CA2611665A1 - Aqueous crop protection formulations comprising asulam and synergistic herbicidal combinations thereof - Google Patents
Aqueous crop protection formulations comprising asulam and synergistic herbicidal combinations thereof Download PDFInfo
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- CA2611665A1 CA2611665A1 CA002611665A CA2611665A CA2611665A1 CA 2611665 A1 CA2611665 A1 CA 2611665A1 CA 002611665 A CA002611665 A CA 002611665A CA 2611665 A CA2611665 A CA 2611665A CA 2611665 A1 CA2611665 A1 CA 2611665A1
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- asulam
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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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
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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
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
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Abstract
The present invention relates to crop protectant formulations in the form of aqueous solutions comprising asulam, at least one surfactant from among the group comprising a mixture of quaternary ammonium compounds, sodium lauryl ether sulfate, fatty alcohol polyglycerol esters and ethoxylated fatty amines.
Additionally the present invention relates to synergistic herbicidal combination comprising the aqueous formulation of asulam according to the invention and further herbicidal active ingredients.
Additionally the present invention relates to synergistic herbicidal combination comprising the aqueous formulation of asulam according to the invention and further herbicidal active ingredients.
Description
Bayer CropScience GmbH
Bayer CropScience LP
Description Aqueous crop protection formulations comprising asulam and synergistic herbicidal combinations thereof The present invention relates to the field of the crop protectant formulations. In particular, the invention relates to formulations in the form of aqueous solutions which comprise the herbicidal active ingredient asulam and certain surfactants. The present invention also relates to a synergistic herbicidal combination and a method of controlling weed growth, comprising the aqueous formulation of asulam according to the invention and further herbicidal active ingredients, preferably from the series of the sulfonylureas (e.g. trifloxysulfuron).
In general, herbicidal active ingredients are not employed in pure form.
Depending on the field and type of application and on physical, chemical and biological parameters, the active ingredients are employed as active ingredient formulation in admixture with conventional auxiliaries and adjuvants. The combinations with further active ingredients for widening this spectrum of action and/or for protecting the crop plants (for example by safeners, antidotes) are also known.
Formulations of herbicidal active ingredients should generally have a high chemical and physical stability, good application qualities and user friendliness and a broad biological action combined with high selectivity. The herbicidal active ingredient asulam is generally employed as an aqueous solution, for example under the trade name Asulox . The disadvantage of this product is the high application rate in which it is applied to the areas to be treated.
It was an object of the present invention to provide an aqueous crop protectant formulation for the active ingredient asulam which has an improved herbicidal activity.
Bayer CropScience LP
Description Aqueous crop protection formulations comprising asulam and synergistic herbicidal combinations thereof The present invention relates to the field of the crop protectant formulations. In particular, the invention relates to formulations in the form of aqueous solutions which comprise the herbicidal active ingredient asulam and certain surfactants. The present invention also relates to a synergistic herbicidal combination and a method of controlling weed growth, comprising the aqueous formulation of asulam according to the invention and further herbicidal active ingredients, preferably from the series of the sulfonylureas (e.g. trifloxysulfuron).
In general, herbicidal active ingredients are not employed in pure form.
Depending on the field and type of application and on physical, chemical and biological parameters, the active ingredients are employed as active ingredient formulation in admixture with conventional auxiliaries and adjuvants. The combinations with further active ingredients for widening this spectrum of action and/or for protecting the crop plants (for example by safeners, antidotes) are also known.
Formulations of herbicidal active ingredients should generally have a high chemical and physical stability, good application qualities and user friendliness and a broad biological action combined with high selectivity. The herbicidal active ingredient asulam is generally employed as an aqueous solution, for example under the trade name Asulox . The disadvantage of this product is the high application rate in which it is applied to the areas to be treated.
It was an object of the present invention to provide an aqueous crop protectant formulation for the active ingredient asulam which has an improved herbicidal activity.
This object is achieved by aqueous herbicidal compositions comprising the herbicidal active ingredient asulam or its salts, such as the potassium salt or sodium salt, and at least one surfactant selected from among group B) consisting of the surfactants B1: mixtures of quaternary ammonium compounds, B2: sodium lauryl ether sulfate, B3: fatty alcohol polyglycerol esters and B4: ethoxyiated fatty amines.
An example of a mixture of quaternary ammonium compounds is Geronol0 CF/AS30, see, for example, Material Safety Data Sheet of Rhodia Asia Pacific Pte.
Ltd., Singapore.
An example of sodium lauryl ether sulfate is Rhodapex0 ESB 70/FEA, see, for example, Material Safety Data Sheet of Rhodia Inc., USA.
An example of a fatty alcohol polyglycerol ester is Synergen0 B01, which constitutes a copolymer of giycerol, coconut fatty acid and phthalic anhydride and which is known under the CAS No. 67746-02-5.
An example of an ethoxylated fatty amine (with 15 ethylene oxide units) is Rhodameen CF/15H0, see, for example, Safety Data Sheet of Rhodia Gerronazzo S.p.A, Italy.
The aqueous herbicidal compositions according to the invention show a markedly increased herbicidal activity in comparison with the asulam-comprising aqueous compositions which are known to date.
