Patent Application
20250057164
The invention relates to the field of food storage, more specifically to the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxy-late (I) for sprout inhibition in crops, the use of combinations or compositions comprising thereof for sprout inhibition in crops and a method for controlling sprouts on crops.
Potatoes harvested in fall are frequently expected to be stored through the winter and far into the coming spring at least until early potatoes are available again. Even with the cool storage of potatoes, as is usually done in the potato-processing industry, the potatoes start to sprout even after a few weeks when stored at 6 to 8° C. and are considerably sprouted after three to four months.
Other crops like onions, cassava (Manihot esculenta), sweet potatoes (Ipomoea batatas), yams (Dioscorea spp.), tobinambur (Helianthus tuberosus), ginger (Zingiber officinale) are affected by this problem as well.
The use of sprout-inhibiting agents has been known for a long time. Known sprout inhibitors are certain ethereal oils, in particular peppermints and also those of the “muna’ plant, which is related to peppermint. Peppermint oils and “muna’ oils are relatively expensive, so that any industrial application based only on said ethereal oils is not feasible.
The chemical agents recently used for sprout inhibition in connection with potatoes include propham: isopropylphenyl carbamate alone or in combination with chloropropham.
Also known are medium-chain and long-chain alcohols, in particular C17-C24-alcohols which are collected in industry. Said alcohols are frequently combined with propham and/or chloropropham when used as sprout inhibitors.
WO 93/00008 discloses aromatic aldehydes or alcohols or thymol or mixtures thereof useful as sprout inhibiting agent. EP 0 287 946 A2 describes the use of an ethereal oil from a mentha type, in particular oils of Mentha piperiga L, as well as peppermint oil and oils of different types of mint to decrease tuberous sprouts.
As mentioned above, the exclusive use of ethereal oils is prohibitive for practical reasons because the amounts required even when the potatoes are stored without oxygen generally come to 10 to 20 ml oil per 50 kg potatoes with a storage duration of 50 days, and to about twice said amount with a storage duration of 100 days and longer, provided the storage conditions lead to only minor loss of the oils, and that the potatoes are stored at +3° to +8° C.
WO 94/28716 A2 discloses rape oil methylester as a sprout inhibitor, if needed in mixture with the known medium- and long-chain alcohols and/or ethereal oils and/or the known chemical sprout inhibiting agents, whereby combinations of rape oil methylester, alcohol and, if need, one of the aforementioned ethereal oils, in particular peppermint oil, are preferred in order to achieve the best results.
Compounds from the structural class of substituted isoxazolinecarboxamides are known as herbicides useful for weed-control against a broad range of weeds from WO2018/228985 and WO2019/145245 in burn-down applications. It is also known to combine such herbicidal active ingredients with some other herbicides for weed control, see e. g. WO 2020/114932.
Now, it has been found that some compounds selected from the above group of substituted isoxazolinecarboxamides surprisingly can be used for sprout inhibition without or without substantial injury to the harvested crop and on the other hand high efficiency regarding sprout inhibition.
One object of the invention is the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (I), which exists in the form of two stereoisomers: Methyl(2R,4R)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]-amino]tetrahydrofuran-2-carboxylate of formula (Ia) and methyl (2S,4S)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate of formula (Ib), for sprout inhibition:
Another object of the invention is the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (I) in combination with at least one additional sprout inhibitor for sprout inhibition.
Another object of the invention is the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (I) in combination with at least one additional active ingredient for sprout inhibition.
Another object of the invention is the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (I) in combination with at least one additional active ingredient and at least one additional sprout inhibitor for sprout inhibition.
Another object of the invention is the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (I) in combination with at least one additional herbicide for sprout inhibition.
Another object of the invention is the use of methyl(2R*,4R*)-4-[[(5S)-3-(3,5-difluorophenyl)-5-vinyl-4H-isoxazole-5-carbonyl]amino]tetrahydrofuran-2-carboxylate (I) in combination with at least one additional herbicide and at least one additional sprout inhibitor for sprout inhibition.
