WO2009127635A1 - Lutte contre la végétation aquatique immergée - Google Patents
Lutte contre la végétation aquatique immergée Download PDFInfo
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- WO2009127635A1 WO2009127635A1 PCT/EP2009/054417 EP2009054417W WO2009127635A1 WO 2009127635 A1 WO2009127635 A1 WO 2009127635A1 EP 2009054417 W EP2009054417 W EP 2009054417W WO 2009127635 A1 WO2009127635 A1 WO 2009127635A1
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- inhibitors
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- aquatic weeds
- herbicides
- compound
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
Definitions
- the invention belongs to the field of agricultural chemistry and provides to the art a method for controlling aquatic weeds.
- Such weeds clog waterways, plug up water- handling equipment, and are often aesthetically unacceptable. They are cumbersome for fisherman, swimmers, and watersports.
- the economic impact for control and management in general and on recreational areas in particular is estimated to be in the millions of dollars.
- a typical representative for inventively controlled aquatic weeds is hydrilla that is known as a submersed, very prolific, mat forming species, which can dominate the aquatic system that it is present in. High densities of hydrilla interfere with various water uses.
- a typical representative is Hydrilla verticillata. Therefore, the development of methods for controlling aquatic weeds, in particular hydrilla, is important.
- aquatic weeds and herbicidal or biological methods for controlling them are known, for example from L.W.J. Anderson, Pest Manag. Sci. 59, pages 801-813 (online 2003) or M. D. Netherland et al., Outlooks on Pest Management (Pesticide Outlook), pages 100-104 or J. Gallagher and WT. Haller, Rev. Weed Sci., 1990, 5, 115-192.
- Herbicides that are used for controlling aquatic weeds should fulfil one or more of the following requirements.
- the compounds must be effective and efficient.
- compositions comprising the compounds used to control aquatic weeds are preferably degradable within a reasonable timeframe and the degradation products are harmless as well. It is desirable that the compositions comprising the compounds used to control aquatic weeds have a slow activity and, therefore, less oxygen-depleting for the water. On the other hand, it may also be desirable that the compositions have a high activity which allows to eliminate fast-growing aquatic weeds in a short timeframe.
- the herbicides are applied to the water column in liquid or solid formulations. Even though the disclosed herbicides are very effective, there is still room for improvement regarding the control of specific aquatic weeds or specific conditions.
- the invention therefore provides a method for the control of aquatic weeds which comprises applying a herbicidally effective amount of a solid formulation of at least one compound of formula (I)
- R is halogen or d-C ⁇ alkyl, and/or one or more agriculturally acceptable salts thereof to the bottom of the aqueous habitat of the aquatic weeds to act on submersed, preferably bottom rooted, aquatic weeds and/or their aqueous habitat containing seeds or other propagating organs of said aquatic weeds.
- a solid formulation composition comprising a herbicidally effective amount of a compound of formula (I) for controlling submersed aquatic weeds by application of the solid formulation to the bot- torn of the aqueous habitat of the aquatic weeds.
- Chinoline derivatives in general, and 3,7-dichloroquinoline-8-carboxylic acid (quinclorac) and 7-chloro-3-methylquinoline-8-carboxylic acid (quinmerac) in particular, are known herbicides, which are described for example in US 4,497,651 , US 4,632,696 and US 4,715,889.
- Quinclorac is a known herbicide to be used for the protection of grains in general and of rice in particular. The control of weeds in rice is described in a number of publications.
- a weed generally is an unwanted plant.
- a plant is described as unwanted if its presence is not wanted in a particular place.
- Aquatic weeds are unwanted plants that have adapted to living in or on aquatic envi- ronments. This includes water as well as water-saturated soil.
- their habitat means the living space of the plants including but not limited to water environment like sweet water or salt water sources, either as moving water or still water. Examples thereof are lakes, rivers, streams, wetlands, ponds, creeks, swamps, canals, reservoirs, and ditches. Other examples are marine water environments like oceans, seas, gulfs, and straits. Examples of saturated soils are water-saturated fields, in particular paddy fields.
- Aquatic weeds can be further distinguished.
- ⁇ mersed aquatic weeds grow standing out of the water or in water-saturated soil.
- a typical representative for an emersed species is alligatorweed (Alternanthera philoxer- oides). Further examples are cattails, bulrushes, and purple loosestrife.