The aqueous herbicidal compositions according to the invention can additionally comprise antifoams and conventional adjuvants and additives such as antifreeze agents, colorants, fragrances and preservatives.
Suitable antifoams are for example silicone-based ones, preferably Rhodorsil0 481.
Suitable antifreeze agents are those from the group consisting of the ureas, diols and polyols, such as ethylene glycol and propylene glycol. Suitable preservatives, colorants and fragrances are known to the skilled worker.
Depending on the intended purpose, i.e. depending on which harmful plants are to be controlled in the crop in question, the aqueous herbicidal compositions according to the invention additionally comprise a further herbicidal active ingredient, preferably from the series of the sulfonylureas, especially preferably trifloxysulfuron (e.g. sold as the herbicide brand name Envoker"').
The ratio of the aqueous herbicidal compositions according to the invention (Component A) and a further herbicidal active ingredient (Component B), based on active ingredient, may vary greatly and is dependent from the efficacy of the further herbicidal active ingredient against different weeds in different crops.
Therefore (A):(B) could be in the range from 1000:1 to 1:1000, preferably from 600:1 to 1:600, particular from 400:1 to 1:400, very particular from 200:1 to 1:200.
In case that the further herbicidal active ingredient are from the series of the sulfonylureas, e.g. trifloxysulfuron, (A):(B) could be in the range from 1:1 and 1000:1, preferably in the range of 80:1 and 380:1, particularly in the range from 110:1 to 120:1 based on active ingredient.
In case that the further herbicidal active ingredient (Component B) is trifloxysulfuron, e.g. in the formulation of EnvokeTM, the weight ratio of trifloxysulfuron is in the range of between 10 g and 20 g active ingredient, per hectare, preferably in the range of 14.5 g to 17.5 g active ingredient per hectare and asulam (Component A), e.g.
according to formuiation example No. 2, is in a range from 1600 g to 3740 g active ingredient per hectare, preferably in the range of 1600 g to 1800 g active ingredient per hectare.
The further herbicidal active ingredient can both be present, in the aqueous herbicidal composition according to the invention, as what is known as a ready mix or else be applied as what is known as a tank mix by joint dilution of the separately, or partly separately, formulated components.
The aqueous herbicidal compositions according to the invention conventionally comprise the herbicidal active ingredient asulam; a surfactant from among group B);
water; if appropriate, an antifoam; if appropriate, auxiliaries and additives;
and, if appropriate, a further herbicidal active ingredient.
In a preferred embodiment, the aqueous herbicidal compositions according to the invention comprise a) 10 to 50% asulam, or its salts, such as the sodium salt, b) 1 to 30% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 10% adjuvants and auxiliaries, e) 0 to 5% of a further herbicidal active ingredient, and f) 25 to 75% water.
Especially preferred are aqueous herbicidal compositions according to the invention comprising a) 20 to 50% asulam, or its salts, such as the sodium salt, b) 5 to 25% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 10% adjuvants and auxiliaries, e) 0 to 5% of a further herbicidal active ingredient, and f) 25 to 75% water.
Very especially preferred aqueous herbicidal compositions according to the invention are those comprising a) 25 to 40% asulam, or its salts, such as the sodium salt, b) 10 to 20% of a surfactant from among group B), c) 0 to 1 /a of an antifoam, d) 0 to 5% adjuvants and auxiliaries, e) 0 to 3% of a further herbicidal active ingredient, and f) 40 to 65% water.
All percentages are by weight.
An example of a mixture of quaternary ammonium compounds is Geronol0 CF/AS30, see, for example, Material Safety Data Sheet of Rhodia Asia Pacific Pte.
Ltd., Singapore.
An example of sodium lauryl ether sulfate is Rhodapex0 ESB 70/FEA, see, for example, Material Safety Data Sheet of Rhodia Inc., USA.
An example of a fatty alcohol polyglycerol ester is Synergen0 B01, which constitutes a copolymer of giycerol, coconut fatty acid and phthalic anhydride and which is known under the CAS No. 67746-02-5.
An example of an ethoxylated fatty amine (with 15 ethylene oxide units) is Rhodameen CF/15H0, see, for example, Safety Data Sheet of Rhodia Gerronazzo S.p.A, Italy.
The aqueous herbicidal compositions according to the invention show a markedly increased herbicidal activity in comparison with the asulam-comprising aqueous compositions which are known to date.
The aqueous herbicidal compositions according to the invention can additionally comprise antifoams and conventional adjuvants and additives such as antifreeze agents, colorants, fragrances and preservatives.
Suitable antifoams are for example silicone-based ones, preferably Rhodorsil0 481.
Suitable antifreeze agents are those from the group consisting of the ureas, diols and polyols, such as ethylene glycol and propylene glycol. Suitable preservatives, colorants and fragrances are known to the skilled worker.
Depending on the intended purpose, i.e. depending on which harmful plants are to be controlled in the crop in question, the aqueous herbicidal compositions according to the invention additionally comprise a further herbicidal active ingredient, preferably from the series of the sulfonylureas, especially preferably trifloxysulfuron (e.g. sold as the herbicide brand name Envoker"').
