PL176078B1 - Synergetic herbicide and method of fighting against growth of undersirable flora - Google Patents

Abstract

Synergistic herbicide agent, containing an active substance, typical supporting agents and a carrier allowed for agricultural use, characterised in that it contains herbicidally effective joint amount of dimetenamid, herbicide chosen from triketone and dyon group, including 2- (2-chloro-4-methano-sulphonylobenzoilo)-1,3- cyclohexanedyone; 2-(4-methylosulphonyloksy-2-nitrobenzoilo)-4,4,6,6-tetramethylo-1,3-cyclohexanedyone; 3-(4-methylosulphonyloksy-2-nitrobenzoilo)-bicyclo [3.2.1]oktano-2,4-dyon; 3-(4-methylosulphonylo-2-nitrobenzoilo)-bicyclo [3.2.1] octano-2.4-dyon; 4-(4-chloro-2-nitrobenzoilo)-2.6.6-trimethylo-2H-1,2-oxasino-3,5(4H, 6H) dyon; 4-(4-methylotio-2-nitrobenzoilo)-2,6,6-trimethylo-2H-1,2-oxasino-3,5-(4H, 6H)-dyon; 3-(4-methylotio-2-nitrobenzoilo)-bicyclo [3.2.1] oktano-2,4-dyon; 4-(2-nitro-4-trifluorometoksybenzoilo)-2,6,6-trimethylo-2H-1,2-oxasino-3,5 (4H, 6H) - dyon and a herbicide from triasine group, including atrasine, simazine, cianisine, prometon, ametrine, prometrine, hexasinone, metribusine, whereby the weight ratio of triasine to dimetenamid is 3:1 -1:3, weight ratio of dimetenamid to herbicide chosen from triketone and dyon group is 0.05:1 to 300:1 and active substances are present in the amount of 0.01-90 weight percent. Method for fighting undesirable vegetation, characterised in that synergistic herbicide is applied where undesirable vegetation grows, characterised in that it contains herbicidally effective joint amount of dimetenamid, herbicide chosen from triketone and dyon group, including 2- (2-chloro-4-methano-sulphonylobenzoilo)-1,3- cyclohexanedyone; 2-(4-methylosulphonyloksy-2-nitrobenzoilo)-4,4,6,6-tetramethylo-1,3-cyclohexanedyone; 3-(4-methylosulphonyloksy-2-nitrobenzoilo)-bicyclo [3.2.1]octano-2,4-dyon; 3-(4-methylosulphonylo-2-ni-trobenzoilo)-bicyclo [3.2.1] oktano-2.4-dyon; 4-(4-chloro-2-nitrobenzoilo)-2.6.6-trimethylo-2H-1,2-oxasino-3,5(4H, 6H) dyon; 4-(4-methylotio-2-nitrobenzoilo)-2,6,6-trimethylo-2H-1,2-oxasino-3,5-(4H, 6H)-dyon; 3-(4-methylotio-2-nitrobenzoilo)-bicyclo [3.2.1] oktano-2,4-dyon; 4-(2-nitro-4-trifluorometoksybenzoilo)-2,6,6-trimethylo-2H-1,2-oxasino-3,5 (4H, 6H) - dyon and a herbicide from triasine group, including atrasine, simazine, cianisine, prometon, ametrine, prometrine, hexasinone, metribusine, whereby the weight ratio of triasine to dimetenamid is 3:1 -1:3, weight ratio of dimetenoamid to herbicide chosen from triketone and dyon group is 0.05:1 to 300:1 and active substances are present in the amount of 0.01-90 weight percent, whereby triasine present in the agent is used in the amount of 0.03 - 9 kg/hectare, dimetenamid present in the agent is used in the amount of 0.1-3 kg/hectare and herbicide chosen from chosen from triketone and dyon group present in the agent is used in the amount of 0.01-2 kg/hectare.

Description

The present invention relates to a synergistic herbicide and a method for controlling undesirable vegetation.

Dimethhenamide (FRONTIER®) with the chemical name 2-chloro-N- (2,4-dimethyl-3-thienyl) N- (2-methoxy-1-methylethyl) acetamide, its preparation, herbicidal compositions containing it and their use as herbicides are described in U.S. Patent No. 4,666,502, incorporated herein by reference. Dimethhenamide consists of 4 stereoisomers due to two chiral elements and can also exist as individual isomers as well as diastereomeric mixtures (1S, aRS (known as S-dimethhenamide) and 1R, aRS (known as R-dimethhenamide) and as a mixture Racemic (1RS, aRS) Reference herein to dimethhenamide refers to its various forms, unless otherwise stated, Among the diastereomeric mixtures, mixtures of S-dimethenoamide are preferred.