- "Submersed aquatic weeds” grow with all or most of their vegetative tissue below the water surface. Typical representatives for submersed species are hydrilla (Hydrilla) and milfoil (Myriophyllum). Further examples include coontail, sego pondweed, southern naiad, Egeria, and Potamogetun species.
- Floating aquatic weeds float on the water surface. Examples are duckweeds, water- hyacinth, water-lettuce, water-fens, and water- lilies.
- Algae are considered 'primitive' plants but are often incorporated into the generic group of aquatic weeds.
- Controlling of submersed aquatic weeds means that at least one submersed aquatic weed is controlled.
- the term "beneficial aquatic plants” means sagittaria, pickerelweed, eleocharis, knotgrass, and maidencane.
- controlling in this context means exhibiting aquatic-herbicidal action. This means that the growth of at least one aquatic weed species is reduced or suppressed concerning number and/or size of its plants yielding in e.g. limited growth or death of the weeds.
- Halogen denotes fluorine, chlorine, bromine or iodine.
- the alkyl moiety mentioned in the definition of radical R and possible salts is a collective term for individual enumerations of the individual group members.
- the hydrocarbon chain may be straight-chain or branched.
- Ci-C4-alkyl for example: methyl, ethyl, n-propyl, 1-methylethyl, n-butyl, 1- methylpropyl, 2-methylpropyl and 1 ,1-dimethylethyl;
- Ci-C ⁇ -alkyl Ci-C4-alkyl as mentioned above and also, for example: n-pentyl, 1- methyl-butyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 1 ,1-dimethylpropyl, 1 ,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1 ,1-dimethylbutyl, 1 ,2-dimethylbutyl, 1 ,3-dimethylbutyl, 2,2-di- methylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1 ,1 ,2- trimethylpropyl, 1-ethyl-1-methylpropyl and 1-ethyl-3-methyl propyl.
- alkoxy moiety mentioned in the definition of possible salts is a collective term for individual enumerations of the individual group members.
- the hydrocarbon chain may be straight-chain or branched. Examples for such meanings are:
- Ci-C4-alkoxy for example: methoxy, ethoxy, n-propoxy, 1 -methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy and 1 ,1-dimethylethoxy; - d-C ⁇ -alkoxy: Ci-C4-alkoxy as mentioned above and also, for example: n-pentoxy, 1-methyl-butoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1- ethylpropoxy, n-hexoxy, 1 ,1-dimethylpropoxy, 1 ,2-dimethylpropoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1 ,1-dimethylbutoxy, 1 ,2- dimethylbutoxy, 1 ,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3- dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy
- X in compound of formula (I) is chlorine.
- R in compound of formula (I) is chlorine or Ci to C 4 alkyl.
- Particularly preferred R in compound of formula (I) is chlorine or methyl, especially preferred R is chlorine, also especially preferred R is methyl.
- the method according to the invention may comprise
- salts of compounds of formula (I) are suitable, wherein the acidic hydrogen of the carboxylic group is substituted by a cation and the cation has no adverse effect on the action of the active compounds.
- Preferred cations are the ions of the alkali metals, preferably of lithium, sodium and potassium, of the alkaline earth metals, preferably of calcium and magnesium, and of the transition metals, preferably of manganese, copper, zinc and iron, furthermore ammonium and substituted ammonium in which one to four hydrogen atoms are replaced by Ci-C4-alkyl, hydroxy-Ci-C4-alkyl, Ci-C4-alkoxy-Ci-C4-alkyl, hydroxy-Ci-C4-alkoxy-Ci- C4-alkyl, phenyl or benzyl, preferably ammonium, methylammonium, isopropylammo- nium, dimethylammonium, diisopropylammonium, trimethylammonium, tetramethyl- ammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium, 2- (2-hydroxyeth
- Another particularly preferred embodiment of the invention comprises a method of using of compound of formula (I) for controlling submersed aquatic weeds wherein the aquatic weeds are tolerant and/or resistant to the herbicide fluridone.
- Compounds of formula (I) and/or one or more agriculturally acceptable salts thereof can be used in combination with one or more other herbicide(s) or an agriculturally acceptable salt or derivative thereof.