In another embodiment, the additional sprout inhibitor is selected from the group comprising ethylene, green mint oil, carvone, maleic hydrazide and 1,4-dimethylnaphthalene, isopropyl-(3-chlorophenyl)carbamate (CIPC, chlorpropham) extract of peppermint oil, rape oil methylester and mixtures of two or more thereof.
In a preferred embodiment, the other sprout inhibitor is selected from the group comprising isopropyl-(3-chlorophenyl)carbamate (CIPC, chlorpropham) and extract of peppermint oil and mixtures of two or more thereof.
In another embodiment, the active ingredient is selected from the group comprising herbicides, insecticides, acaricides, fungicides, safeners, fertilizers and/or growth regulators and mixtures of two or more thereof.
In a preferred embodiment, the active ingredient is one or more additional herbicide.
In another preferred embodiment, the active ingredient is one or more additional fungicide or insecticide.
As used in this application and unless otherwise indicated the term “herbicide” refers to a compound that is produced, sold, or used in a field in order to kill or otherwise inhibit the growth of unwanted plants such as, but not limited to, deleterious or annoying weeds, broadleaf plants, grasses, and sedges; and can be used for crop protection, edifice protection or turf protection. The term “herbicide” includes the end-use herbicidal product. This composition can be a pure compound, a solution of chemical compounds, a mixture of chemical compounds, an emulsion, a suspension, a solid-liquid mixture, or a liquid-liquid mixture. The term “herbicide” also refers to the product that passes through the commercial channels from the manufacturer to the ultimate end user who can either apply the herbicide to the affected field as sold or mix it with other excipients.
“Herbicides” disclosed in connection with the present invention include, but are not limited to, the following:
Examples of plant growth regulators as possible mixing partners are:
The herbicides mentioned in the present description are known, for example, from “The Pesticide Manual”, 16th edition 2012.
The term “safener” means:
Examples of useful safeners include the following groups of compounds:
The term “crop” shall mean a plant or plant product that can be grown and harvested extensively for profit or subsitence.
The term “sprout inhibitor” or “sprout-inhibiting agent” shall mean a compound that suppresses or reduces sprout formation on crops for a certain time. Examples of sprout inhibitors are: ethylene, green mint oil, carvone, maleic hydrazide and 1,4-dimethylnaphthalene, isopropyl-(3-chlorophenyl)carbamate (CIPC, chlorpropham) extract of peppermint oil, rape oil methylester. Often mixtures of two or more sprout inhibitors are used for providing sufficient spout inhibition.
The term “combination” shall mean any mixture of compound of the formula (I) comprising one or more additional herbicide.
The term “composition” shall mean any mixture of compound of the formula (I) comprising other active ingredients and/or formulation agents and/or calcium and/or potashes.
Compounds of the formula (I) according to the invention show an excellent and desirable effect in terms of sprout inhibition in crops, more preferably in harvested crops without or without substantial injury to the crop and its quality.
“Quality” in this specific case means that the potatoes remain free of outer or inner damage, illnesses and diseases and stay healthy. It also means that they keep their typical taste and smell as well as typical consistency. Furthermore, the conversion of starch into sugars due to the development of sprouts should be prevented.
The treatment can take place as application up to 3 weeks prior to the actual harvest over the top of the plants, in storage when harvested goods have recovered from lesions or damages occurred during harvest and transport, and when natural dormancy starts to break after a period of storage time until they are shipped to their final destination in markets and processing plants.
Preferably, the crops are treated after being harvested until they are released from stock.
More preferably, the crops are treated after being harvested and recovered in storage, roughly seven days after arrival in storage until release from storage at about 3 months after harvest until up to 12 months after harvest. The treatment can be applied once or repeatedly.
“Harvested crop” in this specific case means the crop or more specifically the tubers and bulbs after being gathered from the field and recovered from damages and lesions which occurred during the harvesting process. The harvesting process includes the actual gathering of bulbs and tubers from the field, the transport to the storage facilities and storage location, which might comprise of several loading and unloading processes.
