US20010031704A1 - Herbicidal compositions for tolerant or resistant rice crops - Google Patents
Herbicidal compositions for tolerant or resistant rice crops Download PDFInfo
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- US20010031704A1 US20010031704A1 US09/813,556 US81355601A US2001031704A1 US 20010031704 A1 US20010031704 A1 US 20010031704A1 US 81355601 A US81355601 A US 81355601A US 2001031704 A1 US2001031704 A1 US 2001031704A1
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- 0 *C(=O)C(N)CCP(C)(=O)O.C Chemical compound *C(=O)C(N)CCP(C)(=O)O.C 0.000 description 4
- FHHUBZYVSRJOFX-UHFFFAOYSA-N C.O=C(O)CNCP(=O)(O)O Chemical compound C.O=C(O)CNCP(=O)(O)O FHHUBZYVSRJOFX-UHFFFAOYSA-N 0.000 description 2
Classifications
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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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
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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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/12—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings condensed with a carbocyclic ring
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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
- A01N43/46—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom rings with more than six members
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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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
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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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
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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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
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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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/14—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing aromatic radicals
Definitions
- the invention is in the field of the crop protection products which can be employed against harmful plants in tolerant or resistant crops of rice and which comprise, as herbicidally active substances, a combination of two or more herbicides.
- tolerant or resistant rice varieties and maize lines in particular transgenic rice varieties and rice lines, adds novel active substances which per se are not selective in conventional rice varieties, to the conventional weed control system.
- the active substances are, for example, the known broad-spectrum herbicides such as glyphosate, sulfosate, glufosinate, bialaphos and imidazolinone herbicides [herbicides (A)], which can now be employed in the tolerant crops developed specifically for them.
- the efficacy of these herbicides against harmful plants in the tolerant crops is high, but depends—similarly to other herbicide treatments—on the nature of the herbicide employed, its application rate, the preparation in question, the harmful plants to be controlled, the climatic conditions, the soil conditions etc. Furthermore, the herbicides exhibit weak points (zero effect) against specific species of harmful plants. Another criterion is the duration of action, or the degradation rate of the herbicide. If appropriate, changes in the sensitivity of harmful plants, which may occur upon prolonged use of the herbicides or within a geographical limited area, must also be taken into consideration. The loss of action against individual plants can only be compensated for to some extent by higher application rates of the herbicides, if at all.
- a lower application rate not only reduces the amount of an active substance required for application, but as a rule, also reduces the amount of formulation auxiliaries required. Both reduce the economic outlay and improve the eco-friendliness of the herbicide treatment.
- One possibility for improving the use profile of a herbicide may consist in combining the active substance with one or more other active substances which contribute the desired additional properties.
- the combined use of a plurality of active substances does not infrequently lead to phenomena of a physical and biological incompatibility, for example lacking stability of a coformulation, decomposition of an active substance or antagonism of the active substances.
- what is desired are combinations of active substances with a favorable profile of action, high stability and as synergistic an increased action as possible, which allows the application rate to be reduced in comparison with the individual application of the active substances to be combined.
- the invention therefore relates to the use of herbicide combinations for controlling harmful plants in rice crops, wherein the herbicide combination in question has a synergistically active content of
- Z is a radical of the formula —OH or a peptide radical of the formula —NHCH(CH 3 )CONHCH(CH 3 )COOH or
- glyphosate and its alkali metal salts or salts with amines in particular glyphosate-isopropylammonium, and sulfosates,
- imidazolinones preferably imazethapyr, imazapyr, imazamethabenz, imazamethabenz-methyl, imazaquin, imazamox, imazapic (AC 263,222) and their salts and
- the rice crops are tolerant to the herbicides (A) and (B) which form a constituent of the combination, if appropriate in the presence of safeners.
- the synergistic effects are observed when the active substances (A) and (B) are applied together, but can also be observed upon split application (splitting).
- Another possibility is to apply the herbicides or herbicide combinations in several portions (sequential application), for example after pre-emergence applications, followed by post-emergence applications or after early post-emergence applications, followed by applications at medium or late post-emergence.
- Preferred is the simultaneous application of the active substances of the combination in question, if appropriate in several portions.
- a staggered application of the individual active substances of a combination is also possible and may be advantageous in individual cases.