- herbicides selected from the following classes a1) to a15): a1 ) lipid biosynthesis inhibitors; a2) acetolactate synthase inhibitors (ALS inhibitors); a3) photosynthesis inhibitors; a4) protoporphyrinogen-IX oxidase inhibitors; a5) bleacher herbicides; a6) enolpyruvyl shikimate 3-phosphate synthase inhibitors (EPSP inhibitors); a7) glutamine synthetase inhibitors; a8) 7,8-dihydropteroate synthase inhibitors (DHP inhibitors); a9) mitose inhibitors; a10) inhibitors of the synthesis of long chain fatty acids (VLCFA inhibitors); a11 ) cellulose biosynthesis inhibitors; a12) decoupler herbicides; a13) auxin herbicides; a14) auxin transport inhibitors; a15) other herbicides selected from the group
- esters, amides or N-oxides provided those herbicides have a group that can be derivatized, preferably a carboxyl group, an amino group or a nitrogen atom that can be oxidized, more preferred a carboxyl group.
- Preferred herbicides of groups a1 ) to a15) are the compounds listed below: a1 ) from the group of the lipid biosynthesis inhibitors: chlorazifop, clodinafop, clofop, cyhalofop, diclofop, fenoxaprop, fenoxaprop-p, fenthiaprop, fluazifop, fluazifop-P, haloxyfop, haloxyfop-P, isoxapyrifop, metamifop, propaquizafop, quizalofop, quizalofop-P, trifop, alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, tralkoxydim, butylate, cycloate, diallate, dimepiperate, EPTC, espro
- a3 from the group of the photosynthesis inhibitors: atraton, atrazine, ametryne, aziprotryne, cyanazine, cyanatryn, chlorazine, cyprazine, desmetryne, dimethametryne, dipropetryn, eglinazine, ipazine, mesoprazine, methometon, methoprotryne, procyazine, proglinazine, prometon, prometryne, propazine, sebuthylazine, secbumeton, simazine, simeton, simetryne, terbumeton, terbuthylazine, terbutryne, trietazine, ametridione, amibuzin, hexazinone, isomethiozin, metamitron, metribuzin, bromacil, isocil, lenacil, terbacil, brompyrazon, chloridazon, dimida
- acifluorfen from the group of the protoporphyrinogen-IX oxidase inhibitors: acifluorfen, bifenox, chlomethoxyfen, chlornitrofen, ethoxyfen, fluorodifen, fluoroglycofen, fluoronitrofen, fomesafen, furyloxyfen, halosafen, lactofen, nitrofen, nitrofluorfen, oxyfluorfen, fluazolate, pyraflufen, cinidon-ethyl, flumiclorac, flumioxazin, flumipropyn, fluthiacet, thidiazimin, oxadiazon, oxadiargyl, azafenidin, carfentrazone, sulfentrazone, pentoxazone, benzfendizone, butafenacil, pyraclonil, profluazol, flufenpyr, flupropacil
- mitose inhibitors benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, isopropalin, methalpropalin, nitralin, oryzalin, pendimethalin, prodiamine, profluralin, trifluralin, amiprofos-methyl, butamifos, dithiopyr, thiazopyr, propyzamide, tebutam, chlorthal, carbetamide, chlorbufam, chlorpropham and propham;
- a10) from the group of the VLCFA inhibitors: acetochlor, alachlor, butachlor, butenachlor, delachlor, diethatyl, dimethachlor, dimethenamid, dimethenamid-P, metazachlor, metolachlor, S-metolachlor, pretilachlor, propachlor, propisochlor, prynachlor, terbuchlor, thenylchlor, xylachlor, allidochlor, CDEA, epronaz, diphenamid, napropamide, naproanilide, pethoxamid, flufenacet, mefenacet, fentrazamide, anilofos, piperophos, cafenstrole, indanofan and tridiphane; a11 ) from the group of the cellulose biosynthesis inhibitors: dichlobenil, chlorthiamid, isoxaben and flupoxam;
- auxin herbicides clomeprop, 2,4-D, 2,4,5-T, MCPA, MCPA thioethyl, dichlorprop, dichlorprop-P, mecoprop, mecoprop-P, 2,4-DB, MCPB, chloramben, dicamba, 2,3,6-TBA, tricamba, clopyralid, fluroxypyr, picloram, triclopyr, benazolin and aminopyralid;
- auxin transport inhibitors naptalam, diflufenzopyr
- the herbi- cides have functional groups which can be ionised, in particular carboxyl groups, and, provided those herbicides have a group that can be derivatized, preferably a carboxyl group, an amino group or a nitrogen atom that can be oxidized, in particular a carboxyl group, the agriculturally acceptable derivatives of the respective herbicides, preferably esters, amides or N-oxides.