“Tuber” indicates a bulb, corm, stem tuber (potato) hypocotyl bulb, root tuber, bulb, depending on the crop it is harvested from. Most often a storage organ for the plant, used for human consumption.
Preferred crops are onions, cassava (Manihot esculenta), potatoes (Solanum tuberosum L.) sweet potatoes (Ipomoea batatas)*, yams (Dioscorea spp.), tobinambur (Helianthus tuberosus), ginger (Zingiber officinale).
Especially preferred crops are potatoes.
Compounds (I) according to the invention is particularly suitable for use with ware potatoes and industrial potatoes.
Compounds (I) according to the invention can also be used to temporarily inhibit the sprouting of seed-potatoes.
However, the use of the active compounds and active compound combinations or compositions according to the invention is in no way restricted to these genera, but also extends in the same manner to other plants or crops or harvested crops. According to the invention crop plants are all plants and plant varieties including transgenic plants and plant varieties, where sprout inhibitors are also needed.
The application rates for the herbicidal compounds of formula (I) or salts thereof can vary within abroad range and is generally dependent on weather and storage conditions, as well as timing of the year and time after harvest, or whether the compounds are combined with other active ingredients inhibiting the sprouting. Suitable applications rates for compound of formula (I) generally are within the range of from 0.001 to 2000 g active ingredient (=compounds (I)) per tonne treated goods/tubers (a.i./to), preferably of from 0.01 to 500 g a.i./to, more preferably 0.1 bis 100 g a.i./to.
The invention thus also relates to a method of controlling harvested plants which comprises applying compound of formula (I) or combinations or compositions comprising thereof, together or one active ingredient after the other, optionally before or after the treatment with one or more other sprout inhibitor, to the crop.
Sprout inhibitors are expected to have an influence on the rate of respiration, if not during the dormant period, then at least after the termination of the formal rest period. Single and combined applications of sprout inhibitors reduce physiological losses being a big advantage.
In many cases the combinations/compositions are surprisingly more efficient/effective than the compounds alone.
Surprisingly, there are also superadditive (=synergistic) effects in the combined application of compound of formula (I) and further active ingredients. Here, the activity of the combination/composition is stronger than the expected sum of the activities ofthe individual compounds employed for sprout inhibition. The synergistic effects allow the application rate to be reduced further.
The composition can be used dry as a powder or granulate which is imparted to the potatoes as the storage space is being filled with them (this is the so-called basic treatment).
Instead of being used in the form of a powder or granulate, the composition can also be misted or sprayed over the potatoes while they are being stored in the storage location, as a liquid or an emulsion, either pure or mixed with a small amount of water.
Furthermore, composition can also be contacted with the potatoes at a later stage during the storage period by misting the composition in the storage space with the support of fans in that space.
In that case, depending on the desired form of application, the composition can also comprise a suitable carrier, suitable solvents, fillers or other substances conventionally present.
Suitable powdery or granular carriers and fillers are starch and starch derivatives, clay, talcum and other silicas, sand, diatomaceous earth, calcium carbonate and calcium sulfate (gypsum) and the various (co)polymers which can be used as carriers.
For making a granulate, an inert carrier can be mixed or impregnated with the respective composition.
Suitable for the application of the composition in a liquid form are the solvents of mineral origin, including aliphatic or aromatic solvents or mixtures thereof, which may or may not be chlorinated. Examples of these solvents are xylene, dichloromethane, ketones, aldehydes, alcohols such as glycerols (for instance polyethylene glycol), or derivatives or mixtures thereof. It is also possible to use solvents of animal or vegetable origin, such as linseed oil, soybean oil or derivatives thereof. It is also possible to use mixtures of such solvents of animal, vegetable and mineral origin.
Suitable adjuvants for spray or misting applications are cationic, anionic and non-ionic surface-active substances of animal, vegetable and mineral origin for example rape oil methyl esters or nonyl phenol polyglycol ethers, ethoxylated fatty acid alcohols or amines or derivatives or combinations thereof.