- Other crop protection agents such as fungicides, insecticides, acaricides and the like, and/or different auxiliaries, adjuvants and/or fertilizer applications may also be integrated into this system application.
- the synergistic effects allow the application rates of the individual active substances to be reduced, a more potent action against the same species of harmful plant combined with the same application rate, the control of species to which the action has hitherto not extended (zero effect), an extended application period and/or a reduced number of required individual applications and—as a result for the user—economical and ecologically more advantageous weed control systems.
- WO-A-98/09525 has already described a method of controlling weeds in transgenic crops which are resistant to phosphorus-containing herbicides such as glufosinate or glyphosate, herbicide combinations being employed which comprise glufosinate or glyphosate and at least one herbicide from the group consisting of prosulfuron, primisulfuron, dicamba, pyridate, dimethenamid, metolachlor, flumeturon, propaquizafop, atrazine, clodinafop, norflurazone, ametryn, terbuthylazine, simazine, prometryn, NOA-402989 (3-phenyl-4-hydroxy-6-chloropyridazine), a compound of the formula
- DE-A-2856260 has already disclosed a few herbicide combinations with glufosinate or L-glufosinate and other herbicides such as alloxidim, linuron, MCPA, 2,4-D, dicamba, triclopyr, 2,4,5-T, MCPB and others.
- herbicide combinations which can be employed particularly advantageously in tolerant rice crops are provided.
- Formula (A1) encompasses all stereoisomers and their mixtures, in particular the racemate and the particular enantiomer which has a biological action, for example L-glufosinate and its salts.
- active substances of the formula (A1) are the following:
- bialaphos or bilanafos
- the abovementioned herbicides (A1.1) to (A1.5) are absorbed via the green parts of the plants and are known as broad-range herbicides or total herbicides; they are inhibitors of the enzyme glutamine synthetase in plants; see “The Pesticide Manual” 11th Edition, British Crop Protection Council 1997, pp. 643-645 and 120-121. While they can be employed post-emergence for controlling broad-leaved weeds and grass weeds in plantation crops and on noncrop area and, using specific application techniques, also for the in-between-rows treatment of agricultural ground crops such as maize, cotton and the like, the importance of use as selective herbicides in resistant transgenic crops of plants is increasing.
- Glufosinate is usually employed in the form of a salt, preferably of the ammonium salt.
- markedly less active substance (A1) for example an application rate in the range of 20 to 800, preferably 20 to 600, grams of active substance of glufosinate per hectare (g of a.s./ha or g of a.i./ha) is required in the combinations according to the invention. Similar amounts, preferably amounts which have been converted into moles per hectare, also apply to glufosinate-ammonium and bialafos, or bialafos-sodium.
- N-(phosphonomethyl)glycine-trimesium salt N-(phosphonomethyl)glycine-trimethylsulfoxonium salt.
- the single dose is in the range of 0.050-5 kg of a.s./ha, usually 0.5-5 kg of a.s./ha.
- Glyphosate is similar to glufosinate with regard to certain applications, but, in contrast to the latter, it is an inhibitor of the enzyme 5-enolpyruvylshikimate-3-phosphate synthase in plants; see “The Pesticide Manual” 11th Ed., British Crop Protection Council 1997 pp. 646649.
- application rates in the range of 20 to 1000, preferably 20 to 800, g of a.s. glyphosate are, as a rule, required per ha.
- tolerant plants generated by genetic engineering are known for compounds
- the herbicides inhibit the enzyme acetolactate synthase (ALS) and thus the protein synthesis in plants; they are both soil-acting and foliar-acting and, in some cases, show selectivities in crops; cf. “The Pesticide Manual” 11 th Ed., British Crop Protection Council 1997 pp. 697-699 for (A3.1), pp. 701-703 for (A3.2), pp. 694-696 for (A3.3) and (A3.4), pp. 696-697 for (A3.5), pp. 699-701 for (A3.6) and pp. 5 and 6, reviewed as AC 263,222 (for A3.7).
- ALS acetolactate synthase
- the application rates of the herbicides are usually between 0.01 and 2 kg of a.s./ha, usually 0.1 and 2 kg of a.s./ha. In the combinations according to the invention, they are in the range of 10 to 800 g of a.s./ha, preferably 10 to 200 g of a.s./ha.