- the herbicides of groups a1) to a 15) are known herbicides, see the quoted literature references and, for example, The Compendium of Pesticide Common Names (http://www.hclrss.demon.co.uk/index.html); Farm Chemicals Handbook 2000 Vol. 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R. R. Schmidt, Herbizide, Georg Thieme Verlag, Stuttgart 1995; W. H. Ahrens, Herbicide Handbook, 7 th Edition, Weed Science Society of America, 1994; K. K. Hatzios, Herbicide Handbook, Supplement to 7 th Edition, Weed Science Society of America, 1998, and C. D. S. Tomlin, The Pesticide Manual, 13 th ed., BCPC, Farnham 2003.
- the categorization of the herbicides according to their mode of action is based on current understanding. If a herbicide acts by more than one mode of action, this substance was assigned to only one mode of action.
- the compound (I) and/or one or more agriculturally acceptable salts thereof or the herbicides (a) are capable of forming geometrical isomers, for example E/Z isomers, it is possible to use both the pure isomers and mixtures thereof in the compositions according to the invention. If the compound (I) and/or one or more agriculturally acceptable salts thereof or the herbicides (a) have one or more centers of chirality and, as a consequence, are present as enantiomers or diastereomers, it is possible to use both the pure enantiomers and diastereomers and their mixtures in the compositions according to the invention.
- herbicides (a) are in form of their anionic salts, preferred cations are the same as for the anionic salts of compounds of formula (I).
- herbicides (a) are in form of their cationic salts
- preferred anions are primarily chloride, bromide, fluoride, iodide, hydrogen sulfate, methyl sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, nitrate, dicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate and the anions of Ci-C4-alkanoic acids, preferably formate, acetate, propionate and butyrate.
- active compounds which carry a group that can be deriva- tized, preferably a carboxyl group, an amino group or a nitrogen that can be oxidized, in particular a carboxyl group can, instead of the active compounds mentioned above, also be employed in the form of an agriculturally acceptable derivative, for example as amides such as mono- or di-Ci-C ⁇ -alkylamides or arylamides, as esters, for example as allyl esters, propargyl esters, Ci-Cio-alkyl esters or alkoxyalkyl esters, and also as thioesters, for example as Ci-Cio-alkyl thioesters.
- an agriculturally acceptable derivative for example as amides such as mono- or di-Ci-C ⁇ -alkylamides or arylamides, as esters, for example as allyl esters, propargyl esters, Ci-Cio-alkyl esters or alkoxyalkyl esters, and also as thi
- Preferred mono- and di-Ci-C ⁇ -alkylamides are the methyl- and the dimethylamides.
- Preferred arylamides are, for example, the anilidines and the 2-chloroanilides.
- Pre- ferred alkyl esters are, for example, the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, mexyl (1-methylhexyl) or isooctyl (2-ethylhexyl) esters.
- Ci-C4-alkoxy- Ci-C4-alkyl esters are the straight-chain or branched Ci-C4-alkoxyethyl esters, for example the methoxyethyl, ethoxyethyl or butoxyethyl esters.
- An example of the straight- chain or branched Ci-Cio-alkyl thioesters is the ethyl thioester.
- the weight ratio of the compounds of formula (l):herbicide (a) is usually in the range from 1 :500 to 10:1 , preferably in the range from 1 :100 to 10:1 , in particular in the range from 1 :50 to 10: 1 and particularly preferably in the range from 1 :25 to 5: 1.
- compositions of the invention which comprise compounds of formula (I) in combination with at least one, preferably exactly one, herbicidally active compound selected from the group consisting of a2) ALS inhibitors, preferably imazapyr and imazomox; a5) bleacher herbicides, preferably fluridone; a13) auxin herbicides; a14) auxin transport inhibitors, preferably diflufenzopyr; and a15) endothal.