The term herbicides as used herein refers to compounds which combat or regulate undesirable growth in vegetation. This class of compounds can be subclassed according to the main type and mode of action that the herbicide has on plants. For example, according to G. F. Warren of Purdue University, Indiana, St. For example, herbicides can be classified as auxin transfer inhibitors, herbicides, growth regulators, photosynthesis inhibitors, pigment inhibitors, growth inhibitors, amino acid synthesis inhibitors, lipid biosynthesis inhibitors, cell wall biosynthesis inhibitors, rapid membrane disruptors, as well as mixed herbicides that are not they fall under one of the above categories.

It has now surprisingly been found that the joint application of dimethhenamide and at least one other herbicide results in better, and in some cases longer lasting, control of undesirable plant development. By itself, the synergistic effect shows a high degree of control at the co-administered doses which are significantly lower than the doses of each individual compound needed to obtain the same degree of control. Furthermore, for any given co-applied dose, the degree of control is greater than the added effect obtained with the individual components at the same doses. In some instances, both the speed of action and the level of damage are increased, and / or weeds that are not damaged by any of the components at economically reasonable doses may be destroyed.

This synergistic effect allows a satisfactory control when using reduced doses of each component and even in amounts which, if used for the individual component alone, would give unsatisfactory destruction. In addition, a longer residual control can be achieved. This provides significant economic and environmental benefits when using dimethhenamide and the herbicide (s) used in conjunction with it.

Co-application is achieved by mixing the individual active ingredients formulations in a tank or by consecutive (preferably 1-2 days) application of such formulations or by applying a pre-mix made from a predetermined combination of the individual active ingredients.

Examples of herbicides that can be used in combination with dimethhenamide are:

1. auxin transfer inhibitors, e.g. naptalam

2. growth regulators including 1) benzoic acids, e.g. dicamba; b) phenoxy acids i) acetic acid type e.g. 2,4-D, MCPA, ii) propionic acid type e.g. 2,4-DP, MCPP, iii) butyric acid type e.g. 2,4-DB, MCPB; c) picolinic acids and related compounds, e.g. picloram, triclopyr, fluoroxypyr, clopyralid,

3. photosynthesis inhibitors including a) s-triazines i) chloro substituted, e.g. atrazine, simazine, cyanazine, ii) methoxy substituted, e.g. prometone, iii) methylthio substituted e.g. amethrin, promethrin; b) other triazines, e.g. hexazinone, methribuzine; c) substituted ureas, e.g. diuron, fluometruon, linuron, tebuthiuron, thidiazuron, forchlorfenuron; d) uracils, e.g. bromacil, terbacil; e) others, e.g. bentazone, desmidefam, phenmedipham, propanil, pyrazone, pyridate,

4. pigment inhibitors including a) pyridazinones, e.g., norflurazone; b) isoxazolones, e.g. clomazone; c) others, e.g. amitrole, fluridone,

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5. growth inhibitors including a) mitotic disruptors i) dinitroanilines, e.g. trifluralin, prodiamine, benefin, etalfluralin, isopropalin, oryzalin, pendimethalin; ii) others e.g. DCPA, dithiopyr, thiazopyr, pronamide; b) sprouting inhibitors of germinating seedlings i) thiocarbamates, e.g. EPTC, butylate, cycloth, molinate, pebulate, thiobencarb, triallate, vernolat; c) seedling root inhibitors only, e.g. bensulite, napropamide, siduron; d) seedling root and shoot inhibitors, including chloroacetamides, e.g. alachlor, acetochlor, metolachlor, diethatyl, propachlor, butachlor, pretilachlor, metazachlor, dimethachlor and others, e.g. cinnmethylin,

6. amino acid synthesis inhibitors including a) glyphosate, glufosate; b) sulfonylureas, e.g. rimsulfuron, metsulfuron, nicosulfuron, triasulfuron, primisulfuron, bensulfuron, chlorimuron, chlorsulfuron, sulfometuron, thifensulfuron, tribenuron, etametsulfuron, trisulfuron, clopyrasulfonulfuron, chlorosulfuron, prosulfuron, clopyrazulfonulfuron, prosulfuron, pyrazimuronulfuron, pyrazimurulfuron; c) sulfonamides, e.g. flumetsulam (a.k.a. DE498); d) imidazolones, e.g. imazaquin, imazametabenz, imazapyr, imazethapyr,