- PPO inhibitors (A4) are examples of PPO inhibitors (A4).
- WC9717 or CGA276854 1-allyloxycarbonyl-1-methylethyl 2-chloro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)-benzoate (disclosed in U.S. Pat. No. 5,183,492).
- azoles are known as inhibitors of the enzyme protoporphyrinogen oxidase (PPO) in plants; see “The Pesticide Manual” 11th Ed., British Crop Protection Council 1997 pp. 1048-1049 for (A4.1), pp. 191-193 for (A4.2), pp. 904-905 for (A4.3) and pp. 1126-1127 for (A4.4). Tolerant crops of plants have already been described.
- the application rates of the azoles are in the range of 1 to 1000 g of a.s./ha, preferably 5 to 200 g of a.s./ha, in particular the following application rates of the individual active substances:
- (A4.2) 1 to 150 g of a.s./ha, preferably 5-120 g of a.s./ha,
- Possible combination components (B) are, for example, compounds of the subgroups (B0) to (B4) consisting of
- pretilachlor (PM, pp. 995-996), i.e. 2-chloro-N-(2,6-diethylphenyl)-N-(propoxyethyl)acetamide,
- quizalofop-P and its esters such as the ethyl or terfuryl ester (PM, pp. 1089-1092), also in the form of the mixtures of the optical isomers, e.g. the racemic mixture of quizalofop and its esters,
- fenoxaprop-P and its esters such as the ethyl ester (PM, pp. 519-520), also in the form of the mixtures of the optical isomers, e.g. the racemic mixture of fenoxapropethyl,
- haloxyfop and haloxyfop-P and its esters such as the methyl or the etotyl ester (PM, pp. 660-663) and/or
- the application rates of the herbicides (B) may vary greatly from herbicide to herbicide. The following ranges are rules of thumb:
- Compounds (B2) 0.1-3000 g a.s./ha, preferably 1-2000 g a.s./ha
- ratios of compounds (A) and (B) can be deduced from the abovementioned application rates for the individual substances.
- ratios are of particular interest:
- (A):(B0) preferably 400:1 to 1:400, in particular from 200:1 to 1:200,
- (A1):(B1) preferably 200:1 to 1:250, in particular from 200:1 to 1:100,
- (A1):(B2) preferably 1500:1 to 1:100, in particular from 200:1 to 1:50,
- (A1):(B3) preferably 300:1 to 1:30, in particular from 100:1 to 1:10,
- (A1):(B4) preferably 200:1 to 1:50, in particular from 100:1 to 1:40, very particularly 100:1 to 1:10,
- (A2):(B1) preferably 200:1 to 1:50, in particular from 100:1 to 1:40, very particularly 100:1 to 1:20,
- (A2):(B2) preferably 2000:1 to 1:30, in particular from 1500:1 to 1:20, very particularly 300:1 to 1:10,
- (A2):(B3) preferably 400:1 to 1:10, in particular 200:1 to 1:10, very particularly 100:1 to 1:5,
- (A2):(B4) preferably 200:1 to 1:20, in particular 100:1 to 1:10,
- (A3):(B1) preferably 200:1 to 1:500, in particular 150:1 to 1:500, very particularly 20:1 to 1:500, very particularly from 10:1 to 1:100,
- (A3):(B2) preferably 1000:1 to 1:200, in particular 800:1 to 1:200, very particularly 200:1 to 1:200, very particularly 50:1 to 1:50,
- (A3):(B3) preferably 1000:1 to 1:1000, in particular, 800:1 to 1:200, very particularly 300:1 to 1:200, very particularly 300:1 to 1:40,
- (A3):(B4) preferably 200:1 to 1:1500, in particular 100:1 to 1:1200, very particularly 40:1 to 1:1000,
- (A4):(B1) preferably 200:1 to 1:1000, in particular 150:1 to 1:900, very particularly 20:1 to 1:1000, very particularly 10:1 to 1:300,
- (A4):(B2) preferably 1000:1 to 1:500, in particular 200:1 to 1:500, very particularly 100:1 to 1:200, very particularly 50:1 to 1:100,
- (A4):(B3) preferably 200:1 to 1:100, in particular 150:1 to 1:80, very particularly 20:1 to 1:50, very particularly 10:1 to 1:10,
- (A4):(B4) preferably 80:1 to 1:200, in particular 60:1 to 1:200, very particularly 40:1 to 1:200, very particularly 10:1 to 1:50.