The ratio of the aqueous herbicidal compositions according to the invention (Component A) and a further herbicidal active ingredient (Component B), based on active ingredient, may vary greatly and is dependent from the efficacy of the further herbicidal active ingredient against different weeds in different crops.
Therefore (A):(B) could be in the range from 1000:1 to 1:1000, preferably from 600:1 to 1:600, particular from 400:1 to 1:400, very particular from 200:1 to 1:200.
In case that the further herbicidal active ingredient are from the series of the sulfonylureas, e.g. trifloxysulfuron, (A):(B) could be in the range from 1:1 and 1000:1, preferably in the range of 80:1 and 380:1, particularly in the range from 110:1 to 120:1 based on active ingredient.
In case that the further herbicidal active ingredient (Component B) is trifloxysulfuron, e.g. in the formulation of EnvokeTM, the weight ratio of trifloxysulfuron is in the range of between 10 g and 20 g active ingredient, per hectare, preferably in the range of 14.5 g to 17.5 g active ingredient per hectare and asulam (Component A), e.g.
according to formuiation example No. 2, is in a range from 1600 g to 3740 g active ingredient per hectare, preferably in the range of 1600 g to 1800 g active ingredient per hectare.
The further herbicidal active ingredient can both be present, in the aqueous herbicidal composition according to the invention, as what is known as a ready mix or else be applied as what is known as a tank mix by joint dilution of the separately, or partly separately, formulated components.
The aqueous herbicidal compositions according to the invention conventionally comprise the herbicidal active ingredient asulam; a surfactant from among group B);
water; if appropriate, an antifoam; if appropriate, auxiliaries and additives;
and, if appropriate, a further herbicidal active ingredient.
In a preferred embodiment, the aqueous herbicidal compositions according to the invention comprise a) 10 to 50% asulam, or its salts, such as the sodium salt, b) 1 to 30% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 10% adjuvants and auxiliaries, e) 0 to 5% of a further herbicidal active ingredient, and f) 25 to 75% water.
Especially preferred are aqueous herbicidal compositions according to the invention comprising a) 20 to 50% asulam, or its salts, such as the sodium salt, b) 5 to 25% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 10% adjuvants and auxiliaries, e) 0 to 5% of a further herbicidal active ingredient, and f) 25 to 75% water.
Very especially preferred aqueous herbicidal compositions according to the invention are those comprising a) 25 to 40% asulam, or its salts, such as the sodium salt, b) 10 to 20% of a surfactant from among group B), c) 0 to 1 /a of an antifoam, d) 0 to 5% adjuvants and auxiliaries, e) 0 to 3% of a further herbicidal active ingredient, and f) 40 to 65% water.
All percentages are by weight.
5 As a ruie, asulam and trifloxysulfuron are used in the form of their sodium salt; in this context, see also "The Pesticide Manual", 13th edition (2003), The British Crop Protection Council. Unless otherwise specified, the terms "asulam" and "trifloxysulfuron" are in each case to be understood as meaning the free compound and its salts such as the potassium salt or sodium salt for the purpose of the present application.
The terms "solutions according to the invention" and "herbicidal compositions according to the invention" or "herbicidal compositions" are used interchangeably hereinbelow.
The abovementioned formulation auxiliaries of groups c) and d) are known to the skilled worker 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.; C.
Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y. 1963; 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, "Grenzflachenaktive Athylenoxidaddukte [Surface-active ethylene oxide adducts]", Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Kuchler, "Chemische Technologie [Chemical technology]", Volume 7, C. Hauser Verlag Munich, 4th Ed.
1986.
For use, the aqueous herbicidal compositions according to the invention can be diluted in a customary manner, for example with water. It may be advantageous to add, to resulting spray mixtures, further agrochemical active ingredients (for example components for tank mixes in the form of suitable formulations) and/or customary auxiliaries and additives conventionally used for application and/or fertilizers. It has proved advantageous to dilute the aqueous herbicidal compositions according to the invention with aqueous solutions of fertilizers, for example ammonium nitrate and ammonium sulfate.
The present invention therefore also relates to those aqueous herbicidal compositions comprising the agrochemical active ingredients mentioned in the above section, auxiliaries and additives and/or fertilizers.
The aqueous herbicidal compositions according to the invention have an outstanding herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants. They even affect good control of perennial problem weeds which emerge from rhizomes, root stocks or other perennial organs. In this context, the according to the invention are usually applied post-emergence.
The aqueous herbicidal compositions according to the invention are distinguished by a prolonged herbicidal activity with prompt onset. The combination, according to the invention, of herbicidal active ingredients and surfactants makes it possible to substantially reduce the necessary application rate of the active ingredients.
The abovementioned properties and advantages are useful in the practical control of harmful plants in order to keep agricuitural crops free from undesired plant competition and thus for ensuring and/or for increasing yields in terms of quality and quantity. With regard to the above-described properties, these novel competitions clearly outperform the prior art.
Although the aqueous herbicidal compositions according to the invention have an outstanding herbicidal activity against mono- and dicotyledonous harmful plants, crop plants of economically important crops, for example dicotyledonous crops such as soybeans, cotton, oilseed rape, sugar beet, or graminaceous crops such as wheat, barley, rye, oats, sorghum and millet, sugarcane, coffee, tea, cacao, coconut, bananas or maize, only suffer a minor extent of damage, or none at all. This is why the aqueous herbicidal compositions according to the invention are highly suitable for selectively controlling undesired vegetation in plantations of agricultural useful crops or in ornamental plantations.
