ZA200403326B - Synergistic herbicidal compositions comprising herbicides from the group of the benzoylpyrazoles - Google Patents
Synergistic herbicidal compositions comprising herbicides from the group of the benzoylpyrazoles Download PDFInfo
- Publication number
- ZA200403326B ZA200403326B ZA2004/03326A ZA200403326A ZA200403326B ZA 200403326 B ZA200403326 B ZA 200403326B ZA 2004/03326 A ZA2004/03326 A ZA 2004/03326A ZA 200403326 A ZA200403326 A ZA 200403326A ZA 200403326 B ZA200403326 B ZA 200403326B
- Authority
- ZA
- South Africa
- Prior art keywords
- methyl
- herbicides
- inhibitors
- herbicidal composition
- component
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 36
- 239000004009 herbicide Substances 0.000 title claims description 32
- 230000002363 herbicidal effect Effects 0.000 title claims description 28
- UYMQWGLCXYHTES-UHFFFAOYSA-N phenyl(1h-pyrazol-5-yl)methanone Chemical class C=1C=CC=CC=1C(=O)C1=CC=NN1 UYMQWGLCXYHTES-UHFFFAOYSA-N 0.000 title description 7
- 230000002195 synergetic effect Effects 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims description 41
- -1 4-fluoro- benzoylmethyl Chemical group 0.000 claims description 11
- 239000003112 inhibitor Substances 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 7
- 239000000194 fatty acid Substances 0.000 claims description 7
- 229930195729 fatty acid Natural products 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 239000005531 Flufenacet Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 claims description 4
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- 241000202758 Scirpus Species 0.000 description 1
- 235000007238 Secale cereale Nutrition 0.000 description 1
- 244000082988 Secale cereale Species 0.000 description 1
- 235000005775 Setaria Nutrition 0.000 description 1
- 241000232088 Setaria <nematode> Species 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- 229940100389 Sulfonylurea Drugs 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 241001506766 Xanthium Species 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000008485 antagonism Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical compound COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001522 polyglycol ester Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 230000009261 transgenic effect Effects 0.000 description 1
- 238000009369 viticulture Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Ps ¢
Synergistic herbicides containing herbicides from the group of benzoylpyrazoles
The invention relates to the technical field of crop protection agents which can be used against unwanted vegetation and comprise, as active compounds, a combination of at least two herbicides. :
More specifically, it relates to herbicidal compositions which comprise, as active compound, a herbicide from the group of the benzoylpyrazoles in combination with at least one further herbicide.
Herbicides of the abovementioned group of the benzoylpyrazoles are known from numerous documents. Thus, EP-A0 203 428, US 4,643,757, WO 97/23135 and the
German patent application DE 10016116.2, which is of earlier priority but not prior- published, describe a number of benzoylpyrazoles having herbicidal action.
However, the use of the benzoylpyrazoles derivatives known from these publications frequently entails disadvantages in practice. Thus, the herbicidal activity of the known compounds is not always sufficient, or, if the herbicidal activity is sufficient, then undesired damage to the useful plants is observed.
The effectiveness of herbicides depends inter alia on the type of herbicide used, its application rate, the formulation, the harmful plants to be controlled in each case, climatic and soil conditions, etc. A further criterion is the persistency or the rate at which the herbicide is degraded. Changes in the susceptibility of harmful plants to an active compound which may occur on prolonged use or in specific geographical areas may also have to be taken into account. Such changes manifest themselves by a more or less pronounced loss in activity and can only be compensated to a limited extent by higher herbicide application rates.
. oe
Owing to the large number of possible influencing factors, there is virtually no individual active compound which has all the desired properties for different requirements, in particular with respect to the species of harmful plants and the climatic zones. Furthermore, there is the permanent object to achieve the desired effect using more and more reduced herbicide application rates. A lower application rate reduces not only the amount of active compound required for the application, but generally also reduces the amount of formulation of auxiliaries required. Both reduce the economic expense and improve the ecological compatibility of the herbicide treatment.
A frequently used method for improving the use profile of a herbicide is the combination of the active compound with one or more other active compounds which contribute the desired additional properties. WO 01/28341 discloses combinations of herbicidally active benzoyl derivatives with other herbicides. Combinations of herbicidally active benzoylpyrazoles and a number of other herbicides are known from WO 97/315635, WO 98/68526, WO 98/54967, WO 00/02703 and WO 00/03591.
