, flucycloxuron, buprofezin, pyriproxyfen, metoprene, benzoepin, diafenthiuron, fipronil, cartap, thiocyclam , Bensultap, nicotine sulfate, rotenone, metaldehyde, machine oil, microbial pesticides such as BT and entomopathogenic viruses, pheromone agents, etc.

Nematicides: Phenamifos, Phostiazate, etc.
Acaricides: chlorbenzilate, phenisobromolate, dicophore, amitraz, BPPS, benzomate, hexithiazox, fenbutazin oxide, polynactin, quinomethionate, CPCBS, tetradiphone, avermectin, milbemectin, clofentezin, cihexatin, pyridaben, fenpyroximate, tebufenpyrad, Pyrimidifen, phenothiocarb, dienochlor, etc.

  Plant growth regulators: gibberellins (eg, gibberellin A3, gibberellin A4, gibberellin A7), IAA, NAA and the like.

  Herbicides: acifluorfen, atrazine, alachlor, isoxaben, isoproturon, imazaquin, imazetapyr, imazosulfuron, ethoxysulfuron, etofumesate, endtal, oxadiazone, oxaziargyl, oryzalin, orthobencurve, cfentrol, quinoclamamine, quinclorac, Glufosinate, Chromazone, Chlorprofam, Cyanazine, Diuron, Dicamba, Cyclosulfamlone, Diclobenil, Diclohop-Methyl, Dithiopyr, Sinosulfuron, Diflufenican, Dithiopyr, Difenzocote, Cinmethylin, Sulcotrione, Cetoxidim, Dimron, Thiobencarbol Triadifram, triazophenamide, tric Pill, trifluralin, trifloxysulfuron, naproanilide, napropamide, nicosulfuron, paraquat, halosulfuronmethyl, bifenox, piperofos, pyrazolate, pyrithiobac, pyridate, pyributycarb, phenoxaprop-ethyl, fenmedifam, butamiphos, frazasulfuron, Flumprop ethyl, full microlac-pentyl, fluthiaset-methyl, flumeturum, pretilachlor, prodiamine, propanyl, propizzamide, flurosum lam, bromoxynyl, bensulfuron-methyl, benzoylpropethyl, bentazone, pendimethalin, benfrecetate, benfluralin, fomesafen , Metamitron, metsulfuron methyl, metribudine, rimsulfuron, renacil ACN, CAT, DCBN, EPTC, MCPP, MDBA, 2,4-D, such as 2,4-DB.

  Synergists, antidote, safener: octachlorodipropyl ether, piperonyl butoxide, sinepiline, IBTA, benoxacol, croquintoset methyl, ciomethrinyl, dichlormide, fenchlorazole ethyl, fenchlorim, flurazole, flirazole, mefen Pyrdiethyl, MG191, naphthalic hydride, oxabetalinyl and the like.

  Antibacterial / antifungal / algicidal agent: trialkyltriamine, ethanol, isopropyl alcohol, propyl alcohol, trisnitro, chlorobutanol, bronopol, glutaraldehyde, formaldehyde, α-bromocinnamaldehyde, Skane M-8, caisson CG, NS- 500 W, BIT, n-butyl BIT, allyl isothiocyanate, thiabendazole, methyl 2-benzimidazolylcarbamate, lauricidine, bioban, triclocarban, halocarban, benzoic acid, sorbic acid, caprylic acid, propionic acid, 10-undecylenic acid, Potassium sorbate, potassium propionate, potassium benzoate, monomagnesium phthalate, zinc undecylenate, 8-hydroxyquinoline, quinoline copper, TMTD, triclosan, Rilfluanide, shirako protein, egg white lysozyme, benazole, carbam sodium, triazine, tebuconazole, hinokitiol, tetrachloroisophthalonitrile, chlorhexidine gluconate, chlorhexidine hydrochloride, polyhexamethylene biguanide, polybiguanide hydrochloride, dantbrom, glidant, Sodium pyrithione, zinc pyrithione, dencil, copper pyrithione, thymol, isopropylmethylphenol, OPP, phenol, butylbaraben, ethylparaben, methylparaben, propylparaben, metacresol, orthocresol, paracresol, sodium orthophenylphenol, chlorophene, parachlor Phenol, parachlorometaxylate, parachlorocresol, full Orophorpet, Polylysine, Diiodomethylparatolylsulfone, Hydrogen peroxide, Stabilized chlorine dioxide, Peracetic acid, Copper naphthenate, Novalon AG300, Silver chloride, Titanium oxide, Silver, Zinc calcium phosphate, Silver ace, Silver zinc Aluminosilicate, silver zinc zeolite, holon killer, dimer 136, benzalkonium chloride, didecyldimethylammonium chloride, benzethonium chloride, Hyamine 3500J, cetylammonium bromide, cetrimide, dimer 38, bardac 170P, DC-5700, cetylpyridinium Chloride, chitosan, diuron, preventor A6, CMI, 2Cl-OIT, OIT, IPBC, TCMSP, etc.