7. lipid biosynthesis inhibitors including a) cyclohexanediones, e.g., sethoxydim, clethodim; b) aryloxyphenoxy compounds, e.g. butyl-P-fluazifop, clethodim, methyldiclofop, methyl-haloxyfop, quisalophop; c) others, e.g. ethyl-fenoxaprop,

8.inhibitors of cell wall biosynthesis, e.g. dichlobenil, isoxaben,

9. Wall-abrasive disruption agents including a) bipyridliums, e.g. paraquat, diquat; b) diphenyl ethers, e.g., acifluorfen, fomesafen, lactophen, oxyfluorfen;

c) glutamine synthase inhibitors for example glufosinate; d) others, e.g. oxadiazone,

10. Mixed, including a) carbamates, e.g. azulam; b) nitriles, e.g. bromoxynil, ioxynil; c) hydanthocidin and derivatives; d) various, e.g. paclobutrazole, etofumazate, quinclorac (a.k.a. BAS514), difenzoquat, endotal, fosamine, DSMA, MSMA,

11.other

a) triketones and diones of the type described in US Patent Nos. 4,695,673; 4,869,748; 4,921,526; 5,006,150; 5,089,046, in US patent applications 07/411 086 (and EP-A-338 992); and 07/994 048 (and EP-A-394 889 and EP-A-506 907) as well as EP-A-137 963; EP-A-186 118; EP-A-186 119, EP-A-186 120; EP-A-249 150; EP-A-336 898; which are provided herein by reference. Examples of such triketones and diones are sulcotrione (MIKADO®), which has the chemical name 2- (2-chloro-4-methansulfonylbenzoyl) -1,3-cyclohexanedione;

2- (4-methylsulfonyloxy-2-nitrobenzoyl) -4,4,6,6-tetramethyl-1,3-cyclohexanedione; 3- (4-methylsulfonylox ^ -2-nitrobe ^ r ^ <^^ l ^) ^ l ^^ i ^ c ^ l ^^ (^ [[^ .. ^. 11 (^ l ^ l ^ æU ^ c ^ - - ^, ^z ^ -c ^ ii3r ^; 3- (4-methylsulfonyl-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; AU-chloro ^ -nitrobenzoyl ^^^ - trimethylrc2H-1 , 2-oxazinoc3,5 (4H, 6H) dione; 4 ((4-methyl-2-mtrobenzo) -2,6,6-trimethylOc 2H-1,2-oxazine-3.5c (4H, 6H) -dione ; 3 ((4-methyl-2-nttIttbenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 4- (2-nttro-4-ttrifluoromeroxybenzoyl) -2,6,6-thI · imethyl-H-1,2 -oxazinoc 3.5 (4H, 6H) cdion,

b) compounds of the type described in US Patent Application Nos. 08/036 006 (and EP-A-461 079 and EP-A-549 524); EP-A-315,889; and PCT Application No. 91/10653, which are herein incorporated by reference including, for example, 3c [(4,6-dimethoxyc2cpyrimidinyclo) hydroxymethyl] -N-methylc2cpyridinocaboxyImd; 4,7-dichloro-3- (4,6-dimethoxyc2-pyrimidinyl) -3-hexanoyloxyphthalide; 3 [[(4,6-dimeroxy-2-pyrimidinyl) carbonyl] -N, N-dimethyl-2-pyridinecarboxamide; 3,6-cdichloroc2 - [(4,6-dimethoxyc-2-pyrimidinyl) carbonyl] benzoic acid; 6-chloro-2 - [(4,6-dimethoxy-2-pyrimidinyl) thio] benzoic acid (a.k.a. DPX-Pe350 or pyriobac) and its salts.

The invention thus relates to a method of combating or regulating undesirable vegetation growth or otherwise regulating vegetation growth, which comprises co-application to a site where such eradication or control is desired, a herbicidally effective or growth regulating amount of combined dimethhenamide with at least one other herbicide.