The extension of the active period that can be achieved through the use of the composition according to the present invention as sprout inhibitor at repetitive times during the storage period.
The bulk potatoes are first dried, stored for a few days at about 15° C. and then cooled in about two weeks to the desired storage temperature to ensure a good injury healing of damaged potatoes. This period of injury healing is necessary to limit microbial attack and weight losses during storage.
The injury healing period of the lot takes about 14 days.
After the injury healing period, the potatoes are stored at the desired storage temperature, the temperature being controlled through fresh air cooling or mechanical cooling.
The desired storage temperature is 2-4° C. for seed-potatoes, 4-6° C. for ware potatoes, 5-8° C. for French fries and dry industry, and 7-10° C. for chips.
After a sprouting dormancy of a few months after harvest, the potato begins to exhibit an inclination to sprout (depending on variety, history and storage method). In the course of time, this inclination to sprout grows increasingly stronger.
If cooling takes place in mechanical manner (so that the desired storage temperature can be reached rapidly), the chances of early sprouting are limited already. To inhibit sprouting in optimum manner, subsequently the composition according to the present invention is used.
The use of the composition according to the invention as sprout inhibitor now further elucidated.
The so-called basic treatment consists of imparting the composition (in the form of, for instance, powder or granules), for instance on a conveyor which conveys the potatoes to the storage space or on a roller table which the potatoes pass to reach the storage location. It is also possible to spray or atomize the composition over the potatoes (above the conveyor).
It is also possible to pass the composition to the storage space via the ventilation system. For this manner of application, the agent can for instance be atomized or sprayed in the air. For this purpose, it is possible to combine a mixture with a gaseous carrier so as to facilitate their introduction into the air stream. The two treatments can also be combined or be performed one after the other. The herbicidal compositions according to the invention can be present both as mixed formulations of components i) and ii) and, if appropriate, with further agrochemical active compounds, additives and/or customary formulation auxiliaries which are then applied in a customary manner diluted with water, or can be prepared as so-called tank mixes by joint dilution of the separately formulated or partially separately formulated components with water. In certain cases, the mixed formulations can be applied diluted with other liquids or solids, or else in undiluted form. The treatments can also be combined or be performed one after the other.
The mixtures/compositions according to the invention can be formulated in various ways, according to the biological and/or physicochemical parameters required. Examples of general formulation options are: wettable powders (WP), water-soluble concentrates, emulsifiable concentrates (EC), aqueous solutions (SL), emulsions (EW), such as oil-in-water and water-in-oil emulsions, sprayable solutions or emulsions, suspension concentrates (SC), dispersions, oil dispersions (OD), suspoemulsions (SE), dusts (DP), seed-dressing products, granules for soil application or spreading (GR) or water-dispersible granules (WG), ultra-low volume formulations, microcapsule dispersions or wax dispersions.
The individual types of formulation are known in principle and are described, for example, in: “Manual on Development and Use of FAO and WHO Specifications for Pesticides”, FAO and WHO, Rome, Italy, 2002; Winnacker-Küchler, “Chemische Technologie” [Chemical Engineering], Volume 7, C. Hanser Verlag Munich, 4th Ed. 1986; van Valkenburg, “Pesticide Formulations”, Marcel Dekker N.Y. 1973; K. Martens, “Spray Drying Handbook”, 3rd Ed. 1979, G. Goodwin Ltd. London.
The formulation auxiliaries required, such as inert materials, surfactants, solvents and further additives, are likewise known and are described, for example, in: Watkins, “Handbook of Insecticide Dust Diluents and Carriers”, 2nd Ed., Darland Books, Caldwell N.J.; H. v. Olphen, “Introduction to Clay Colloid Chemistry”; 2nd Ed., J. Wiley & Sons, N.Y.; Marsden, “Solvents Guide”, 2nd Ed., Interscience, N.Y. 1950; McCutcheon's “Detergents and Emulsifiers Annual”, MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, “Encyclopedia of Surface Active Agents”, Chem. Publ. Co. Inc., N.Y. 1964; Schonfeldt, “Grenzflächenaktive Äthylenoxidaddukte [Interface-active ethylene oxide adducts]”, Wiss. Verlagsgesellschaft, Stuttgart 1976, Winnacker Kichler, “Chemische Technologie [Chemical Engineering]”, Volume 7, C. Hanser Verlag Munich, 4th Ed. 1986.