- the combinations according to the invention can be employed together with other active substances, for example from the group of the safeners, fungicides, insecticides and plant growth regulators, or from the group of the additives and formulation auxiliaries conventionally used in crop protection.
- Additives are, for example, fertilizers and colors.
- herbicides preferably one herbicide, from the group which consists of:
- (B2′) herbicides which are effective selectively in rice against dicotyledonous harmful plants and/or sedges, for example bensulfuron-methyl, ethoxysulfuron, acifluorfen, pyrazosulfuron, imazosulfuron, cyclosulfamuron, chlorsulfuron, bromobutide, carfentrazone, bentazone, benfuresate and/or chlorimuron and/or, if appropriate, trisulfuron and/or
- (B3′) foliar-acting herbicides which are effective selectively in rice against monocotyledonous harmful plants, for example quizalofop-P, fenoxaprop-P, fluazifop-P, haloxyfop and/or haloxyfop-P and/or optionally clodinafop and/or cyhalofop and/or
- the combinations of the respective component (A) with one or more herbicides from the group (B1′), (B2′), (B3′) or (B4′) are preferred.
- the combinations (A)+(B1′)+(B2′), (A)+(B1′)+(B3′), (A)+(B1′)+(B4′), (A)+(B2′)+(B3′), (A)+(B2′)+(B4′) or (A)+(B3′)+(B4′) are also preferred.
- Some of the herbicide combinations which are to be used according to the invention are novel, preferably those of the combinations (A)+(B′).
- the combinations according to the invention have an outstanding herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants.
- the active substances also act efficiently on perennial weeds which produce shoots from rhizomes, rootstocks or other perennial organs and which are difficult to control. In this context, it does not matter whether the substances are applied before sowing, pre-emergence or post-emergence. Post-emergence application, or early post-sowing pre-emergence application, is preferred.
- Examples of weed species on which the herbicidal compositions act efficiently are, from amongst the monocots, Echinochloa spp., Brachiaria spp., Leptochloa spp. and Digitaria spp., but also Panicum spp., Agropyron spp., wild cereal forms and Sorghum spp., Setaria spp., Alopecurus spp., Avena spp., Apera spica venti, Lolium spp., Phalaris spp., Cynodon spp., Poa spp., and Gyperus species and Imperata.
- the spectrum of action extends to species such as, for example, Amaranthus spp., Sphenoclea spp., Heteranthera spp., Eleocharis spp., lpomoea spp., Eschynomena spp., Sesbania spp. und Cyperrus spp.
- gut erfa ⁇ t aber such Polygonum spp., Xanthium spp., Equisetum, Chenopodium spp., Abutilon spp., Anthemis spp., Lamium spp., Matricaria spp., Steilaria spp., Kochia spp., Viola spp., Datura spp., Chrysanthemum spp., Thlaspi spp., Pharbitis spp., Sida spp., Sinapis spp., Cupsella spp., Ambrosia spp., Galium .
- the compounds according to the invention are applied to the soil surface before germination, then the weed seedlings are either prevented completely from emerging, or the weeds grow until they have reached the cotyledon stage but then their growth stops, and, eventually, after three to four weeks have elapsed, they die completely.
- the herbicidal compositions according to the invention are distinguished by a more rapidly commencing and longer lasting herbicidal action.
- the rainfastness of the active substances in the combinations according to the invention is advantageous.
- a particular advantage is that the dosages of the compounds (A) and (B), which are used in the combinations and are effective, can be adjusted to such a low quantity that their soil action is optimal. This does not only allow them to be employed in sensitive crops in the first place, but groundwater contaminations are virtually avoided.
- the active-substance-combination according to the invention allows the application rate of the active substances required to be reduced considerably.
- the compounds according to the invention have an outstanding herbicidal activity against monocotyledonous and dicotyledonous weeds, the tolerant, or cross-tolerant, rice plants are damaged only to a minor extent, or not at all.
- compositions according to the invention have outstanding growth-regulatory properties on the rice plants. They engage in the plants' metabolism in a regulatory manner and can thus be employed for provoking directed effects on plant constituents. Moreover, they are also suitable for the general control and inhibition of undesired vegetative growth without simultaneously destroying the plants. An inhibition of vegetative growth is very important in a large number of monocotyledonous and dicotyledonous crops since lodging can thus be reduced, or prevented completely.