  Among these, in the present invention, the agrochemical active ingredient is ACN, CAT, DCBN, MCPP, MDBA, alachlor, isoxaben, imazaquin, imazosulfuron, ethoxysulfuron, endtal, oxazial gill, oryzalin, orthoben curve, fenfentrol. , Quinoclamine, cyclosulfamuron, dithiopyr, synosulfuron, symmetrine, tenylchlor, triadifram, triclopyr, trifloxysulfuron, napropamide, halosulfuronmethyl, biphenox, pyributycarb, butamifos, flazasulfuron, prodiamine, propyzamide, flurothram, benfluraline Desirable to be herbicide for lawn such as pendimethalin, metsulfuron methyl, rimsulfuron, lenacyl. .

  Further, as ingredients other than agricultural chemicals, it can be mixed with other agricultural materials such as fertilizers, plant vitality agents, and coloring agents, mixed, or systemically treated.

  The control agent of the present invention is usually mixed with an organic solvent, a bulking agent, water, etc., and if necessary, a surfactant or other formulation adjuvant is added, and a wettable powder, granular wettable powder, powder, It is formulated into aerosols, suspensions, emulsions, suspoemulsions, microcapsule preparations, microemulsion preparations, paste-form preparations and the like.

  The surfactant is not limited as long as it can be used in a general agricultural chemical formulation. Examples thereof include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.

  Nonionic surfactants include sorbitan fatty acid esters (C12-18), POE sorbitan fatty acid esters (C12-18), sugar ester type surfactants such as sucrose fatty acid esters, POE fatty acid esters (C12-18), Fatty acid ester type surfactants such as POE resin acid ester and POE fatty acid diester (C12-18); Alcohol type surfactants such as POE alkyl ether (C12-18); POE alkyl (C8-12) phenyl ether, POE dialkyl (C8-12) alkyl ether type surfactants such as phenyl ether, POE alkyl (C8-12) phenyl ether formalin condensate; polyoxyethylene / polyoxypropylene block polymer, alkyl (C12-18) polyoxyethylene / polyethylene Polyoxyethylene / polyoxypropylene block polymer type surfactants such as oxypropylene block polymer ether; alkylamine type surfactants such as POE alkylamine (C12-18) and POE fatty acid amide (C12-18); POE fatty acid bis Bisphenol type surfactants such as phenyl ether; polyaromatic surfactants such as POA benzylphenyl (or phenylphenyl) ether, POA styrylphenyl (or phenylphenyl) ether; POE ether and ester type silicon and fluorine-based surfactants And silicone-based surfactants such as agents; vegetable oil-type surfactants such as POE castor oil and POE hydrogenated castor oil; and the like.

Examples of the anionic surfactants include alkyl sulfates (C12-18, Na, NH _4, alkanolamine), POE alkyl ether sulfates (C12-18, Na, NH _4, alkanolamine), POE alkylphenyl ether sulfate (C12～ 18, NH ₄ , alkanolamine, Ca), POE benzyl (or styryl) phenyl (or phenylphenyl) ether sulfate (Na, NH ₄ , alkanolamine), polyoxyethylene / polyoxypropylene block polymer sulfate (Na, NH ₄₎ Sulfate type surfactants such as alkanolamine); paraffin (alkane) sulfonate (C12-22, Na, Ca, alkanolamine), AOS (C14-16, Na, alkanol) Min), dialkyl sulfosuccinate (C8~12, Na, Ca, Mg ), alkyl benzene sulfonates (C12, Na, Ca, Mg , NH 4, alkyl amines, alkanol, amine, cyclohexylamine), mono- or di (C3～ 6) Naphthalene sulfonate (Na, NH ₄ , alkanolamine, Ca, Mg), naphthalene sulfonate-formalin condensate (Na, NH ₄ ), alkyl (C8-12) diphenyl ether disulfonate (Na, NH ₄ ), lignin sulfonate ( Sulfonate type surfactants such as Na, Ca), POE alkyl (C8-12) phenyl ether sulfonate (Na), POE alkyl (C12-18) ether sulfosuccinic acid half ester (Na); carboxylic acid type fatty acid salt (C1) ~ 18, Na, K, NH _4, alkanolamine), N- methyl - fatty acid sarcosinates (C12-18, Na), resin acid salt (Na, K) POE alkyl (C12-18) ether phosphates (Na, such as, Alkanolamine); POE mono- or dialkyl (C8-12) phenyl ether phosphate (Na, alkanolamine), POE benzyl (or styryl) phenyl (or phenylphenyl) ether phosphate (Na, alkanolamine), polyoxyethylene poly And phosphate type surfactants such as oxypropylene block polymer (Na, alkanolamine), phosphatidylcholine / phosphatidylethanolimine (lecithin), alkyl (C8-12) phosphate, and the like.