However, when two or more active compounds are applied in combination, it is not uncommon for phenomena of physical and biological incompatibility to occur, for example insufficient stability of a joint formulation, decomposition of an active compound or antagonism of the active compounds. What is desired are, in contrast, active compound combinations having a favorable activity profile, high stability and, if possible, synergistically enhanced activity, thus permitting the application rate to be reduced, compared with the individual application of the active compounds to be combined.
It is an object of the present invention to provide herbicidal compositions having better properties than those of the prior art.
The invention provides selected herbicidal compositions, comprising an effective amount of
A) at least one compound of the formula (1) or an agriculturally suitable salt thereof (component A)
RS lo) S(O),R’ 2
J OR R?
R
OF in which
R' is methyl or ethyl;
R? is trifluoromethyl, fluorine, chlorine or bromine;
R® is hydrogen or methyl;
R* is methyl or ethyl;
R® is hydrogen, methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, phenylsulfonyl, 4-methylphenylsulfonyl, benzyl, benzoylmethyl, nitrobenzoylmethyl or 4-fluoro- ~ benzoylmethyl and n is 0, 1, or 2, and
B) at least one compound (component B) from one of the following groups
B1 inhibitors of the biosynthesis of branched amino acids: amidosulfuron (B1.1), bensulfuron (B1.2), ethoxysulfuron (B1.3), halosulfuron (B1.4), imazethapyr (B1.5), iodosulfuron-methyl-sodium (B1.6), metsulfuron (B1.7), nicosulfuron (B1.8), sulfosulfuron (B1.9), thifensulfuron-methyl (B1.10), tribenuron (B1.11), N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-methoxycarbonyl-5- methylsulfonylaminomethylbenzenesulfonamide (mesosulfuron) (B1.12) and N-[(4,6- dimethoxypyrimidin-2-yl)aminocarbonyl]-2-dimethylaminocarbonyl-5-formylamino- benzenesulfonamide (foramsulfuron) (B1.13), procarbazone sodium (MKH 6561) (B1.14), flucarbazone (MKH 6562) (B1.15), amicarbazone (MKH 31866) (B1.16), florasulam (B1.17), flupyrsulfuron-methyl-sodium (B1.18);
B2 inhibitors of the photosynthesis electron transport:
atrazine (B2.1), bromoxynil (B2.2), ioxynil (B2.3), isoproturon (B2.4), metribuzin (B2.5), propanil (B2.6);
B3 synthetic auxins:
MCPA (B3.1), 2,4-DP (B3.2), mecoprop (B3.3), dicamba (B3.4), diflufenzopyr (B3.5), fluroxypyr (B3.6), quinclorac (B3.7);
B4 inhibitors of fatty acid biosynthesis: benthiocarb (B4.1), clodinafop-propargyl (B4.2), diclofop-methyl (B4.3), fenoxaprop- P-ethyl (B4.4), tralkoxydim (B4.5);
BS inhibitors of cell division: acetochlor (B5.1), alachlor (B5.2), anilofos (B5.3), flufenacet (B5.4), metolachior (B5.5), thenylchlor (B5.6), flufenacet (B5.7), mefenacet (B5.8);
B6 inhibitors of fatty acid biosynthesis/carotinoid biosynthesis: diflufenican (B6.1), clomazone (B6.2);
B7 glyphosate (B7.1) and
B8 glufosinate (B8.1), where these compositions comprise the compounds of the formula (1) or salts thereof (component A) and the compounds of groups B1 to B8 (component B) in a weight ratio of from 1:2000 to 2000:1.
The compounds of the formula (I) are known from WO01/74785 and can be prepared, for example, by the processes described therein or the processes known from DE 25 13 750 and EP-A 0 186 117. The disclosure of the three documents mentioned above is expressly incorporated into this description by way of reference.
The chemical structures of the active compounds referred to above by their common names are known, for example, from "The Pesticide Manual”, 12" edition, 2000,
British Crop Protection Council. Foramsulfuron is known as a herbicide from
WO 95/10507, for example, and mesosulfuron is known as a herbicide from 5 WO 95/10507, for example.