- herbicidally active compound selected from the group consisting of a2) ALS inhibitors, preferably imazapyr and imazomox; a5) bleacher herbicides, preferably fluridone; a13) auxin herbicides; a14) auxin transport inhibitors, preferably diflufenzopyr; and a15) endothal.
- imazomox and fluridone especially the combinations quin- clorac + imazomox, quinclorac + fluridone, quinmerac + imazomox and quinmerac + fluridone
- the formulations are applied, for example, in the form of granules directly to the sur- face of the water body that is to be treated, in a way that allows them to sink to the bottom.
- the ready-to-use preparations comprise one or more solid carriers, if appropriate surfactants and if appropriate further auxiliaries which are customary for formulating crop protection products.
- the person skilled in the art is sufficiently familiar with the recipes for such formulations.
- the ready- to-use preparations may comprise auxiliaries, which are customary for formulating crop protection products.
- granules granules
- agglomerates pellets, microcapsules, capsules, tablets, powders and dusts, provided they are able to sink to the bottom of the water body to be treated.
- Granules, pellets, microcapsules, capsules and tablets are preferred, granules are particularly preferred.
- Powders and dusts can be prepared by mixing or concomitant grinding of the active compounds with a solid carrier.
- Granules e.g. granules coated by active compound(s), granules impregnated by active compound(s) and granules wherein the active compound(s) are homogenously distributed, can be prepared by binding the active compound(s) to solid carriers.
- Solid carriers are mineral earths such as silicas, silica gels, silicates, talc, kaolin, limestone, lime, chalk, bole, loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide, ground synthetic materials, and products of vegetable origin such as cereal meal, tree bark meal, wood meal and nutshell meal, cellulose powders, or other solid carriers.
- the binding can be achieved e.g. by means of immersion, spraying or extrusion.
- Pellets, microcapsules, capsules and tablets can be prepared by methods known to those skilled in the art and described, e.g. in H. Mollet, A. Gubenmann, Formulation Technology, Chapt. 6 and 12, Wiley-VCH, Weinheim 2001. Preferred are granules, pellets, capsules and tablets, specifically granules, which are preferably applied directly in dry form, e.g. with granule applicators mounted on boats or helicopters.
- the solid formulation does not include any substantial amount of an adjuvant.
- Adjuvants include antifoams, thickeners, wetters, stickers, surfactants, dispers- ants, emulsifiers, bactericides and/or thixotropic agents.
- the concentrations of the active compound(s) in the ready-to-use preparations can be varied within wide ranges.
- the formulations comprise from 0.001 to 98% by weight, preferably 0.01 to 95% by weight, of active compound(s).
- the active compound ⁇ ) are preferably employed in a purity of from 90% to 100%, preferably 95% to 100% (according to NMR spectrum).
- quinclorac Commercially available solid formulations of quinclorac can be used for the inventive method, such as Paramount® 75DF, Facet® 75 DF and Drive® 75 DF (water- dispensable granules, available from BASF Corporation).
- the compounds of formula (I) and/or one or more agriculturally acceptable salts thereof and/or herbicide(s) (a) can be formulated jointly or separately.
- the compounds of formula (I) and/or one or more agriculturally acceptable salts thereof and/or herbicide(s) (a) can be applied jointly or separately, simultaneously or successively, before, during or after appearance of the aquatic weeds.
- the required application rate of the pure compounds (I) and/or one or more agriculturally acceptable salts thereof, optionally in combination with a further herbicide (a) without formulation auxiliary depends on the density of the undesired vegetation, on the development stage of the plants, on the water-movement, on the climatic conditions of the location where the composition is used and on the application method.
- the application rate is from 1 to 1000 ppb (parts per billion), preferably from 10 to 500 ppb and in particular from 250 to 500 ppb of active compound(s).
- a solid formulation comprising a compound of formula (I) is applied to the bottom of the aqueous habitat of the bottom rooted aquatic weeds to be controlled.
- Application to the bottom is generally achieved by applying a solid formulation to the surface water that sinks to the bottom or floor of the body of water, before a substantial part of the active ingredient is diluted in the water.
- the solid formulation is applied to the water body as either a surface or subsurface application.
- Surface applications are preferred.
- Application can be carried out by customary application techniques using, for example, granules that are generally poured directly into the aqueous habitat of the aquatic weed, and, preferably are distributed, e.g. by employing the motor blade of the boat from which the granules are applied.