Owing to their herbicidal properties, the aqueous herbicidal compositions according to the invention can also be employed for controlling harmful plants in crops of genetically modified plants which are known or yet to be developed. As a rule, the transgenic plants are distinguished by specific advantageous properties, for example by resistances to certain pesticides, especially certain herbicides, resistances to plant diseases or pathogens causing plant diseases, such as certain insects or microorganisms such as fungi, bacteria or viruses. Other specific properties concern for example the crop with regard to quantity, quality, storability, composition and specific constituents. Thus, transgenic plants with an increased starch content or modified starch quality, or those with a different fatty acid composition of the crop, are known.
Preferred is the use of the aqueous herbicidal compositions according to the invention in economically important transgenic cultures of useful plants and ornamentals, for example graminaceous crops such as wheat, barley, rye, oats, sorghum and millet, rice and maize, or else cultures of sugar beet, cotton, soybean, oilseed rape, potato, tomato, pea and other vegetables. The aqueous herbicidal compositions according to the invention can preferably be employed as herbicides in crops of useful plants which are resistant, or which have been made resistant by means of genetic engineering, to the phytotoxic effects of the herbicidal active ingredients.
When the aqueous herbicidal compositions according to the invention are applied in transgenic crops, effects are frequently observed which are specific for the application in the transgenic crop in question, for example a modified, or specifically widened, weed spectrum which can be controlled, modified application rates which can be employed for the application, preferably good combining ability with the herbicides to which the transgenic crop is resistant, and an effect on the growth and yield of the transgenic crop plants, in addition to the effects, against harmful plants, which can be observed in the other crops.
The terms "solutions according to the invention" and "herbicidal compositions according to the invention" or "herbicidal compositions" are used interchangeably hereinbelow.
The abovementioned formulation auxiliaries of groups c) and d) are known to the skilled worker 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.; C.
Marsden, "Solvents Guide"; 2nd Ed., Interscience, N.Y. 1963; 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, "Grenzflachenaktive Athylenoxidaddukte [Surface-active ethylene oxide adducts]", Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Kuchler, "Chemische Technologie [Chemical technology]", Volume 7, C. Hauser Verlag Munich, 4th Ed.
1986.
For use, the aqueous herbicidal compositions according to the invention can be diluted in a customary manner, for example with water. It may be advantageous to add, to resulting spray mixtures, further agrochemical active ingredients (for example components for tank mixes in the form of suitable formulations) and/or customary auxiliaries and additives conventionally used for application and/or fertilizers. It has proved advantageous to dilute the aqueous herbicidal compositions according to the invention with aqueous solutions of fertilizers, for example ammonium nitrate and ammonium sulfate.
The present invention therefore also relates to those aqueous herbicidal compositions comprising the agrochemical active ingredients mentioned in the above section, auxiliaries and additives and/or fertilizers.
The aqueous herbicidal compositions according to the invention have an outstanding herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants. They even affect good control of perennial problem weeds which emerge from rhizomes, root stocks or other perennial organs. In this context, the according to the invention are usually applied post-emergence.
The aqueous herbicidal compositions according to the invention are distinguished by a prolonged herbicidal activity with prompt onset. The combination, according to the invention, of herbicidal active ingredients and surfactants makes it possible to substantially reduce the necessary application rate of the active ingredients.
The abovementioned properties and advantages are useful in the practical control of harmful plants in order to keep agricuitural crops free from undesired plant competition and thus for ensuring and/or for increasing yields in terms of quality and quantity. With regard to the above-described properties, these novel competitions clearly outperform the prior art.
Although the aqueous herbicidal compositions according to the invention have an outstanding herbicidal activity against mono- and dicotyledonous harmful plants, crop plants of economically important crops, for example dicotyledonous crops such as soybeans, cotton, oilseed rape, sugar beet, or graminaceous crops such as wheat, barley, rye, oats, sorghum and millet, sugarcane, coffee, tea, cacao, coconut, bananas or maize, only suffer a minor extent of damage, or none at all. This is why the aqueous herbicidal compositions according to the invention are highly suitable for selectively controlling undesired vegetation in plantations of agricultural useful crops or in ornamental plantations.
Owing to their herbicidal properties, the aqueous herbicidal compositions according to the invention can also be employed for controlling harmful plants in crops of genetically modified plants which are known or yet to be developed. As a rule, the transgenic plants are distinguished by specific advantageous properties, for example by resistances to certain pesticides, especially certain herbicides, resistances to plant diseases or pathogens causing plant diseases, such as certain insects or microorganisms such as fungi, bacteria or viruses. Other specific properties concern for example the crop with regard to quantity, quality, storability, composition and specific constituents. Thus, transgenic plants with an increased starch content or modified starch quality, or those with a different fatty acid composition of the crop, are known.