Based on these formulations, it is also possible to prepare combinations with other agrochemical active compounds such as fungicides, insecticides and also safeners, fertilizers and/or growth regulators, for example in the form of a readymix or as tank mix.
Wettable powders (sprayable powders) are products which are uniformly dispersible in water and which, besides the active compounds and in addition to one or more diluents or inert substances, also comprise ionic and/or nonionic surfactants (wetting agents, dispersants), for example polyoxyethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, propylene oxide/ethylene oxide copolymers, alkanesulfonates or alkylbenzenesulfonates or alkylnaphthalenesulfonates, sodium lignosulfonate, sodium 2,2′-dinaphthylmethane-6,6′-disulfonate, sodium dibutylnaphthalenesulfonate or else sodium oleoylmethyltaurate.
Emulsifiable concentrates are prepared by dissolving the active compounds in an organic solvent or solvent mixture, for example butanol, cyclohexanone, dimethylformamide, acetophenone, xylene or else higher-boiling aromatics or hydrocarbons with addition of one or more ionic and/or nonionic surfactants (emulsifiers). Examples of emulsifiers which may be used are: calcium alkylarylsulfonates such as calcium dodecylbenzenesulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide copolymers, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene sorbitol esters.
Dusting products are obtained by grinding the active compound with finely distributed solids, for example talc, natural clays, such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
Suspension concentrates are water-based suspensions of active compounds. They may be prepared, for example, by wet grinding by means of commercially available bead mills and optional addition of further surfactants as have, for example, already been listed above for the other formulation types. In addition to the suspended active compound or active compounds, other active compounds may also be present in the formulation in dissolved form.
Oil dispersions are oil-based suspensions of active compounds, where oil is to be understood as meaning any organic liquid, for example vegetable oils, aromatic or aliphatic solvents, or fatty acid alkyl esters.
They can be prepared, for example, by wet grinding by means of commercially available bead mills and, if appropriate, addition of further surfactants (wetting agents, dispersants) as have already been mentioned, for example, above in the case of the other formulation types. In addition to the suspended active compound or active compounds, other active compounds may also be present in the formulation in dissolved form.
Emulsions, for example oil-in-water emulsions (EW), can be prepared, for example, by means of stirrers, colloid mills and/or static mixers from mixtures of water and water-immiscible organic solvents and, if appropriate, further surfactants as have already been mentioned, for example, above in the case of the other formulation types. Here, the active compounds are present in dissolved form.
Granules can be prepared either by spraying the active compound onto adsorptive, granulated inert material or by applying active compound concentrates to the surface of carriers such as sand, kaolinites, chalk or granulated inert material with the aid of adhesives, for example polyvinyl alcohol, sodium polyacrylate or else mineral oils. Suitable active compounds can also be granulated in the manner customary for the production of fertilizer granules—if desired as a mixture with fertilizers. Water-dispersible granules are produced generally by the customary processes such as spray-drying, fluidized-bed granulation, pan granulation, mixing with high-speed mixers and extrusion without solid inert material. For the production of pan, fluidized-bed, extruder and spray granules, see e.g. processes in “Spray-Drying Handbook” 3rd Ed. 1979, G. Goodwin Ltd., London; J. E. Browning, “Agglomeration”, Chemical and Engineering 1967, pages 147 ff, “Perry's Chemical Engineer's Handbook”, 5th Ed., McGraw Hill, New York 1973, p. 8-57.