- the density of the solid formulation, preferably granules is chosen to ensure that the granules sink to the bottom of the aqueous habitat.
- the solid formulation is generally carried out from a boat, a plane, from the bank of a water body (in case of small ponds) or - in the case of shallow water - by a suitable vehicle or a person carrying the application equipment.
- the solid formulation is applied directly in dry and solid form to the water, i.e. without prior dilution, dispersion or dissolution in a liquid medium, in particular an aqueous medium. In this way, sedimentation of the solid formulation is improved.
- the method of the invention overcomes the problem of penetrating the thermal dine, i.e. the layer between the water heated at the surface by the sunrays and the cold layer that sits below the surface.
- the aquatic weeds in general are controlled slowly, meaning the biomass of the aquatic weeds in aqueous systems, for example ponds, lakes, creeks, rivers or swamps is declining slowly and gradually.
- This is a big advantage compared to other herbicides for control of the aquatic weeds - for example the herbicide endothall - which is also used in controlling the aquatic weeds and which exhibits very rapid, contact control of the aquatic weeds. Rapid, contact biomass reduction under high infestation levels is in general undesirable in that it for example can lead to rapid oxygen depletion in the aqueous system, which then may lead for example to significant fish mortality.
- Oxygen level testing is determined using a polarographic dissolved oxygen sensor. Several samples should be taken from several locations away from the shoreline in non-stagnant regions over a period of several hours to de- termine an average oxygen level.
- a preferred embodiment of the invention comprises a method of using compounds of formula (I), specifically quinclorac, for controlling hydrilla, especially preferred Hydrilla verticillata.
- a further embodiment of the invention comprises allowing a herbicidally effective amount of compounds of formula (I) and/or one or more agriculturally acceptable salts thereof to act on the submersed aquatic weeds and/or its aqueous habitat containing seeds or other propagating organs of said aquatic weed in the presence of rice plants.
- Dry prills of quinclorac (commercial formulation Drive® 75 DF) were poured directly into a pond in front of the motor blade. This technique allowed the prills to be dispersed by the propellers and sinks to the bottom of the pond, penetrating the thermal layer, and placing the herbicide in contact with the pond soil sediment and the lower portions of the Mexican waterlily (Nymphaea Mexicana), coontail (Ceratophyllum demersum) and hydrilla (Hydrilla verticallata). Three ponds of coontail were treated with 100, 100 and 200 ppb. Two hydrilla ponds were treated with 50 and 500 ppb. One Mexican waterlily pond was treated with 200 ppb.
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Abstract
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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BRPI0911400-9A BRPI0911400A2 (pt) | 2008-04-17 | 2009-04-15 | Método para controlar ervas daninhas aquáticas submersas. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US4568908P | 2008-04-17 | 2008-04-17 | |
US61/045,689 | 2008-04-17 |
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WO2009127635A1 true WO2009127635A1 (fr) | 2009-10-22 |
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PCT/EP2009/054417 WO2009127635A1 (fr) | 2008-04-17 | 2009-04-15 | Lutte contre la végétation aquatique immergée |
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BR (1) | BRPI0911400A2 (fr) |
CO (1) | CO6300901A2 (fr) |
CR (1) | CR11754A (fr) |
WO (1) | WO2009127635A1 (fr) |
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WO2017009144A1 (fr) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Composition herbicide à base de cinméthyline et d'acides quinoléine-carboxyliques spécifiques |
WO2017009089A1 (fr) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Composition herbicide à base de cinméthyline, de métazachlore et d'acides quinoléine-carboxyliques |
US10375959B2 (en) | 2015-01-22 | 2019-08-13 | BASF Agro B.V. | Ternary herbicidal combination comprising saflufenacil |