Preference is given to herbicidal compositions which, as component (A), comprise a compound of the formula (I) which is as defined below:
RS 0) S(O) R’ 7
J OR® R
R
(1)
Of particular interest are herbicidal compositions comprising a synergistically effective amount of one or more of the following combinations of two compounds (A) + (B): (A1)+(B1.1), (A1)+(B1.2), (A1)+(B1.3), (A1)+(B1.4), (A1)+(B1.5), (A1)+(B1.6), (A1)+(B1.7), (A1)+(B1.8), (A1)+(B1.9), (A1)+(B1.01), (A1)+(B1.11), (A1)+(B1.12), (A1)+(B1.13), (A1)*(B1.14), (A1)+(B1.15), (A1)+(B1.16), (A1)+(B1.17), (A1)+(B1.18); (A2)+(B1.1), (A2)+(B1.2), (A2)+(B1.3), (A2)+(B1.4), (A2)+(B1.5), (A2)+(B1.6),
(A2)+(B1.7), (A2)+(B1.8), (A2)+(B1.9), (A2)+(B1.01), (A2)+(B1.11), (A2)+(B1.12), (A2)+(B1.13), (A2)+(B1.14), (A2)+(B1.15), (A2)+(B1.16), (A2)+(B1.17), (A2)+(B1.18); (A3)+(B1.1), (A3)+(B1.2), (A3)+(B1.3), (A3)+(B1.4), (A3)+(B1.5), (A3)+(B1.6),
(A3)+(B1.7), (A3)+(B1.8), (A3)+(B1.9), (A3)+(B1.01), (A3)+(B1.11), (A3)+(B1.12), (A3)+(B1.13), (A3)+(B1.14), (A3)+(B1.15), (A3)+(B1.16), (A3)+(B1.17), (A3)+(B1.18); (A4)+(B1.1), (A4)+(B1.2), (A4)+(B1.3), (A4)+(B1.4), (A4)+(B1.5), (Ad)+(B1.6), (A4)+(B1.7), (A4)+(B1.8), (A4)+(B1.9), (A4)+(B1.01), (Ad)+(B1.11), (Ad)+(B1.12),
(A4)+(B1.13), (A4)+(B1.14), (A4)+(B1.15), (A4)+(B1.16), (A4)+(B1.17), (A4)+(B1.18); (A1)+(B2.1), (A1)+(B2.2), (A1)+(B2.3), (A1)+(B2.4), (A1)+(B2.5); (A2)+(B2.1), (A2)+(B2.2), (A2)+(B2.3), (A2)+(B2.4), (A2)+(B2.5);
(A3)+(B2.1), (A3)+(B2.2), (A3)+(B2.3), (A3)+(B2.4), (A3)+(B2.5); (A4)+(B2.1), (A4)+(B2.2), (A4)+(B2.3), (A4)+(B2.4), (Ad)+(B2.5); (A1)+(B3.1), (A1)+(B3.2), (A1)+(B3.3), (A1)+(B3.4), (A1)+(B3.5), (A1)+(B3.6), (A1)+(B3.7); (A2)+(B3.1), (A2)+(B3.2), (A2)+(B3.3), (A2)+(B3.4), (A2)+(B3.5), (A2)+(B3.6), (A2)+(B3.7);
(A3)+(B3.1), (A3)+(B3.2), (A3)+(B3.3), (A3)+(B3.4), (A3)+(B3.5), (A3)+(B3.6), (A3)+(B3.7); (A4)+(B3.1), (A4)+(B3.2), (A4)+(B3.3), (Ad)+(B3.4), (A4)+(B3.5), (A4)+(B3.6), (A4)+(B3.7); (A1)+(B4.1), (A1)+(B4.2), (A1)+(B4.3), (A1)+(B4.4), (A1)+(B4.5);
(A2)+(B4.1), (A2)+(B4.2), (A2)+(B4.3), (A2)+(B4.4), (A2)+(B4.5), (A3)+(B4.1), (A3)+(B4.2), (A3)+(B4.3), (A3)+(B4.4), (A3)+(B4.5); (A4)+(B4.1), (A4)+(B4.2), (A4)+(B4.3), (A4)+(B4.4), (A4)+(B4.5); (A1)+(B5.1), (A1)+(B5.2), (A1)+(B5.3), (A1)+(B5.4), (A1)+(B5.5), (A1)+(B5.6), (A1)+(B5.7), (A1)+(B5.8); (A2)+(B5.1), (A2)+(B5.2), (A2)+(B5.3), (A2)+(B5.4), (A2)+(B5.5), (A2)+(B5.6), (A2)+(B5.7), (A2)+(B5.8); (A3)+(B5.1), (A3)+(B5.2), (A3)+(B5.3), (A3)+(B5.4), (A3)+(B5.5), (A3)+(B5.6), (A3)+(B5.7), (A3)+(B5.8); (A4)+(B5.1), (A4)+(B5.2), (A4)+(B5.3), (A4)+(B5.4), (A4)+(B5.5), (A4)+(B5.6), (A4)+(B5.7), (A4)+(B5.8); (A1)+(B6.1), (A1)+(B6.2), (A2)+(B6.1), (A2)+(B6.2), (A3)+(B6.1), (A3)+(B6.2), (A4)+(B6.1), (A4)+(B6.2); (A1)+(B7.1), (A2)+(B7.1), (A3)+(B7.1), (A4)+(B7.1); (A1)+(B8.1), (A2)+(B8.1), (A3)+(B8.1), (A4)+(B8.1).