The method of controlling undesirable vegetation according to the invention consists in applying a synergistic herbicide to the sites of undesirable vegetation, characterized in that it comprises a herbicidally effective combined amount of dimethenamide, a herbicide selected from the group of triketones and diones, including 2- (2- chloro-4-methanesulfonylbenzoyl) -1,3-cyclohexanedione; 2 ((4-methylsulfonyloxyc2176,078 nitrobenzoyl) -4,4,6,6-tetramethyl-1,3-cyclohexanedione; 3- (4-methylsulfonyloxy-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4- dione, 3- (4-methylsulfonyl-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione;

4- (4-chloro-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) dione; 4- (4-methylthio-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5- (4H, 6H) -dione; 3- (4-methylthio-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione;

4- (2-nitro-4-trifluoromethoxybenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) -dione and a triazine herbicide, including atrazine, simazine, cyanazine , promethene, amethrin, promethrin, hexazinone, metribuzin, the ratio of triazine to dimethhenamide is 3: 1-1: 3, the weight ratio of dimethhenamide to herbicide selected from the group of triketones and dions is 0.05: 1 to 300: 1, and the substances the active substances are present in the amount of 0.01-90% by weight, but the triazine in the agent is used in the amount of 0.03-9.0 kg / ha, the dimethhenamide in the agent is used in the amount of 0.1-3.0 kg / ha and the herbicide selected from the group of triketones and diones present in the center is applied in an amount of 0.01-2 kg / ha.

Preferably, an agent is applied characterized in that the active ingredients are dimethhenamide and sulcotrione, the dimethhenamide in the center being used in an amount of 0.9-1.5 kg / ha and the inside sulcotrione in an amount of 0.15 -0.45 kg / ha.

Preferably, an agent is applied characterized in that it comprises dimethhenamide, sulcotrione and atrazine as active ingredients.

Preferably the dimethhenamide present in the center is applied in an amount of 0.1-2.0 kg / ha, in particular 0.25-1.5 kg / ha.

Preferably, the triketone present in the center is applied in an amount of 0.1-1.0 kg / ha, in particular 0.1-0.6 kg / ha.

Co-administered doses will of course depend on the climatic conditions, season, soil ecology, weeds to be controlled and the like, however effective results may be obtained, e.g. with dimethhenamide doses of 0.1 to 3.0 kg / ha, preferably 0.1 to 2 , 0 kg / ha, in particular 0.25 to 1.5 kg / ha, e.g. 0.9 to 1.5 kg / ha, when applied in conjunction with the respective partner herbicide application rates and significantly lower than those recommended for them. individual use.

The suitability of a particular pre-emergence or post-emergence joint application and the selectivity will of course depend on the partner used.

The activity of dimethhenamide is described in the above-mentioned patents, and the respective herbicidal partners are described in the literature or in commercial forms (cf. also CROP PROTECTION CHEMICALS REFERENCE, 9th Edition (1993) Chemical & Pharmaceutical Press, NY, NY; The Pesticide Manual. , 9th Edition (1991), British Crop Protection Conucil, London; Ag Chem New Product Reciew, Ag Chem Information Services, Indianapolis, Indiana; Farm Chemicals Handbook, 1993 Edition, Meister Publishing Company, Willoughby, Ohio and the like).

The invention also includes herbicidal or plant growth regulating compositions comprising herbicidally effective amounts of combined dimethhenamide and at least one other herbicide.

A synergistic herbicide containing active ingredient, conventional adjuvants and an agriculturally acceptable carrier, according to the invention is characterized in that it contains a herbicidally effective combined amount of dimethhenamide, a herbicide selected from the group of triketones and diones, including 2- (2-chloro-4-methane). -sulfonylbenz, oleo) -1,3-cyclohexanedione; 2- (4-methylsulfonyloxy-2-nitrobenzoyl) -4,4,6,6-tetramethyl-1,3-cyclohexanedione; 3- (4-methylsulfonyloxy-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione;

3- (4-methylsulfonyl-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 4- (4-chloro-2-nitrobenzoyl-2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) dione; 4- (4-methylthio-2-nitrobenzoyl) 2, 6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) -dione; 3- (4-methylthio-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione 4- (2-nitro-4-trifluoromethoxybenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) -dione and a triazine herbicide including atrazine, simazine, cyanazine, promethene, amethrin, promethrin, hexazinone, metribuzin, the ratio of triazine to dimethhenamide being 3: 1-1: 3, the weight ratio of dimethhenamide to herbicide selected

From the group of triketones and diones, 176,078 is 0.05: 1 to 300: 1 and the active ingredients are present in an amount of 0.01-90% by weight.

The active ingredients preferably comprise dimethhenamide, sulcotrione and atrazine.