US10813356B2 (en) | 2015-07-10 | 2020-10-27 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and dimethenamid |
US10897898B2 (en) | 2015-07-10 | 2021-01-26 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and acetochlor or pretilachlor |
US10980232B2 (en) | 2015-07-10 | 2021-04-20 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pyroxasulfone |
US11116213B2 (en) | 2015-07-10 | 2021-09-14 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pethoxamid |
CN113545344A (zh) * | 2021-07-23 | 2021-10-26 | 安徽省通源环境节能股份有限公司 | 一种沉水植物促生缓释片及其制备方法 |
US11219212B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and imazamox |
US11219215B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase |
US11291206B2 (en) | 2015-07-10 | 2022-04-05 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific pigment synthesis inhibitors |
US11517018B2 (en) | 2015-07-10 | 2022-12-06 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and saflufenacil |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007071655A2 (fr) * | 2005-12-23 | 2007-06-28 | Basf Se | Procédé de lutte contre l'herbe aquatique hydrilla verticillata |
WO2007071730A2 (fr) * | 2005-12-23 | 2007-06-28 | Basf Se | Procédé de lutte contre des herbes aquatiques |
-
2009
- 2009-04-15 BR BRPI0911400-9A patent/BRPI0911400A2/pt not_active IP Right Cessation
- 2009-04-15 WO PCT/EP2009/054417 patent/WO2009127635A1/fr active Application Filing
-
2010
- 2010-10-25 CR CR11754A patent/CR11754A/es not_active Application Discontinuation
- 2010-11-16 CO CO10142937A patent/CO6300901A2/es active IP Right Grant
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007071655A2 (fr) * | 2005-12-23 | 2007-06-28 | Basf Se | Procédé de lutte contre l'herbe aquatique hydrilla verticillata |
WO2007071730A2 (fr) * | 2005-12-23 | 2007-06-28 | Basf Se | Procédé de lutte contre des herbes aquatiques |
Cited By (19)
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CN103749455A (zh) * | 2013-12-24 | 2014-04-30 | 江苏天容集团股份有限公司 | 一种防除麦田杂草的除草剂 |
US10375959B2 (en) | 2015-01-22 | 2019-08-13 | BASF Agro B.V. | Ternary herbicidal combination comprising saflufenacil |
US10897898B2 (en) | 2015-07-10 | 2021-01-26 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and acetochlor or pretilachlor |
US11291206B2 (en) | 2015-07-10 | 2022-04-05 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific pigment synthesis inhibitors |
WO2017009089A1 (fr) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Composition herbicide à base de cinméthyline, de métazachlore et d'acides quinoléine-carboxyliques |
US20200029562A1 (en) * | 2015-07-10 | 2020-01-30 | BASF Agro B.V. | Herbicidal Composition Comprising Cinmethylin and Specific Quinolinecarboxylic Acids |
AU2016292677B2 (en) * | 2015-07-10 | 2020-09-24 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific quinolinecarboxylic acids |
US10813356B2 (en) | 2015-07-10 | 2020-10-27 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and dimethenamid |
WO2017009144A1 (fr) | 2015-07-10 | 2017-01-19 | BASF Agro B.V. | Composition herbicide à base de cinméthyline et d'acides quinoléine-carboxyliques spécifiques |
US10980232B2 (en) | 2015-07-10 | 2021-04-20 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pyroxasulfone |
US11116213B2 (en) | 2015-07-10 | 2021-09-14 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and pethoxamid |
CN107846892B (zh) * | 2015-07-10 | 2024-02-20 | 巴斯夫农业公司 | 包含环庚草醚和特异性喹啉羧酸的除草组合物 |
US11206827B2 (en) | 2015-07-10 | 2021-12-28 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific quinolinecarboxylic acids |
US11219212B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and imazamox |
US11219215B2 (en) | 2015-07-10 | 2022-01-11 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and specific inhibitors of protoporphyrinogen oxidase |
CN107846892A (zh) * | 2015-07-10 | 2018-03-27 | 巴斯夫农业公司 | 包含环庚草醚和特异性喹啉羧酸的除草组合物 |
US11517018B2 (en) | 2015-07-10 | 2022-12-06 | BASF Agro B.V. | Herbicidal composition comprising cinmethylin and saflufenacil |
CN113545344B (zh) * | 2021-07-23 | 2022-08-09 | 安徽省通源环境节能股份有限公司 | 一种沉水植物促生缓释片及其制备方法 |
CN113545344A (zh) * | 2021-07-23 | 2021-10-26 | 安徽省通源环境节能股份有限公司 | 一种沉水植物促生缓释片及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CR11754A (es) | 2010-12-09 |
BRPI0911400A2 (pt) | 2015-07-28 |
CO6300901A2 (es) | 2011-07-21 |
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