In the combinations according to the invention, application rates in the range from 1 to 2000 g, preferably from 10 to 500 g, particularly preferably from 10 to 250 g, of active ingredient per hectare (ai/ha) of the component A) and from 1 to 2000 g, preferably from 1 to 500 g, particularly preferably from 5 to 250 g, of the component
B) are generally required.
The weight ratios of the components A) to B) to be used can be varied within wide ranges. The ratio is preferably in the range from 1:50 to 50:1, in particular in the range from 1:20 to 20:1. Optimum weight ratios may depend on the particular field of application, on the weed spectrum and the active compound combination used and can be determined in preliminary experiments.
The compositions according to the invention can be employed for the selective control of annual and perennial monocotyledonous and dicotyledonous harmful plants in crops of cereals (for example barley, oats, rye, wheat), corn and rice and in crops of transgenic useful plants or crops of useful plants selected by classical means which are resistant to active compounds A) and B). Likewise, they can be employed for controlling undesirable harmful plants in plantation crops such as oil palm, coconut palm, Indian-rubber tree, citrus, pineapple, cotton, coffee, cocoa and the like, and also in fruit production and viticulture. Owing to their good compatibility, they are particularly suitable for use in cereals and corn, especially cereals.
The compositions according to the invention act against a broad spectrum of weeds.
They are suitable, for example, for controlling annual and perennial harmful plants such as, for example, from the species Abutilon, Alopecurus, Avena, Chenopodium,
Cynoden, Cyperus, Digitaria, Echinochloa, Elymus, Galium, Ipomoea, Kochia,
Lamium, Matricaria, Polygonum, Scirpus, Setaria, Sorghum, Veronica, Viola and
Xanthium.
A further advantage of the compositions according to the invention is their excellent action against many harmful plants which have now become resistant to sulfonylureas, such as, for example, Kochia.
The herbicidal compositions according to the invention are also distinguished by the fact that the effective dosages of the components A) and B) used in the combinations are reduced with respect to an individual dosage, so that it is possible to reduce the required active compound application rates (synergistic effect).
The invention also provides a method for controlling unwanted vegetation, which comprises applying one or more herbicides A) and one or more herbicides B) to the harmful plants, to parts of the harmful plants or to the area under cultivation.
When herbicides of type A) and B) are applied jointly, superadditive (= synergistic) effects are observed. The activity in the combinations is more pronounced than the expected sum of the activities of the individual herbicides employed and the activity of the particular individual herbicide A) and B). The synergistic effects permit the application rate to be reduced, a broader spectrum of broad-leaved weeds and weed grasses to be controlled, more rapid onset of the herbicidal action, a more prolonged action, better control of the harmful plants by only one application, or few applications, and widening of the period of time within which the product can be used. These properties are required in weed control practice to keep agricultural crops free from undesirable competing plants and thus to ensure and/or to increase quality and quantity of the yields. These novel combinations markedly surpass the prior art with respect to the described properties.
The active compound combinations according to the invention can either be present as mixed formulations of the components A) and B), if appropriate together with other customary formulation auxiliaries, which mixed formulations are then applied in the usual manner in the form of a dilution with water, or else they can be prepared in: the form of so-called tank mixes by joint dilution with water of the components which are formulated separately, or partly separately.
The components A) and B) can be formulated in various ways, depending on the prevailing biological and/or physicochemical parameters. Suitable general possibilities for formulations are, for example: wettable powders (WP), emulsifiable concentrates (EC), aqueous solutions (SL), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions or emulsions, oil- or water-based dispersions, suspoemulsions, dusts (DP), seed dressing products, granules for soil application or for broadcasting or water-dispersible granules (WG), ULV formulations, microcapsules or waxes.