  Cationic surfactants include alkyltrimethylammonium chloride (C12-18), methyl polyoxyethylene alkylammonium chloride (C12-18), alkyl N-methylpyridium bromide (C12-18), mono- or dialkyl. (C12-18) ammonium type surfactants such as methylated ammonium chloride and alkyl (C12-18) pentamethylpropylenediamine dichloride; alkyldimethylbenzalkonium chloride (C12-18), benzethonium chloride (octylphenoxyethoxyethyldimethylbenzyl) Benzalkonium type surfactants such as ammonium chloride).

Examples of amphoteric surfactants include betaine surfactants such as dialkyl (C8-12) diaminoethylbetaine and alkyl (C12-18) dimethylbenzylbetaine; dialkyl (C8-12) diaminoethylglycine, alkyl (C12-18) And glycine type surfactants such as dimethylbenzylglycine.
These surfactants can be used alone or in combination of two or more.

  Organic solvents used in emulsions, suspoemulsions, microcapsule preparations, microemulsion preparations include vegetable oils, petroleum-based linear hydrocarbons, aromatic hydrocarbons such as alkylated naphthalene, preferably α-methylnaphthalene; fat Aliphatic or cycloaliphatic hydrocarbons such as paraffin or cyclohexane; glycols and their ethers such as propylene glycol, dipropylene glycol, ethylene glycol, ethylene glycol monomethyl ether or monoethyl ether; esters such as methyl oleate, dibasic acids ( Adipic acid, glutaric acid, succinic acid) dimethyl esters; ketones such as cyclohexanone, isophorone or diacetone alcohol; heterocyclic compounds such as N-methyl-2-pyrrolidone, γ-butyro Kuton and so on. These organic solvents can be used alone or in combination of two or more.

  Examples of fillers (carriers) used in wettable powders, granular wettable powders and powders include inorganic salts such as potassium chloride, phosphates, hydrogen phosphates and ammonium sulfates; natural mineral powders, silicon oxides and the like And inorganic synthetic extenders with high oil absorption. In addition, sugars such as sucrose and lactose; organic substances such as urea, starch, dextrin, cellulose, cellulose derivatives, cereal flour, and wood flour can also be mentioned as extenders. These can be used individually by 1 type or in combination of 2 or more types.

  An antifreezing agent can also be added to the control agent of the present invention. Specific examples of the antifreezing agent include ethylene glycol, propylene glycol, glycerin diethylene glycol, dipropylene glycol and the like. These can be used individually by 1 type or in combination of 2 or more types.

  In emulsions and hydrated suspensions, hydroxyalkyl cellulose and cellulose derivatives such as metal salts thereof, polyvinyl alcohol derivatives, polyvinyl pyrrolidone, natural gums, in order to prevent sedimentation and separation of agrochemical active ingredient particles, It is also possible to add thickeners such as bentonite.

  The control agent of the present invention includes, as necessary, inorganic salts such as calcium carbonate, potassium chloride and sodium sulfate; organic acids such as citric acid, malic acid, fumaric acid and stearic acid; and salts thereof; lactose, sucrose Sugars such as alumina powder, silica gel, zeolite, hydroxyapatite, zirconium phosphate, titanium phosphate, titanium oxide, zinc oxide, hydrotalcite, kaolinite, montmorillonite, talc, clay, etc .; gallic acid n- Antioxidants such as propyl and butylhydroxyanisole; pH regulators and buffers such as sodium tripolyphosphate, sodium dihydrogen phosphate, and ammonium phosphate; Colorants such as Food Blue No. 1, Methylene Blue, Pigment Red 48; Other additives such as agents; lubricants; UV absorbers; antistatic agents; Agent can be added.

  The control agents of the present invention include solid or liquid adjuvants such as stabilizers, such as solid paraffin, liquid paraffin, epoxidized or non-epoxidized vegetable oil (eg epoxidized coconut oil, rapeseed oil or soybean oil), May contain foaming agents (eg silicone oil), viscosity modifiers, binders, adhesives, other active ingredients (eg bactericides, fungicides, bactericides, insecticides or acaricides) .