For further details regarding the formulation of crop protection compositions, see, for example, G. C. Klingman, “Weed Control as a Science”, John Wiley and Sons, Inc., New York, 1961, pages 81-96 and J. D. Freyer, S. A. Evans, “Weed Control Handbook”, 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pages 101-103.
The agrochemical formulations generally comprise from 0.1 to 99% by weight, in particular from 2 to 95% by weight, of active compounds of the herbicide components, the following concentrations being customary, depending on the type of formulation: In wettable powders, the active compound concentration is, for example, about 10 to 95% by weight, the remainder to 100% by weight consisting of customary formulation constituents. In the case of emulsifiable concentrates, the active compound concentration can be, for example, from 5 to 80% by weight. In most cases, formulations in the form of dusts comprise from 5 to 20% by weight of active compound, sprayable solutions comprise about 0.2 to 25% by weight of active compound. In the case of granules such as dispersible granules, the active compound content depends partially on whether the active compound is present in liquid or solid form and on which granulation auxiliaries and fillers are used. In water-dispersible granules, the content is generally between 10 and 90% by weight.
In addition, the active compound formulations mentioned optionally comprise the respective customary adhesives, wetting agents, dispersants, emulsifiers, preservatives, antifreeze agents and solvents, fillers, colourants and carriers, antifoams, evaporation inhibitors and pH- or viscosity-modifying agents.
The herbicidal action of the combinations/compositions according to the invention can be improved, for example, by surfactants, for example by wetting agents from the group of the fatty alcohol polyglycol ethers. The fatty alcohol polyglycol ethers preferably comprise 10-18 carbon atoms in the fatty alcohol radical and 2-20 ethylene oxide units in the polyglycol ether moiety. The fatty alcohol polyglycol ethers may be present in nonionic form, or ionic form, for example in the form of fatty alcohol polyglycol ether sulfates or phosphates, which are used, for example, as alkali metal salts (for example sodium salts and potassium salts) or ammonium salts, or even as alkaline earth metal salts, such as magnesium salts, such as C12/C14-fatty alcohol diglycol ether sulfate sodium (Genapol® LRO, Clariant GmbH); see, for example, EP-A-0476555, EP-A-0048436, EP-A-0336151 or U.S. Pat. No. 4,400,196 and also Proc. EWRS Symp. “Factors Affecting Herbicidal Activity and Selectivity”, 227-232 (1988). Nonionic fatty alcohol polyglycol ethers are, for example, (C10-C18)—, preferably (C10-C14)-fatty alcohol polyglycol ethers (for example isotridecyl alcohol polyglycol ethers) which comprise 2-20, preferably 3-15, ethylene oxide units, for example from the Genapol© X series, such as Genapol® X-030, Genapol® X-060, Genapol® X-080 or Genapol® X-150 (all from Clariant GmbH).
The present invention further comprises the mixtures of the combinations/compositions according to the invention with the wetting agents mentioned above from the group of the fatty alcohol polyglycol ethers which preferably contain 10-18 carbon atoms in the fatty alcohol radical and 2-20 ethylene oxide units in the polyglycol ether moiety and which may be present in nonionic or ionic form (for example as fatty alcohol polyglycol ether sulfates). Preference is given to sodium C12/C14-fatty alcohol diglycol ether sulfate (Genapol® LRO, Clariant GmbH) and isotridecyl alcohol polyglycol ethers having 3-15 ethylene oxide units, for example from the Genapol© X series, such as Genapol® X-030, Genapol® X-060, Genapol® X-080 and Genapol® X-150 (all from Clariant GmbH). It is also known that fatty alcohol polyglycol ethers, such as nonionic or ionic fatty alcohol polyglycol ethers (for example fatty alcohol polyglycol ether sulfates) are also suitable as penetrants and activity enhancers for a number of other herbicides, including herbicides from the group of the imidazolinones (see, for example, EP-A-0502014).