The individual types of formulation are known in principle and are described, for example, in: Winnacker-Kiichler, "Chemische Technologie" [Chemical Technologyl,
Vol. 7, C. Hauser Verlag Munich, 4th Ed. 1986; van Valkenburg, "Pesticides
Formulations", Marcel Dekker N.Y., 1973; K. Martens, "Spray Drying Handbook", 3rd
Ed. 1979, G. Goodwin Ltd. London. The formulation auxiliaries required, such as inert materials, surfactants, solvents and other additives, are also known and are described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and
Carriers", 2nd Ed., Darland Books, Caldwell N.J.; H.v. Olphen, "introduction to Clay
Colloid Chemistry"; 2nd Ed., J. Wiley & Sons, N.Y.; Marsden, "Solvents Guide", 2nd
Ed., Interscience, N.Y. 1950; McCutcheon's, "Detergents and Emulsifiers Annual",
MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of Surface Active
Agents", Chem. Publ. Co. Inc., N.Y. 1964; Schénfeldt, "Grenzflachenaktive
Athylenoxidaddukte" [Surface-active ethylene oxide adducts], Wiss. Verlagsgesellschaft, Stuttgart 1976; Winnacker-Kiichler, "Chemische Technologie” [Chemical Technology], Vol. 7, C. Hauser Verlag Munich, 4th Ed. 1986.
Based on these formulations, it is also possible to prepare combinations with other pesticidally active substances, such as other herbicides, fungicides or insecticides, and also safeners, fertilizers and/or growth regulators, for example in the form of a ready mix or tank mix.
Wettable powders are preparations which are uniformly dispersible in water and which, besides the active compound, also comprise ionic or nonionic surfactants (wetting agents, dispersants), for example polyethoxylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, sodium lignosulfonate, sodium 2,2'-dinaphthylmethane-6,6'- disulfonate, sodium dibutylnaphthalenesulfonate or else sodium oleoylmethyltaurinate, in addition to a diluent or an inert substance.
Emulsifiable concentrates are prepared by dissolving the active compound in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or else higher-boiling aromatics or hydrocarbons, with the addition of one or more ionic or nonionic surfactants (emulsifiers). Examples of emulsifiers which can be used are: calcium alkylarylsulfonates, such as calcium dodecylbenzenesulfonate, or nonionic emulsifiers, such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide/ethylene oxide condensates, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene sorbitol esters.
Dusts are obtained by grinding the active compound with finely divided solid materials, for example talc, natural clays, such as kaolin, bentonite and pyrophyliite, or diatomaceous earth.
Granules can be prepared either by spraying the active compound onto absorptive, granulated inert material, or by applying active compound concentrates to the surface of carriers, such as sand, kaolinite or granulated inert material, with the aid of binders, for example polyvinyl alcohol, sodium polyacrylate or else mineral oils.
Suitable active compounds can also be granulated in the manner customary for the preparation of fertilizer granules, if desired as a mixture with fertilizers. Water- dispersible granules are, in general, prepared by processes such as spray-drying, fluidized-bed granulation, disk granulation, mixing using high-speed mixers, and extrusion without solid inert material.
The agrochemical preparations generally comprise from 0.1 to 99 percent by weight, in particular from 0.2 to 95% by weight, of active compounds of types A) and B), the following concentrations being customary, depending on the type of formulation: In wettable powders, the active compound concentration is, for example, approximately 10 to 95% by weight, the remainder to 100% by weight being composed of customary formulation components. In the case of emulsifiable concentrates, the active compound concentration can be, for example, from 5 to 80% by weight.