Preferred is the use of the aqueous herbicidal compositions according to the invention in economically important transgenic cultures of useful plants and ornamentals, for example graminaceous crops such as wheat, barley, rye, oats, sorghum and millet, rice and maize, or else cultures of sugar beet, cotton, soybean, oilseed rape, potato, tomato, pea and other vegetables. The aqueous herbicidal compositions according to the invention can preferably be employed as herbicides in crops of useful plants which are resistant, or which have been made resistant by means of genetic engineering, to the phytotoxic effects of the herbicidal active ingredients.
When the aqueous herbicidal compositions according to the invention are applied in transgenic crops, effects are frequently observed which are specific for the application in the transgenic crop in question, for example a modified, or specifically widened, weed spectrum which can be controlled, modified application rates which can be employed for the application, preferably good combining ability with the herbicides to which the transgenic crop is resistant, and an effect on the growth and yield of the transgenic crop plants, in addition to the effects, against harmful plants, which can be observed in the other crops.
The present invention furthermore also relates to a method for controlling undesired plant growth, preferably in crops of plants such as cereals (for example wheat, barley, rye, oats, rice, maize, sorghum and millet), sugar beet, sugarcane, oilseed rape, cotton and soybeans, especially preferably in monocotyledonous crops such as cereals, for example wheat, barley, rye, oats, their hybridization products such as triticale, rice, maize, sorghum and millet, one or more aqueous herbicidal compositions according to the invention being applied to the harmful plants, plant parts, plant seeds or the area on which the plants grow, for example the area under cultivation.
The plant crops can also have been genetically modified or have been obtained by mutation selection and are preferably tolerant to acetolactate synthase (ALS) inhibitors.
The aqueous herbicidal compositions according to the invention are prepared in the manner with which the skilled worker is familiar, for example by mixing the individual constituents; see, in this context, Winnacker-Kochler, "Chemische Technologie", Volume 7, C. Hauser Verlag Munich, 4th Ed. 1986, Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.
The examples which follow illustrate the invention.
The surfactants and adjuvants used in this context mean:
Geronol CF/AS30 = mixture of quaternary ammonium compounds, supplier:
Rhodia Rhodapex ESB 70/FEA = sodium lauryl ether sulfate (70% strength solution in water), supplier: Rhodia Synergen B01 = fatty alcohol polyglycerol ester (copolymer of glycerol, coconut fatty acid and phthalic anhydride), supplier:
Clariant Rhodorsil 481 = silicone-based antifoam, supplier: Rhodia Rhodameen CF/15H0 = ethoxylated fatty amines, manufacturer: Rhone-Poulenc Geronazzo SpA, Div. of Rhone-Poulenc S.A
Formulation example No. 1:
34.30 g of asulam (in the form of a sodium salt), 13.57 g of Rhodapex ES B70, 0.03 g of Rhodorsil 481 and 52.10 g of water are stirred to give a homogeneous solution.
Formulation example No. 2:
34.30 g of asulam (in the form of a sodium salt), 13.97 g of Geronol CF/AS30, 0.03 g of Rhodorsil 481 and 51.70 g of water are stirred to give a homogeneous solution.
Formulation example No. 3:
34.30 g of asulam (in the form of a sodium salt), 13.57 g of Rhodameen CF/15H , 0.03 g of Rhodorsil 481 and 52.10 g of water are stirred to give a homogeneous solution.
A formulation example "V" which is known from the prior art was prepared for comparison purposes:
43.80 g of asulam (in the form of a sodium salt) and 56.20 g of water are stirred to give a homogeneous solution.
Biological examples:
1. Post-emergence herbicidal action against harmful plants 5 Seeds of monocotyledonous and dicotyledonous harmful plants are placed in cardboard pots containing sandy loam, covered with soil and grown in the greenhouse under good growth conditions. Two to three weeks after sowing, the test plants, which are in the three-leaf stage, are treated with the aqueous herbicidal compositions according to the invention and, for comparison reasons, with a prior-art 10 herbicidal composition. The herbicidal compositions are sprayed onto the surface of the green plant parts in various dosages at a water application rate of 600 to 800 I/ha (converted). After the test plants have been left to stand in the greenhouse for 3 to 4 weeks under optimal growth conditions, the effect of the aqueous herbicidal compositions according to the invention is scored.
The abbreviations denote:
CYNDA Cynodon dactylon DIGSA Digitaria sanguinalis PANDI Panicum dichotomiflorum PANRA Panicum ramosum PESGL Pennisetum glaucum SORHA Sorghum halepense a.i. active ingredient, in tables 3 in each case asulam Table 1 Herbicidal Dosage rate Herbicidal activity against harmful plants composition [g a.i./ha] DIGSA SORHA PANRA PESGL
[Example No.]
1 1400 73% 63% 63% 93%
2 1400 62% 57% 58% 92%
3 1400 53% 53% 63% 88%
U 1400 25% 30% 48% 73%
The plant crops can also have been genetically modified or have been obtained by mutation selection and are preferably tolerant to acetolactate synthase (ALS) inhibitors.
The aqueous herbicidal compositions according to the invention are prepared in the manner with which the skilled worker is familiar, for example by mixing the individual constituents; see, in this context, Winnacker-Kochler, "Chemische Technologie", Volume 7, C. Hauser Verlag Munich, 4th Ed. 1986, Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; K. Martens, "Spray Drying" Handbook, 3rd Ed. 1979, G. Goodwin Ltd. London.