The herbicidal action of the combinations/compositions according to the invention can also be enhanced by using vegetable oils. The term vegetable oils is to be understood as meaning oils of oleaginous plant species, such as soybean oil, rapeseed oil, corn oil, sunflower oil, cottonseed oil, linseed oil, coconut oil, palm oil, thistle oil or castor oil, in particular rapeseed oil, and also their transesterification products, for example alkyl esters, such as rapeseed oil methyl ester or rapeseed oil ethyl ester.
The vegetable oils are preferably esters of C10-C22—, preferably C12-C20—, fatty acids. The C10-C22-fatty acid esters are, for example, esters of unsaturated or saturated C10-C22-fatty acids having, in particular, an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular Cis-fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
Examples of C10-C22-fatty acid esters are esters which are obtained by reacting glycerol or glycol with the C10-C22-fatty acids present, for example, in oils of oleaginous plant species, or C10-C22-fatty acid C1-C20-alkyl esters which can be obtained, for example, by transesterification of the glycerol or glycol C10-C22-fatty acid esters mentioned above with C1-C20-alcohols (for example methanol, ethanol, propanol or butanol). The transesterification can be carried out by known methods as described, for example, in Römpp Chemie Lexikon, 9th edition, Volume 2, page 1343, Thieme Verlag Stuttgart.
Preferred C10-C22-fatty acid C1-C20-alkyl esters are methyl esters, ethyl esters, propyl esters, butyl esters, 2-ethylhexyl esters and dodecyl esters. Preferred glycol and glycerol C10-C22-fatty acid esters are the uniform or mixed glycol esters and glycerol esters of C10-C22-fatty acids, in particular fatty acids having an even number of carbon atoms, for example erucic acid, lauric acid, palmitic acid and in particular C18-fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
In the herbicidal combinations/compositions according to the invention, the vegetable oils can be present, for example, in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil, such as Hasten® (Victorian Chemical Company, Australia, hereinbelow referred to as Hasten, main ingredient: rapeseed oil ethyl ester), Actirob®B (Novance, France, hereinbelow referred to as ActirobB, main ingredient: rapeseed oil methyl ester), Rako-Binol® (Bayer AG, Germany, hereinbelow referred to as Rako-Binol, main ingredient: rapeseed oil), Renol® (Stefes, Germany, hereinbelow referred to as Renol, vegetable oil ingredient: rapeseed oil methyl ester) or Stefes Mero® (Stefes, Germany, hereinbelow referred to as Mero, main ingredient: rapeseed oil methyl ester).
In a further embodiment, the present invention embraces combinations of the components i) and ii) with the vegetable oils mentioned above, such as rapeseed oil, preferably in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil, such as Hasten®, Actirob®B, Rako-Binol®, Renol® or Stefes Mero©.
For application, the formulations in commercial form are, if appropriate, diluted in a customary manner, for example in the case of wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules with water. Dust-type preparations, granules for soil application or granules for scattering and sprayable formulations are not normally diluted further with other inert substances prior to application.
The active compounds can be applied to the plants, plant parts, plant seeds or area under cultivation (soil), preferably on the green plants and plant parts, and optionally additionally to the soil.
One possible use is the joint application of the active compounds in the form of tank mixes, where the optimally formulated concentrated formulations of the individual active compounds are, together, mixed in a tank with water, and the spray liquor obtained is applied.
A joint herbicidal formulation of the herbicidal compositions according to the invention comprising the components i) and ii) has the advantage that it can be applied more easily since the quantities of the components are already adjusted to the correct ratio to one another. Moreover, the auxiliaries in the formulation can be optimized to one another.
Application was done on a roller table and were applied with a spray application covering the outside of the tubers homogeneously with the spray solution containing with the respective dose of compound of formula (I) and depending on the treatment with the additional MSO (methylated seed oil) as indicated in the following tables. The spray solutions were prepared to match an equivalent of 10 L water per ton potato.
| Number | Date | Country | Kind |
|---|---|---|---|
| 21214606.2 | Dec 2021 | EP | regional |
| Filing Document | Filing Date | Country | Kind |
|---|---|---|---|
| PCT/EP2022/085516 | 12/13/2022 | WO |