Such compositions contain the active ingredients in combination with agriculturally acceptable diluents. They can be used either in solid or liquid form, e.g. in the form of a wettable powder or an emulsifiable concentrate containing conventional diluents. Such compositions may be prepared in a conventional manner, e.g. by mixing the active ingredient with a diluent and optionally other formulation ingredients such as surfactants and oils.

The term diluents as used herein means any agri-acceptable liquid or solid material that can be added to the active ingredient to provide easier or better forms of application, or to achieve a useful or desired potency. Examples of diluents are talc, kaolin, diatomaceous earth, xylene, non-phytotoxic oils or water.

Particular formulations for spray application, such as water-dispersible concentrates or wettable powders, may contain surfactants such as wetting and dispersing agents, e.g., condensation product of formaldehyde with naphthalenesulfonate, alkylarylsulfonate, lignin sulfonate, fatty alkyl sulfate, ethoxylated alkylphenol fatty alcohol.

In general, the formulations contain from 0.01 to 90% by weight of active ingredient (s) and from 0 to 20% by weight of agriculturally acceptable surfactant. Concentrated forms of the compositions generally contain between about 2 and 90%, preferably between about 5 and 80% by weight of active ingredient. Formulations in application form may, for example, contain from 0.01 to 20% by weight of active ingredient.

When used simultaneously, in succession or in tank mixes, the herbicidal partner (s) may be used, where appropriate, in a commercially available form and at dosages equivalent or preferably lower than those recommended by the manufacturer or in the publications mentioned above. The dimethhenamide may also be used in its commercially available form (e.g. as a FRONTIER® herbicide) or prepared e.g. as described in the aforementioned USP 4,666,502.

Other compounds having a biological effect, for example compounds having an insecticidal or fungicidal activity, can also be included in the common use according to the invention.

A preferred method of application is to prepare a tank mixture, e.g. by adding dimethhenamide to a tank containing the other partner herbicide and the appropriate surfactant or vice versa depending on the type of partner herbicide selected. It is recommended to analyze the indicated uses on their packaging and to conduct a compatibility test before mixing partners.

Depending on the choice of co-used partners, pre-emergence and post-emergence effects can be achieved against a wide range of broadleaf and grass weeds. Examples of such weeds are:

- couch grass turf grass

- brownies. e.g. roof slope

- turf grass -j askier

- burner. e.g. bloody finger. thread burner

- one-sided nachashiica

- przyullia czepna

- Danń-creating fun

- jeptachioa nnkowata

- red rice

- ρκ> ϋθ, e.g. zbtiokwtaiowe

- annual weechin

Agropyron repens Brachiaria platyphylla Bromus spp Cenchrus spp

Dactyloctenium aegyptium Digitaria spp Echinochloa cms-galli Eleusine indica Eriochloa spp Leptochloa filiformis Oryza sativa Panicum spp Poa annua

Setaria spp - Trichinosis, e.g. Trichinella, Blue Trichinella, Trichinosis, Trichinella

Sorghum almum Sorghum bicolor Sorghum halepense - Aleppo sorghum

Urochłoa panicoides Acanthospermum hispidum Amaranthus spp - amaranth, e.g. scarlet scarlet, small-flowered maTat

Ambrosia artemisufolia - haughty idol

Bidens pilosa - hairy clutch

Capsella bursa-pastoris - common steak

Chenopodium album - white quinoa

Cleome monophylla Commelina spp Crotalaria sphaerocarpa Datura stramonium - Datura

Desmodium tortuosum Euphorbia nutans Euphorbia maculata Galinsoga parviflora - Yellow flower

Ipomea spp - wilec, e.g. pc ^ A ^ <5j so

Lamium purpureum - it is purple

Matricaria chamomilla - common chamomile

Mollugo verticillata Papaver rhoeas - poppy seed

Polygonum spp - knotweed, e.g. r <^ <est oxalate, postwar knotweed, bird knotweed

Portulaca oleracea - common purslane

Richardia scabra Schkuhria pinnata Sida spinosa s syda cienriste

Solanum spp s nightshade e.g. and nightshade czamas kosmaia nightshade, silver-leaved nightshade

Stellaria media is the star of the mess

Tagetes minuta Cyperus esculentis - yellow tiger

Cyperus iria Furthermore, by mixing the appropriate partners, the following weeds can also be controlled:

Abutilon theophrasti s Monik. from zaśiaz drunk)

Hibiscus trionum s midday moth

Avena fatua s owees ghcchy

Sin ^ j ^ i ^^ alba s dog mustard

Xanthium strumarium s (zepieńpospoiity

Cassia obtusifolia Apera spica-venti s grain honey

Campsis radicans Rottboellia exaltata are sickly fresh (spiky

Cynodon dactylon is an intrusive tooth

Lespedeza spp is a komczyna apońska

Trifolium spp are komczyna

Hiaauris vulgrrit is a bit of a mess

Asccc ^ ias spp Salvia spp are sage

Salsola iberica - goat's hay

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- joo ^ grasshopper

- warning full

- old man, e.g. old man / wretched

- blue mustard

- pCny squeeze

- you are sblińki

Convolvulus arvensis

Crisium arvense

Proboscidea louisianica

Senecio spp.