The examples which follow illustrate the invention.
The surfactants and adjuvants used in this context mean:
Geronol CF/AS30 = mixture of quaternary ammonium compounds, supplier:
Rhodia Rhodapex ESB 70/FEA = sodium lauryl ether sulfate (70% strength solution in water), supplier: Rhodia Synergen B01 = fatty alcohol polyglycerol ester (copolymer of glycerol, coconut fatty acid and phthalic anhydride), supplier:
Clariant Rhodorsil 481 = silicone-based antifoam, supplier: Rhodia Rhodameen CF/15H0 = ethoxylated fatty amines, manufacturer: Rhone-Poulenc Geronazzo SpA, Div. of Rhone-Poulenc S.A
Formulation example No. 1:
34.30 g of asulam (in the form of a sodium salt), 13.57 g of Rhodapex ES B70, 0.03 g of Rhodorsil 481 and 52.10 g of water are stirred to give a homogeneous solution.
Formulation example No. 2:
34.30 g of asulam (in the form of a sodium salt), 13.97 g of Geronol CF/AS30, 0.03 g of Rhodorsil 481 and 51.70 g of water are stirred to give a homogeneous solution.
Formulation example No. 3:
34.30 g of asulam (in the form of a sodium salt), 13.57 g of Rhodameen CF/15H , 0.03 g of Rhodorsil 481 and 52.10 g of water are stirred to give a homogeneous solution.
A formulation example "V" which is known from the prior art was prepared for comparison purposes:
43.80 g of asulam (in the form of a sodium salt) and 56.20 g of water are stirred to give a homogeneous solution.
Biological examples:
1. Post-emergence herbicidal action against harmful plants 5 Seeds of monocotyledonous and dicotyledonous harmful plants are placed in cardboard pots containing sandy loam, covered with soil and grown in the greenhouse under good growth conditions. Two to three weeks after sowing, the test plants, which are in the three-leaf stage, are treated with the aqueous herbicidal compositions according to the invention and, for comparison reasons, with a prior-art 10 herbicidal composition. The herbicidal compositions are sprayed onto the surface of the green plant parts in various dosages at a water application rate of 600 to 800 I/ha (converted). After the test plants have been left to stand in the greenhouse for 3 to 4 weeks under optimal growth conditions, the effect of the aqueous herbicidal compositions according to the invention is scored.
The abbreviations denote:
CYNDA Cynodon dactylon DIGSA Digitaria sanguinalis PANDI Panicum dichotomiflorum PANRA Panicum ramosum PESGL Pennisetum glaucum SORHA Sorghum halepense a.i. active ingredient, in tables 3 in each case asulam Table 1 Herbicidal Dosage rate Herbicidal activity against harmful plants composition [g a.i./ha] DIGSA SORHA PANRA PESGL
[Example No.]
1 1400 73% 63% 63% 93%
2 1400 62% 57% 58% 92%
3 1400 53% 53% 63% 88%
U 1400 25% 30% 48% 73%
Table 2 Herbicidal Dosage Herbicidal activity against harmful plants composition [g a.i./ha] PANDI CYNDA
[Example No.]
1 2800 63% 89%
2 2800 62% 84%
3 2800 60% 83%
V 2800 40% 30%
The results of tables 1 and 2 show that, at the same application rate, the aqueous herbicidal compositions according to the invention have a better herbicidal activity against different harmful plants than the one known from the prior art.
In a further experiment, in each case 120 g of ammonium sulfate (AMS) per hectare were employed when applying the aqueous herbicidal compositions 1 and 2 according to the invention.
Table 3 Herbicidal Dosage Herbicidal activity against harmful plants composition [g a.i./ha] PANDI CYNDA
Example No.
1 2800 63% 89%
1+ 120 g AMS 2800 68 / 91 %
2 2800 62% 84%
2+ 120 g AMS 2800 65% 88%
3 2800 60% 83%
3+ 120 g AMS 2800 63% 93%
The results of table 3 show that the aqueous herbicidal compositions according to the invention, which comprise the fertilizer ammonium sulfate, have a yet higher herbicidal activity.
[Example No.]
1 2800 63% 89%
2 2800 62% 84%
3 2800 60% 83%
V 2800 40% 30%
The results of tables 1 and 2 show that, at the same application rate, the aqueous herbicidal compositions according to the invention have a better herbicidal activity against different harmful plants than the one known from the prior art.
In a further experiment, in each case 120 g of ammonium sulfate (AMS) per hectare were employed when applying the aqueous herbicidal compositions 1 and 2 according to the invention.
Table 3 Herbicidal Dosage Herbicidal activity against harmful plants composition [g a.i./ha] PANDI CYNDA
Example No.
1 2800 63% 89%
1+ 120 g AMS 2800 68 / 91 %
2 2800 62% 84%
2+ 120 g AMS 2800 65% 88%
3 2800 60% 83%
3+ 120 g AMS 2800 63% 93%
The results of table 3 show that the aqueous herbicidal compositions according to the invention, which comprise the fertilizer ammonium sulfate, have a yet higher herbicidal activity.