The control agent of the present invention can be produced by a known method.
For example, when the control agent of the present invention is an emulsion (oil in water), homogenize while adding a solution prepared by dissolving an active ingredient, an emulsifier and an emulsion stabilizer in an organic solvent to water, It can manufacture by homogenizing, adding water gradually to the solution which melt | dissolved the active ingredient, the emulsifier, and the emulsion stabilizer in the organic solvent.

  When the control agent of the present invention is a suspension concentrate, a wet pulverizer in which the active ingredient and a wetting agent, a dispersing agent, a thickener, a preservative, an antifoaming agent, etc. are mixed and filled with beads. It can manufacture by grind | pulverizing in.

  When the control agent of the present invention is a suspoemulsion, it can be produced by stirring an emulsion (emulsion, oil in water) and a hydrated suspension (suspension concentrate) with a three-one motor or the like. it can.

  When the control agent of the present invention is a wettable powder, it can be produced by air pulverization with a jet mill such as Ulmax (Nisso Engineering).

  Moreover, when the control agent of the present invention is a granular dispersible granule (water dispersible granule), it is produced by adding water to the wettable powder, kneading, extruding, drying and sizing, Dust can be produced by mixing a raw material, a part of the extender and other components, producing a concentrated powder that is pulverized by a jet mill, and diluting and mixing with the extender.

  The formulated control agent of the present invention is applied to seeds, plants, water surface or soil as it is or diluted with water or the like. Moreover, it can be used in combination with other fungicides, herbicides, fertilizers, soil conditioners and the like. The application rate of the agricultural composition of the present invention varies depending on the mixing ratio of the two active ingredient compounds, weather conditions, formulation form, application method, application location, disease to be controlled, target crop, etc., but is usually effective per hectare. The amount of the component compound is 10 to 5000 g, preferably 200 to 3000 g.

The spraying method and spraying time of the control agent of the present invention can be performed by a general spraying machine or method that can be used by existing agricultural chemicals.
Control of grass perennial weeds is highly effective regardless of whether weeds occur before or after the occurrence of weeds, but in order to obtain higher effects, the drug is sufficiently absorbed and a new outbreak occurs. Soil treatment is desirable in that it can be prevented for a long time. Similar effects can be obtained in grass species other than the grass perennial weeds.

  Hereinafter, the present invention will be specifically described by way of examples. However, the following examples do not limit the scope of the present invention.

Example 1 Production of Granule Wettable Powder 1- [4-Chloro-3-[(2,2,3,3,3-pentafluoropropoxy) methyl] phenyl] -5-phenyl-1H-1,2 , 4-triazole-3-carboxamide 50.6 parts by mass, anionic surfactant 12.0 parts by mass, potassium chloride 10.0 parts by mass, and mineral carrier 27.4 parts by mass were obtained. 45 parts by mass of water was added to the mixture pulverized with a hammer mill, kneaded, extruded and granulated using a 0.7 mm screen, and dried to obtain a granulated wettable powder. The obtained granule wettable powder is referred to as Drug A.

As a control agent, the following commercial preparations were used.
Drug B: Pendimethalin 45% flowable formulation (trade name: Way Up, manufactured by BASF)
Drug C: prodiamine 40.7% flowable preparation (trade name: Barricade, manufactured by Syngenta) and trifloxysulfuron sodium salt 75% granule wettable powder (trade name: monument, manufactured by Syngenta) each have predetermined concentrations. Drug D: Pendimethalin 45% flowable preparation (trade name: Way Up, manufactured by BASF) and cyclosulfamuron 66% granule wettable powder (trade name: Double Up, manufactured by BASF) ) Diluted with water to a predetermined concentration

  Next, the test example regarding the effect of the control agent of this invention is shown.

(Test Example 1) Chigaya control effect Six tubers (length: about 10 cm) of Chigaya (Imperata cylindrica) were transplanted in a pot at a depth of 5 cm. On the same day, drugs A and B diluted to a predetermined concentration with water were respectively sprayed on the soil surface at a spray water amount of 200 ml / m ² . It was grown in a greenhouse, and after 56 days from transplanting / dispersing, the above-ground part was collected and the fresh weight was measured. The test was performed in triplicate and the average value was determined. The test results are shown in Table 1. Drug A was able to effectively inhibit the growth of chigaya.