Chorispora tennela

Alopecurus myosuroides

Sisymbrium altissimum

Caperionia. Crop selectivity will usually depend on partner selection. Dimethenamide shows excellent selectivity in grain (maize), soybeans and several other crops.

Specific examples of co-use partners with dimethhenamide are products selected from one or more of the types listed below from a) to w):

a.benzoic acids, e.g. dicamba,

b.Picolinic acids and related compounds, e.g. picloram, triclopyr, fluoroxypur, clopyralid,

c. phenoxy derivatives, e.g. 2,4-D, 2,4-DB, triclopyr, MCPA, MCPP, 2,4-DP, McPB,

d. other chloroacetamides, e.g. alachlor, acetochlor, metolachlor, diethatyl, propachlor, butachlor, pretilachlor, metazachlor, dimethachlor, especially metolachlor, alachlor, acetochlor,

e. amides, e.g. propanil, naptalam,

f. carbamates, e.g. asulam,

g. thiocarbamates, e.g. EPTC, butylate, cycloth, molinate, pebulate, thiobencarb, triallate, wemolat,

h. nitriles, e.g. bromoxynil, ioxynil,

i. ureas, e.g. diuron, thidiazuron, fluometuron, liauroa, tebuthiuron, forchlorfenuron,

j. triazines, e.g. atrazine, methribuzin, cyanazine, simazine, prometone, amethrin, promethrin, hexazinone,

k. diphenyl ethers, e.g. acifluorfen, fomesafen, lactophen, oxyfluorfen,

l. dinitroanilines, e.g. trifluralin, prodiamine, benefibe, etahauethna, isonaopaline. oxisalin, pendimethalin,

m. sulnoaylamorzaiki, e.g. rimsulnuran, metsulturaa, aikasulturaa, trOpsulfuraa, primisulfuron, bensulfuron, chlorsulturoa, sulnometuroa, tifensulfuron, tribenuroa, etametiultUroa, tritluiulfuron, etametiultUroa, etametiultUroa, etametiultUroa, metsulosulfuron, clopyrasulfulnuroa, clopyrazulnuroa, clopyrazulfuron200a

n. imidazoliaoay, e.g. imazaquin, imazametabeaz, imazapyr, imazethapyr,

o. cyclohexanediones, e.g. sethoxydim,

p. aryloxyphenoxy derivatives, e.g. fluazifop,

q. bipyridyl derivatives, e.g. paraquat, diquat,

pyridazone, e.g. norflurazone,

s. uracils, e.g. bromacil, terbacil,

t. isokiazoloay, e.g. clomazone,

various u., e.g. glytoate, glutaiinate, metazole, ppklabutrazole, bentazone, deimedipham, phenmedipham, pyrazone, pyridate, amitrol, fluridone, DCPA, dithiopyr, pronamide, bensulide, napropamide, siduron, flumetsulam, clethodim, clethodim ethyl-fenoxaprop, methyl-haloxyfor, quizalophopdiclobenil, isoxabenz, oxadiazoa, paclobutrazol, ethofumesate, floraclorac, dineasoquat, entotall, fosamia, DSMA, MSMA,

v. group 11a other as described above,

v. group 11b others described above.

Particularly preferred partners from groups a) to w) are the herbicides of groups m) and v), i.e. sulfoaylhaemas, triketones and dions.

The co-application of a combination of dimethhenamide and triketoau (s) is particularly suitable in monocotyledonous crops such as cereals, maize and rice. However, it is most preferred to use corn infested with monocotyledonous and dicotyledonous corn crops since the harmful effect on the crop is not increased. It is possible to apply this preferred combination before and after emergence of the undesirable weeds. However, the preferred application time in maize is after the maize seedlings have emerged.