- the compositions can be employed for controlling harmful plants in known tolerant or cross-tolerant rice crops, or in tolerant or genetically engineered rice crops still to be developed.
- the transgenic plants are distinguished by particular, advantageous properties, in addition to resistances to the compositions according to the invention, for example, by resistances to plant diseases or pathogens of plant diseases such as particular insects or microorganisms such as fungi, bacteria or viruses.
- Other particular properties relate, for example, to the harvested material with regard to quantity, quality, storability, composition and specific constituents.
- transgenic plants are known whose oil content is increased or whose quality is altered, for example where the harvested material has a different fatty acid composition.
- transgenic crop plants which exhibit resistances to other herbicides, for example to sulfonylureas (EP-A-0257993, U.S. Pat. No. 5,013,659),
- transgenic crop plants with the capability of producing Bacillus thuringiensis toxins (Bt toxins), which make the plants resistant to certain pests (EP-A-0142924, EP-A-0193259),
- transgenic crop plants with a modified fatty acid composition (WO 91/13972).
- nucleic acid molecules which allow mutagenesis or sequence changes by recombination of DNA sequences can be introduced in plasmids.
- the abovementioned standard methods allow base changes to be carried out, subsequences to be removed, or natural or synthetic sequences to be added.
- adaptors or linkers may be added to the fragments.
- the generation of plant cells with a reduced activity of a gene product can be achieved by expressing at least one corresponding antisense RNA, a sense RNA for achieving a cosuppression effect or by expressing at least one suitably constructed ribozyme which specifically cleaves transcripts of the abovementioned gene product.
- DNA molecules which encompass the entire encoding sequence of a gene product inclusive of any flanking sequences which may be present are also possible.
- the protein synthesized can be localized in any desired compartment of the plant cell.
- sequences are known to those skilled in the art (see, for example, Braun et al., EMBO J. 11 (1992), 3219-3227; Wolter et al., Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald et al., Plant J. 1 (1991), 95-106).
- the transgenic plant cells can be regenerated by known techniques to give rise to whole plants.
- the transgenic plants can be plants of any desired plant species, i.e. not only monocotyledonous, but also dicotyledonous, plants.
- the invention therefore also relates to a method of controlling undesired vegetation in tolerant rice crops, which comprises applying one or more herbicides of the type
- the invention also relates to the novel combinations of compounds (A)+(B) and to herbicidal compositions comprising them.
- the active substance combinations according to the invention can exist not only as formulation mixes of the two components, if appropriate together with other active substances, additives and/or conventional formulation auxiliaries, which are then applied in the customary manner after dilution with water, but also as so-called tank mixes by jointly diluting the separately formulated, or partially separately formulated, components with water.
- Compounds (A) and (B) or their combinations can be formulated in different ways, depending on the biological and/or chemico-physical parameters which prevail.
- combinations with other pesticidally active substances such as other herbicides, fungicides or insecticides, and with safeners, fertilizers and/or growth regulators, may also be prepared, for example in the form of a readymix or a tank mix.
- Wettable powders are products which are uniformly dispersible in water and which, besides the active substance, also comprise ionic or non-ionic surfactants (wetters, dispersants), for example polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, sodium lignosulfonate, sodium 2,2'dinaphthylmethane-6,6′-disulfonate, sodium dibutylnaphthalenesulfonate or else sodium oleoylmethyltauride, in addition to a diluent or inert material.
- ionic or non-ionic surfactants for example polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, sodium lignosulfon
- Emulsifiable concentrates are prepared by dissolving the active substance in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatic or hydrocarbons with addition of one or more ionic or non-ionic surfactants (emulsifiers).
- organic solvent for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatic or hydrocarbons with addition of one or more ionic or non-ionic surfactants (emulsifiers).
- emulsifiers which may be used are: calcium salts of alkylarylsulfonic acids, such as calcium dodecylbenzene sulfonate, or nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensates, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxethylene sorbitol esters.
- alkylarylsulfonic acids such as calcium dodecylbenzene sulfonate
- nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensates, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan
- Dusts are obtained by grinding the active substance with finely divided solid materials, for example talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomateous earth.