2. Synergistic herbicidal combination comprising the aqueous formulation of asulam according to the invention and further herbicidal active ingredients A synergistic effect of herbicides is always present when the activity against weeds of the herbicide combination exceeds the total of the activities of the herbicides when applied individually. The expected activity for a given combination of two active compounds can be calculated according to S.R. Colby ("Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 15, (1967), 20-22) as follows:
If X is the percent inhibition of growth by herbicide A at an application rate of m g/ha, Y is the percent inhibition of growth by herbicide B at an application rate of n g/ha, and E is the expected growth as a percent of control with herbicides A+B when applying the active compounds A and B at application rates of m and n g/ha, then E = 100 - (X + Y - XY/100).
The efficacy is calculated in Percent of Control (%): 0% is an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no growth is observed.
If the actual activity against weeds of the herbicide combination exceeds the calculated value, then the activity of the combination is super additive, i.e.
a synergistic effect exists. In this case, the efficacy which was actually observed must be greater than the value for the expected efficacy (E) calculated from the abovementioned formula.
If X is the percent inhibition of growth by herbicide A at an application rate of m g/ha, Y is the percent inhibition of growth by herbicide B at an application rate of n g/ha, and E is the expected growth as a percent of control with herbicides A+B when applying the active compounds A and B at application rates of m and n g/ha, then E = 100 - (X + Y - XY/100).
The efficacy is calculated in Percent of Control (%): 0% is an efficacy which corresponds to that of the untreated control, while an efficacy of 100% means that no growth is observed.
If the actual activity against weeds of the herbicide combination exceeds the calculated value, then the activity of the combination is super additive, i.e.
a synergistic effect exists. In this case, the efficacy which was actually observed must be greater than the value for the expected efficacy (E) calculated from the abovementioned formula.
Table 4 Component Herbicidal efficacy against harmful plants (weeds) applied post-emergence Redroot Broadleaf Crabgrass Fall Prickly Pigweed SignalGrass Panicum Sida A+NIS 25 93 85 94 60 B+NIS 95 59 68 79 20 TM-El 3.75 1.87 3.8 0.26 10 Abbreviations: Efficacy as Percent of Control; A + NIS = asulam plus nonionic surfactant (NIS) as known to the skilled worker as in formulation example No.
applied with 4 pints/acre; B + NIS = trifloxysulfuron as EnvokeTM formulation plus nonionic surfactant (NIS) as known to the skilled worker applied with 0.3 oz/acre; TM = Tank mix of asulam formulation example No. 2 plus trifloxysulfuron EnvokeTM formulation (A+NIS+B) in above dosages; El = (B
efficacy + A efficacy - ((B efficacy X A efficacy)/100), where El = Expected efficacy if tank mix components are additive; TM-El = Difference between expected additive effect and actual tank mix effect (values greater than zero indicate synergy).
The results of table 4 shows that an unexpected good synergistic effect accured against each of all tested weeds by using the tank mix (TM = A+B+NIS). In a further experiment, the formulations according to the invention as shown in example No. 1 together with trifloxysulfuron were applied post-emergence to various harmful plants.
Again it was shown that unexpectedly good synergistic effects are obtained.
Although the invention has been described with reference to preferred embodiments and examples thereof, the scope of the present invention is not limited only to those described embodiments. As will be apparent to those skilled in the art, adaptations and modifications to the invention described above can be made without departing from the spirit and scope of the invention, which is defined by the following claims.
applied with 4 pints/acre; B + NIS = trifloxysulfuron as EnvokeTM formulation plus nonionic surfactant (NIS) as known to the skilled worker applied with 0.3 oz/acre; TM = Tank mix of asulam formulation example No. 2 plus trifloxysulfuron EnvokeTM formulation (A+NIS+B) in above dosages; El = (B
efficacy + A efficacy - ((B efficacy X A efficacy)/100), where El = Expected efficacy if tank mix components are additive; TM-El = Difference between expected additive effect and actual tank mix effect (values greater than zero indicate synergy).
The results of table 4 shows that an unexpected good synergistic effect accured against each of all tested weeds by using the tank mix (TM = A+B+NIS). In a further experiment, the formulations according to the invention as shown in example No. 1 together with trifloxysulfuron were applied post-emergence to various harmful plants.
Again it was shown that unexpectedly good synergistic effects are obtained.
Although the invention has been described with reference to preferred embodiments and examples thereof, the scope of the present invention is not limited only to those described embodiments. As will be apparent to those skilled in the art, adaptations and modifications to the invention described above can be made without departing from the spirit and scope of the invention, which is defined by the following claims.
Claims (13)
1. An aqueous herbicidal composition comprising a) the herbicidal active ingredient asulam or its salts, preferably the sodium salt, b) at least one surfactant from among group B) consisting of the surfactants B1: mixtures of quaternary ammonium compounds, B2: sodium lauryl ether sulfate, B3: fatty alcohol polyglycerol esters and B4: ethoxylated fatty amines.
2. The aqueous herbicidal composition as claimed in claim 1, wherein the surfactant from among group B) is selected from among Geronol® CF/AS30, Rhodapex® ESB 70/FEA, Rhodameen CF/15H® and Synergen® B01.