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The application rates for co-used dimethenamide and triketone or dione will of course depend on climatic conditions, season, soil ecology, weed control and the like, however, positive results may be obtained, e.g. with co-used triketone dosages which are significantly lower. than recommended for use on its own, e.g. 0.01 to 2 kg / ha, preferably 0.1 to 1 kg / ha, especially 0.1 to 0.6 kg / ha.

Combinations in which the triketone or the dione are selected from among this group are preferred

4- (4-chloro-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5- (4H, 6H) dione and sulcotrione, sulcotrione being preferred.

The most preferred combination of this type is that of sulcotrione and dimethhenamide. The ratio of the mixture will be determined according to the specificity of the soil, the cultivation used and the climatic conditions. Exemplary rates of co-application would be the range of 0.9 to 1.5 kg / ha of dimethhenamide and 0.15 to 0.45 kg / ha of sulcotrione. The weight ratio of the active ingredient in the sulcotrione and dimethhenamide composition is between 1: 2 and 1:10.

When co-using dimethhenamide and a triketone or dione from group v) in a triple mixture, the third component is selected from the group j) i.e. the group of herbicidal triazines. In a typical triple mixture the triazine component will be present in a ratio of 3: 1 to 1: 3 relative to the dimethhenamide content, with an excess of dimethhenamide being preferred, i.e. a preferred ratio of 1: 1 to 1: 3, e.g. 1: 1.5 . A preferred herbicidal triazine in the triple formula is atrazine.

Examples of individual mixing partners can be selected from the following: atrazine, cyanazine (e.g. BLADEXR® or together with atrazine EXTRAZINE® or EXTRAZINE®n), terbutylasin, metribuzin.

Further examples of individual mixing partners can be selected from the following: sulcotrione (e.g. MIKADO®) and 4- (4-chloro-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3 , 5- (4H, 6H) dione (Group VI compound).

Further examples of individual mixing partners for the triple blend include sulcotrione (e.g. MIKADO®) and atrazine (e.g. GESAPRIM®) (Group VIa compound).

According to the desired weed spectrum, time of application and the like, individual examples of suitable mixing partners are different, individual herbicides listed in groups a) to w).

Example I. The active ingredients were weighed and dissolved in a stock solution consisting of acetone and deionized water, 1: 1 and 0.5% of an adjuvant mixture consisting of surfactants SPAN® 20: TWEEN® 20: TWEEN® 85, 1: 1: 1. Dilution with this stock solution was performed by allowing spray solutions to be prepared as single doses of the individual or combined active ingredients. Each dose was applied simultaneously with a linear track sprayer unit delivering 600 liters / ha of spray volume both to the foliage of the seedlings of the selected weed species for post-emergence application and to the surface of the soil previously seeded for pre-emergence application. Seedlings were grown until the plant had developed to the second or early third leaf stage. The development stage of each seedling was recorded at the time of application. After application, the treated plants are transferred to a greenhouse and kept until the end of the experiment within four weeks. Injury symptoms were recorded two and ten days after post-emergence application and fourteen days after pre-emergence application. A visual assessment of% crop damage and weed control was performed ten and twenty-eight days after pre-emergence application and fourteen and twenty-eight days after pre-emergence application.

Co-application of dimethhenamide with the other individual active ingredients indicated above results in improved herbicidal activity compared to the use of each active ingredient alone.

Example II. Small plots of field maize infested with one-sided weed, black nightshade and white quinoa were dusted with a suspension of dimethhenamide, sulcotrione and atrazine prepared in a tank. The weeds were in the 'full set one-sided weed stage and the 6-8-leaf stage for the nightshade and quinoa. The plots were 8 meters long by 3 meters wide. The doses used were 1.08 kg / ha dimethhenamide, 150 or 210 g / ha sulcotrione

176,078 and 750 g / ha of atrazine. Efficacy was assessed 14 days after treatment. The obtained results (in% destruction) are given in the table.

Table

Relationship (active ingredient / ha) % weed control Expected action added Action synergistic Atrazine 1500 23 - Dimethenamid / Atrasyna 1080/750 thirty - Sulkotrion / Atrazine 150/750 26 - Sulkotrion / Atrazine 210/750 33 - Dimeteroamid / Sulkotrior / Atruzynu 1080/150/750 95 56 +39 Dlmeteroamid / Sulkotrion / Atruzynu 1080/210/750 97 59 +42 Psianka / Komosa Azina 1500 16 - Dimeteroamid / Atrasynu 1080/750 36 - Sulkotrior / Attusyra 150/750 23 - Sulkotnor / Atrasyna 210/750 53 - Dimeteroamld / Sulkotrion / AtΓUzyna 1080/150/750 97 53 +44 DimeteroamlcbSulkotrion / Atrasyru 1 1080/210/750 100 89 +11

The synergistic effect was clearly evident at the lower doses of sulcotrione, giving an almost double degree of destruction compared to the expected added efficacy. At the higher doses of sulcotrione (> 300 g / ha) only the addition effect remained visible as the complete destruction was 100%.