- finely divided solid materials for example talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomateous earth.
- Granules can be prepared either by spraying the active substance onto adsorptive, granulated inert material or by applying active substance concentrates to the surface of carriers such as sand, kaolites or granulated inert material with the aid of binders, for example polyvinyl alcohol, sodium polyacrylate or else mineral oils. Suitable active substances may also be granulated in the manner conventionally used for the production of fertilizer granules, if desired in a mixture with fertilizers. As a rule, water-ispersible granules are prepared by processes such as spray drying, fluidized-bed granulation, disk granulation, mixing with high-speed mixers and extrusion without solid inert material.
- the agrochemical preparations comprise 0.1 to 99 percent by weight, in particular 2 to 95% by weight, of active substances of the types A and/or B, the following concentrations being customary, depending on the type of formulation:
- the active substance concentration in wettable powders is, for example, approximately 10 to 95% by weight, the remainder to 100% by weight being composed of customary formulation constituents.
- the active substance concentration may amount to, for example, 5 to 80% by weight.
- Formulations in the form of dusts comprise, in most cases, 5 to 20% by weight of active substance, sprayable solutions approximately 0.2 to 25% by weight of active substance.
- the active substance content depends partly on whether the active compound is present in liquid or solid form and on which granulation auxiliaries and fillers are being used. As a rule, the content amounts to between 10 and 90% by weight in the case of the water-dispersible granules.
- the abovementioned active substance formulations may comprise, if appropriate, the conventional adhesives, wetters, dispersants, emulsifiers, preservatives, antifreeze agents, solvents, fillers, colors, carriers, antifoams, evaporation inhibitors, pH regulators or viscosity regulators.
- glufosinate-ammonium (A1.2) and of its L-enantiomer can be improved by surfactants, preferably by wetters from the series of the alkyl polyglycol ether sulfates which contain, for example, 10 to 18 carbon atoms and which are used in the form of their alkali metal salts or ammonium salts, but also as the magnesium salt, such as sodium C 12 /C 14 -fatty alcohol diglycol ether sulfate (®Genapol LRO, Hoechst); see EP-A-0476555, EP-A-0048436, EP-A-0336151 or U.S. Pat. No. 4,400,196 and Proc.
- surfactants preferably by wetters from the series of the alkyl polyglycol ether sulfates which contain, for example, 10 to 18 carbon atoms and which are used in the form of their alkali metal salts or ammonium salts, but also as the magnesium salt, such as sodium C 12 /C
- alkyl polyglycol ether sulfates are also suitable as penetrants and synergists for a series of other herbicides, inter alia also herbicides from the series of the imidazolinones; see EP-A-0502014.
- the active substances can be applied to the plants, parts of the plants, seeds of the plants or the area under cultivation (soil of a field), preferably to the green plants and parts of the plants and, if appropriate, additionally to the soil of the field.
- One possible use is the joint application of the active substances in the form of tank mixes, the concentrated formulations of the individual active substances, in optimal formulations, jointly being mixed with water in the tank and the resulting spray mixture being applied.
- a joint herbicidal formulation of the combination according to the invention of the active substances (A) and (B) has the advantage of being easier to apply since the quantities of the components are already presented in the correct ratio to each other. Moreover, the adjuvants in the formulation can be matched optimally to each other, while a tank mix of different formulations may lead to undesired combinations of adjuvants.
- a dust is obtained by mixing 10 parts by weight of an active substance/active substance mixture and 90 parts by weight of talc as inert material and comminuting the mixture in a hammer mill.
- a wettable powder which is readily dispersible in water is obtained by mixing 25 parts by weight of an active substance/active substance mixture, 64 parts by weight of kaolin-containing quartz as inert material, 10 parts by weight of potassium lignosulfonate and 1 part by weight of sodium oleoylmethyltaurinate as wetter and dispersant, and grinding the mixture in a pinned-disk mill.
- a dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of an active substancelactive substance mixture with 6 parts by weight of alkylphenol polyglycol ether (®Triton X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 parts by weight of paraffinic mineral oil (boiling range for example approx. 255 to 277° C.), and grinding the mixture in a ball mill to a fineness of below 5 microns.