(Test Example 2) Control effect of striped pearl millet (Paspalum dilatatum) Tubers (3 to 5 cm in length) were transplanted in one pot at a depth of 5 cm. Three days later, drugs A and B diluted to a predetermined concentration with water were respectively sprayed on the soil surface at a spray water amount of 200 ml / m ² . It was grown in a greenhouse, and after 56 days from spraying, the above-ground part was collected and the fresh weight was measured. The test was performed in triplicate and the average value was determined. The test results are shown in Table 2. The drug A was able to effectively suppress the growth of the Japanese bluefish.

(Test Example 3) Chigaya control effect Two sections of 100 m ² were prepared at the place where the chigaya occurred in the expressway interchange, and the spray solution was prepared by diluting the drug A with tap water.
The spray solution, medicines C and D were each sprayed at a spray water amount of 200 ml / m ² using a sprayer to carry out a foliage treatment.
Investigation was conducted after 2 months and 3 months from spraying, the degree of suppression was confirmed by visual observation, and the average value of 2 compartments was obtained. The test results are shown in Table 3. Chigaya, which has a poor inhibitory effect with drugs C and D, could be suppressed with drug A (fluxoxam 50.6 mass% granule wettable powder) without affecting turfgrass.
In addition, the inhibitory effect (%) is an objective survey on a scale of 0% to 100% in comparison with the untreated section. 0% means that the chigaya is thriving just like the untreated area, and 100% means that the chigaya is completely dead.

(Test Example 4) Sparrow fly-controlling effect One section of 5000 m ² was created at a sparrow fly-fly generation site in a golf driving range, and a spray solution was prepared by diluting medicine A with tap water.
This spray solution was sprayed at a spray water amount of 200 ml / m ² using a sprayer to perform foliage treatment.
The investigation was conducted after 2 months and 4 months from spraying, and the degree of suppression was confirmed visually. The test results are shown in Table 4. Sparrowfish was able to be suppressed for a long period of time without affecting turfgrass by drug A (flupoxam 50.6 mass% granule wettable powder). In addition, the inhibitory effect (%) is an objective survey on a scale of 0% to 100% in comparison with the untreated section. 0% means that the spruce tree is thriving just like the untreated area, and 100% means that the spruce tree is completely dead.

  From the above results, the grassy perennial weed control agent containing a 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivative represented by the formula (1) as an active ingredient is: It can be seen that, even with single use perennial weeds, it has a fast and high herbicidal effect, and has high safety without causing phytotoxicity to turfgrass.

  The grassy perennial weed control agent for turf according to the present invention exhibits a high control effect on the grassy perennial weeds that have been difficult to control with existing turfgrass herbicides, and the control effect is rapidly manifested. In addition, it shows sufficient safety against turfgrass. According to the method for controlling lawn grass perennial weeds according to the present invention, a high herbicidal effect is obtained with respect to grass perennial weeds that do not affect the lawn and are difficult to control with existing herbicides for lawn grass. be able to. Therefore, the present invention can be suitably used for a lawn grass perennial weed control agent and a lawn grass perennial weed control method. Therefore, the present invention is extremely useful industrially.

Claims (6)

A grassy perennial weed control agent containing a 1,5-diphenyl-1H-1,2,4-triazole-3-carboxylic acid amide derivative represented by the formula (1) as an active ingredient.

(In the formula (1), R is an unsubstituted or substituted alkyl group having 1 to 10 carbon atoms or a cycloalkyl group having 3 to 7 carbon atoms substituted with a fluorine atom. , An unsubstituted or substituted phenyl group, or an unsubstituted or substituted aralkyl group having 7 to 9 carbon atoms,
X ¹ represents a halogen atom or an alkyl group having 1 to 3 carbon atoms,
X ² represents a hydrogen atom or a halogen atom,
Y ¹ and Y ² each independently represent a hydrogen atom or a fluorine atom. )   A method for controlling lawn grass perennial weeds, comprising applying the control agent according to claim 1 to a lawn on which grass perennial weeds are grown by soil treatment or foliage treatment.   The lawn is made of at least one turfgrass selected from the group consisting of wild buckwheat, yellow bream, velvety buckwheat, Bermuda grass, St. Augustine grass, creeping bentgrass, Kentucky bluegrass, perennial ryegrass, fescue, and centipede grass. 2. A method for controlling perennial weeds as described in 2.   The method for controlling grass perennial perennial weeds according to claim 2 or 3, wherein the grass perennial weeds is at least one selected from the group consisting of the genus Sparrow and the genus Chigaya.   The method for controlling lawn grass perennial weeds according to any one of claims 2 to 4, wherein the active ingredient is applied at 10 to 5000 g per hectare.   The method for controlling grassy perennial weeds according to any one of claims 2 to 5, wherein the control agent is a granular wettable powder.