3. The aqueous herbicidal composition as claimed in claim 1, additionally comprising c) an antifoam.
4. The aqueous herbicidal composition as claimed in claim 1, additionally comprising d) auxiliaries and adjuvants from among the group of the antifreeze agents, colorants, fragrances and preservatives.
5. The aqueous herbicidal composition as claimed in claim 1, additionally comprising e) a further herbicidal active ingredient.
6. The aqueous herbicidal composition as claimed in claim 1, comprising a) 10 to 50% asulam, or its salts, preferably the sodium salt, b) 1 to 30% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 10% adjuvants and auxiliaries, e) 0 to 5% of a further herbicidal active ingredient, and f) 25 to 75% water.
7. The aqueous herbicidal composition as claimed in claim 1, comprising a) 20 to 50% asulam, or its salts, preferably the sodium salt, b) 5 to 25% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 10% adjuvants and auxiliaries, e) 0 to 5% of a further herbicidal active ingredient, and f) 25 to 75% water.
8. The aqueous herbicidal composition as claimed in claim 1, comprising a) 25 to 40% asulam, or its salts, preferably the sodium salt, b) 10 to 20% of a surfactant from among group B), c) 0 to 1% of an antifoam, d) 0 to 5% adjuvants and auxiliaries, e) 0 to 3% of a further herbicidal active ingredient, and f) 40 to 65% water.
9. The aqueous herbicidal composition as claimed in any of claims 5 to 8, wherein the further herbicidal active ingredient is trifloxysulfuron or its salts, preferably the sodium salt.
10. The aqueous herbicidal composition as claimed in claim 1, additionally comprising fertilizer.
11. The aqueous herbicidal composition as claimed in claim 10, wherein the fertilizer is ammonium sulfate or ammonium nitrate.
12. A method for controlling undesired vegetation, wherein an effective amount of the components a) and b) of the aqueous herbicidal composition as claimed in claim 1 is applied to the plants, parts of the plants, the seed or the area on which the plants grow.
13. The use of an aqueous herbicidal composition as claimed in claim 1 for controlling undesired vegetation.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US68914105P | 2005-06-09 | 2005-06-09 | |
| US60/689,141 | 2005-06-09 | ||
| US11/401,511 US8399379B2 (en) | 2006-04-11 | 2006-04-11 | Synergy of aqueous formulation of asulam and trifloxysulfuron herbicides |
| US11/401,511 | 2006-04-11 | ||
| PCT/US2006/016406 WO2006135497A1 (en) | 2005-06-09 | 2006-04-28 | Aqueous crop protection formulations comprising asulam and synergistic herbicidal combinations thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2611665A1 true CA2611665A1 (en) | 2006-12-21 |
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ID=37532620
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002611665A Abandoned CA2611665A1 (en) | 2005-06-09 | 2006-04-28 | Aqueous crop protection formulations comprising asulam and synergistic herbicidal combinations thereof |
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| Country | Link |
|---|---|
| KR (1) | KR20080056712A (en) |
| AR (1) | AR061387A1 (en) |
| AU (1) | AU2006258234A1 (en) |
| BR (1) | BRPI0613219B8 (en) |
| CA (1) | CA2611665A1 (en) |
| DO (1) | DOP2006000105A (en) |
| PE (1) | PE20061409A1 (en) |
| WO (1) | WO2006135497A1 (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8399379B2 (en) | 2006-04-11 | 2013-03-19 | United Phosphorus Limited | Synergy of aqueous formulation of asulam and trifloxysulfuron herbicides |
| KR101473621B1 (en) * | 2014-09-19 | 2014-12-24 | 정용주 | Eco-friendly composition for cogongrass removal and method for improving korea grass growing environment using same |
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| DE10135642A1 (en) * | 2001-07-21 | 2003-02-27 | Bayer Cropscience Gmbh | Herbicide combinations with special sulfonylureas |
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2006
- 2006-04-28 KR KR1020087000457A patent/KR20080056712A/en not_active Application Discontinuation
- 2006-04-28 CA CA002611665A patent/CA2611665A1/en not_active Abandoned
- 2006-04-28 WO PCT/US2006/016406 patent/WO2006135497A1/en active Application Filing
- 2006-04-28 BR BRPI0613219A patent/BRPI0613219B8/en active IP Right Grant
- 2006-04-28 AU AU2006258234A patent/AU2006258234A1/en not_active Abandoned
- 2006-05-03 PE PE2006000467A patent/PE20061409A1/en not_active Application Discontinuation
- 2006-05-04 AR ARP060101812A patent/AR061387A1/en active IP Right Grant
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| Publication number | Publication date |
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| KR20080056712A (en) | 2008-06-23 |
| WO2006135497A1 (en) | 2006-12-21 |
| BRPI0613219A2 (en) | 2010-12-28 |
| AR061387A1 (en) | 2008-08-27 |
| PE20061409A1 (en) | 2007-02-03 |
| DOP2006000105A (en) | 2006-12-15 |
| AU2006258234A1 (en) | 2006-12-21 |
| BRPI0613219B8 (en) | 2016-08-23 |
| BRPI0613219B1 (en) | 2016-05-17 |
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