- An emulsifiable concentrate is obtained from 15 parts by weight of an active substance/active substance mixture, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxethylated nonylphenol as emulsifier.
- compositions according to the invention have a good herbicidal pre-emergence activity against a broad spectrum of grass weeds and dicotyledonous weeds.
- A, B denote the effect of the active substances A, or in %, for a or b g of a.s./ha; E denotes the expected value in % for a+b g a.s./ha.
- compositions according to the invention which are formulated as wettable powders or as emulsion concentrates are sprayed in various dosages on the green parts of the plants at an application rate of 600 to 800 l of water/ha (converted). After the test plants have remained in the greenhouse for about 3 to 4 weeks under optimal growth conditions, the effect of the products is scored visually by comparison with untreated controls. When applied post-emergence, too, the compositions according to the invention have a good herbicidal activity against a broad spectrum of economically important grass weeds and broad-leaved weeds.
- Transgenic rice plants with a resistance to one or more herbicides (A) together with typical weed plants were grown in the open on 2 ⁇ 5 m plots under natural field conditions; alternatively, weed infestation occurred naturally when the rice plants were grown. Fields were set up for field rice or alternatively also for paddy rice. The treatment with the compositions according to the invention and, as control, separately by only applying the active substances of the components, was carried out under standard conditions, e.g.
Priority Applications (3)
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US09/813,556 US20010031704A1 (en) | 1998-08-13 | 2001-03-21 | Herbicidal compositions for tolerant or resistant rice crops |
US10/403,134 US8536094B2 (en) | 1998-08-13 | 2003-03-31 | Herbicidal compositions for tolerant or resistant rice crops |
US13/890,645 US20140121107A1 (en) | 1998-08-13 | 2013-05-09 | Herbicidal compositions for tolerant or resistant rice crops |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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DE19836684A DE19836684A1 (de) | 1998-08-13 | 1998-08-13 | Herbizide Mittel für tolerante oder resistente Reiskulturen |
DE19836684.1 | 1998-08-13 | ||
US37161199A | 1999-08-10 | 1999-08-10 | |
US09/813,556 US20010031704A1 (en) | 1998-08-13 | 2001-03-21 | Herbicidal compositions for tolerant or resistant rice crops |
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US37161199A Continuation | 1998-08-13 | 1999-08-10 |
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US20010031704A1 true US20010031704A1 (en) | 2001-10-18 |
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US10/403,134 Expired - Fee Related US8536094B2 (en) | 1998-08-13 | 2003-03-31 | Herbicidal compositions for tolerant or resistant rice crops |
US13/890,645 Abandoned US20140121107A1 (en) | 1998-08-13 | 2013-05-09 | Herbicidal compositions for tolerant or resistant rice crops |
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US10/403,134 Expired - Fee Related US8536094B2 (en) | 1998-08-13 | 2003-03-31 | Herbicidal compositions for tolerant or resistant rice crops |
US13/890,645 Abandoned US20140121107A1 (en) | 1998-08-13 | 2013-05-09 | Herbicidal compositions for tolerant or resistant rice crops |
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US (3) | US20010031704A1 (pt) |
EP (1) | EP1104242B2 (pt) |
JP (1) | JP4508419B2 (pt) |
KR (2) | KR101445051B1 (pt) |
CN (1) | CN1220438C (pt) |
AR (1) | AR020163A1 (pt) |
AT (1) | ATE255813T1 (pt) |
AU (1) | AU764192B2 (pt) |
BR (2) | BRPI9913636B1 (pt) |
CO (1) | CO5221030A1 (pt) |
DE (2) | DE19836684A1 (pt) |
ES (1) | ES2212852T5 (pt) |
ID (1) | ID29812A (pt) |
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MX (1) | MX224000B (pt) |