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Claims (7)

Patent claims A synergistic herbicide comprising the active ingredient, conventional adjuvants and an agriculturally acceptable carrier, characterized in that it comprises a herbicidally effective combined amount of dimethhenamide, a herbicide selected from the group of triketones and diones, including 2- (2-chloro-4-methane-sulfonylbenzoyl) ) -1,3-cyclohexanedione; 2- (4-methylsulfonyloxy-2-nitrobenzoyl) -4,4,6,6-tetramethyl-1,3-cyclohexanedione; 3- (4-methylsulfonyloxy-2-nitrobenzoyl) -bicyclo [3.2. 11octane-2,4-dione; 3- (4-methylsulfonyl-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 4- (4-chloro-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) dione; 4- (4-methylthio-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5- (4H, 6H) -dione; 3 (-4-methyl-ethyl (2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 4- (2-nitro-4-trifluoromethoxybenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) -dione and a triazine herbicide, including atrazine, simazine, cyanazine , promethene, amethrin, promethrin, hexazinone, metribuzin, the ratio of triazine to dimethhenamide is 3: 1-1: 3, the weight ratio of dimethhenamide to herbicide selected from the group of triketones and dions is 0.05: 1 to 300: 1, and substances the active compounds are present in an amount of 0.01-90% by weight. 2. The agent according to claim A composition according to claim 1, characterized in that the active ingredients are dimethenamide, sulcotrione and atrazine. 3. A method for controlling undesirable vegetation, characterized in that a synergistic herbicide is applied to the sites of undesirable vegetation, characterized in that it comprises a herbicidally effective combined amount of dimethenamide, a herbicide selected from the group of triketones and diones, including 2- (2-chloro). 4-methanesulfonylbenzoyl) -1,3-cyclohexanedione; 2 (-4-methylsulfonyloxy-2-nitrobenzoyl) -4,4,6,6-tetramethyl-1,3-cyclohexanedione; 3- (4-methylsulfonyloxy-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 3- (4-methylsulfonyl-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 4-4-chloro-2-nitrobenzoyl) -2,6,6-trimethyl-2H-1,2-oxazine-3,5 (4H, 6H) dione; 4- (4-methylthio-2-nitrobenzoyl) 2,6,6-trimethyl-2H-1,2-oxazine-3,5- (4H, 6H) dione; 3- (4-methylthio-2-nitrobenzoyl) -bicyclo [3.2.1] octane-2,4-dione; 4 ((2-nitro-4-trilluoromethoxybenzoyl) -2,6,6-trimethyl-2H-1,2oxazine-3,5 (4H, 6H) -dione and a triazine herbicide, including atrazine, simazine, cyanazine, prometone , amethrin, promethrin, hexazinone, metribuzin, the ratio of triazine to dimethhenamide is 3: 1-1: 3, the weight ratio of dimethenamide to herbicide selected from the group of triketones and dions is 0.05: 1 to 300: 1, and the active substances are in the amount of 0.01-90% by weight, but the triazine present in the middle is used in the amount of 0.03-9.0 kg / ha, the dimethhenamide present in the amount of 0.1-3.0 kg / ha ha, and the herbicide selected from the group of triketones and diones present in the center is applied at 0.01-2 kg / ha. 4. The method according to p. 3. The method according to claim 3, characterized in that the agent is applied, characterized in that the active ingredients are dimethhenamide and sulcotrione, the dimethhenamide present in the center being used in an amount of 0.9-1.5 kg / ha and the sulcotrione present in the center being used in the amount of 0.15-0.45 kg / ha. 5. The method according to p. The process of claim 3, characterized in that the agent is applied, characterized in that the active ingredients are dimethenamide, sulcotrione and atrazine. 6. The method according to p. The method of claim 3, characterized in that the dimethhenamide present in the center is applied in an amount of 0.1-2.0 kg / ha, in particular 0.25-1.5 kg / ha. 7. The method according to p. The method of claim 3, characterized in that the triketone in the center is applied in an amount of 0.1-1.0 kg / ha, in particular 0.1-0.6 kg / ha. 176 078