MY (1) | MY125148A (pt) |
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PT (1) | PT1104242E (pt) |
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-
1998
- 1998-08-13 DE DE19836684A patent/DE19836684A1/de not_active Withdrawn
-
1999
- 1999-08-10 WO PCT/EP1999/005795 patent/WO2000008935A1/de active Application Filing
- 1999-08-10 TR TR2001/00459T patent/TR200100459T2/xx unknown
- 1999-08-10 PT PT99941558T patent/PT1104242E/pt unknown
- 1999-08-10 ID IDW20010337A patent/ID29812A/id unknown
- 1999-08-10 BR BRPI9913636A patent/BRPI9913636B1/pt active IP Right Grant
- 1999-08-10 CN CNB998096210A patent/CN1220438C/zh not_active Expired - Lifetime
- 1999-08-10 AU AU55127/99A patent/AU764192B2/en not_active Ceased
- 1999-08-10 ES ES99941558.1T patent/ES2212852T5/es not_active Expired - Lifetime
- 1999-08-10 KR KR1020137026137A patent/KR101445051B1/ko not_active IP Right Cessation
- 1999-08-10 AT AT99941558T patent/ATE255813T1/de active
- 1999-08-10 EP EP99941558.1A patent/EP1104242B2/de not_active Expired - Lifetime
- 1999-08-10 KR KR1020017001844A patent/KR101488011B1/ko not_active IP Right Cessation
- 1999-08-10 JP JP2000564449A patent/JP4508419B2/ja not_active Expired - Lifetime
- 1999-08-10 IN IN175CH2001 patent/IN223134B/en unknown
- 1999-08-10 DE DE59908033T patent/DE59908033D1/de not_active Expired - Lifetime
- 1999-08-10 BR BRPI9917859A patent/BRPI9917859B1/pt active IP Right Grant
- 1999-08-11 TW TW088113754A patent/TWI230037B/zh not_active IP Right Cessation
- 1999-08-11 AR ARP990104017A patent/AR020163A1/es active IP Right Grant
- 1999-08-12 CO CO99051165A patent/CO5221030A1/es not_active Application Discontinuation
- 1999-08-12 PH PH11999002052A patent/PH11999002052B1/en unknown
- 1999-08-12 MY MYPI99003457A patent/MY125148A/en unknown
-
2001
- 2001-02-13 MX MXPA01001641 patent/MX224000B/es active IP Right Grant
- 2001-03-21 US US09/813,556 patent/US20010031704A1/en not_active Abandoned
-
2003
- 2003-03-31 US US10/403,134 patent/US8536094B2/en not_active Expired - Fee Related
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2013
- 2013-05-09 US US13/890,645 patent/US20140121107A1/en not_active Abandoned
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AU2004298755B2 (en) * | 2003-12-19 | 2011-04-21 | Basf Aktiengesellschaft | Method for controlling coniferous plants |
US20080132414A1 (en) * | 2003-12-19 | 2008-06-05 | Basf Aktiengesellschaft | Method for Controlling Coniferous Plants |
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US8536096B2 (en) * | 2003-12-19 | 2013-09-17 | Basf Aktiengesellschaft | Method for controlling coniferous plants |
US20080269060A1 (en) * | 2004-07-02 | 2008-10-30 | Syngenta Crop Protection, Inc. | Herbicidal Formulation |
US8324132B2 (en) | 2010-03-31 | 2012-12-04 | E. I. Du Pont De Nemours And Company | Mixture and method for controlling undesired vegetation |
WO2011144684A1 (de) * | 2010-05-21 | 2011-11-24 | Bayer Cropscience Ag | Herbizide mittel für tolerante oder resistente reiskulturen |
CN103025167A (zh) * | 2010-05-21 | 2013-04-03 | 拜耳知识产权有限责任公司 | 用于耐受性或抗性稻栽培种的除草剂 |
US20160319298A1 (en) * | 2011-07-22 | 2016-11-03 | Ricetec ,Inc. | Rice resistant to hppd and accase inhibiting herbicides |
US9994862B2 (en) * | 2011-07-22 | 2018-06-12 | Ricetec, Inc. | Rice resistant to HPPD and ACCase inhibiting herbicides |
WO2015153210A1 (en) * | 2014-03-31 | 2015-10-08 | Fmc Corporation | Controlling red rice with mesotrione |
US9635854B2 (en) | 2014-03-31 | 2017-05-02 | Fmc Corporation | Controlling red rice with mesotrione |
US20170055529A1 (en) * | 2015-08-26 | 2017-03-02 | Dow Agrosciences Llc | Broad spectrum weed control in flooded rice by in-water application of auxin herbicides |
US11130959B2 (en) | 2016-08-05 | 2021-09-28 | Ricetec, Inc. | Methods and compositions for combinations of mutations associated with herbicide resistance/tolerance in rice |
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