Formulations in the form of dusts in most cases comprise from 5 to 20% by weight of active compound, sprayable solutions approximately 0.2 to 25% by weight of active compound. In the case of granules, such as dispersible granules, the active
Claims (7)
1. A herbicidal composition, comprising an effective amount of A) at least one compound of the formula (I) or an agriculturally suitable salt thereof (component A) rR? 0 S(0).R 4 J OR® Rr R OF in which R' is methyl or ethyl; R? is trifluoromethyl, fluorine, chlorine or bromine; R® is hydrogen or methyl; R* is methyl or ethyl; R® is hydrogen, methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, phenylsulfonyl, 4-methylphenylsulfonyl, benzyl, benzoylmethyli, nitrobenzoyimethyl or 4-fluoro- benzoylmethyl and n is0,1,o0r2,and B) at least one compound (component B) from one of the following groups B1 inhibitors of the biosynthesis of branched amino acids: amidosulfuron (B1.1), bensulfuron (B1.2), ethoxysulfuron (B1.3), halosulfuron (B1.4), imazethapyr (B1.5), iodosulfuron-methyl-sodium (B1.6), metsulfuron (B1.7), nicosulfuron (B1.8), sulfosulfuron (B1.9), thifensulfuron-methyl (B1.10), tribenuron
(B1.11), N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl}-2-methoxycarbonyl-5- methylsulfonylaminomethylbenzenesulfonamide (mesosulfuron) (B1.12) and N-[(4,6- dimethoxypyrimidin-2-yl)Jaminocarbonyl]-2-dimethylaminocarbonyi-5-formylamino- benzenesulfonamide (foramsulfuron) (B1.13), procarbazone sodium (MKH 6561)
(B1.14), flucarbazone (MKH 6562) (B1.15), amicarbazone (MKH 31866) (B1.16), florasulam (B1.17), flupyrsulfuron-methyl-sodium (B1.1 8); B2 inhibitors of the photosynthesis electron transport: atrazine (B2.1), bromoxynil (B2.2), isoproturon (B2.3), metribuzin (B2.4), propanil ~~ (B2.5); B3 synthetic auxins: MCPA (B3.1), 2,4-D (B3.2), mecoprop (CCMP) (B3.3), dicamba (B3.4), diflufenzopyr
(B3.5), fluroxypyr (B3.6), quinclorac (B3.7); B4 inhibitors of fatty acid biosynthesis: benthiocarb (B4.1), clodinafop-propargyl (B4.2), diclofop-methyl (B4.3), fenoxaprop- P-ethyl (B4.4), tralkoxydim (B4.5); B5 inhibitors of cell division: acetochlor (B5.1), alachlor (B5.2), anilofos (B5.3), flufenacet (B5.4), metolachlor
(B5.5), thenylchlor (B5.6), flufenacet (B5.7), mefenacet (B5.8); B6 inhibitors of fatty acid biosynthesis/carotinoid biosynthesis: diflufenican (B6.1), clomazone (B6.2); B7 glyphosate (B7.1) and B8 glufosinate (B8.1), where this composition comprises the compounds of the formula (1) or salts thereof (component A) and the compounds of groups B1 to B8 (component B) in a weight ratio of from 1:2000 to 2000:1.
2. The herbicidal composition as claimed in claim 1, which comprises, as component A), a compound of the formula (1) in which R' is methyl; R® is trifluoromethyl; R® is hydrogen or methyl; R* is methyl or ethyl; R® is hydrogen and n is 2.
3. The herbicidal composition as claimed in claim 1 or 2, wherein the weight ratio A:B of the combined herbicides A) and B) is in the range from 1:50 to 50:1.
4. The herbicidal composition as claimed in claim 3, wherein the weight ratio A:B of the combined herbicides A) and B) is in the range from 1:20 to 20:1.
5. The herbicidal composition as claimed in any of claims 1 to 4, which comprises 0.1-99% by weight of herbicides A) and B) and 99 to 0.1% by weight of formulating agents customary in crop protection.
6. A method for controlling unwanted vegetation, which comprises applying one or more herbicides A) and one or more herbicides B) to the harmful plants, to parts of the harmful plants or to the area under cultivation, the combination of the herbicides A) and B) being as defined in any of claims 1 to 5.
7. The use of a combination of herbicides A) and B) as a herbicidal composition for controlling unwanted vegetation, the combination of the herbicides A) and B) being as defined in any of claims 1 to 5.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10157339A DE10157339A1 (en) | 2001-11-22 | 2001-11-22 | Synergistic herbicidal compositions containing herbicides from the group of benzoylpyrazoles |
| PCT/EP2002/012672 WO2003043422A1 (en) | 2001-11-22 | 2002-11-13 | Synergististic herbicides containing herbicides from the group of benzoylpyrazoles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200403326B true ZA200403326B (en) | 2005-03-30 |
Family
ID=7706608
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA2004/03326A ZA200403326B (en) | 2001-11-22 | 2004-05-03 | Synergistic herbicidal compositions comprising herbicides from the group of the benzoylpyrazoles |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP1453379B1 (en) |
| JP (1) | JP4348186B2 (en) |
| KR (1) | KR20050044551A (en) |
| CN (3) | CN100475036C (en) |
| AR (1) | AR037567A1 (en) |
| AT (1) | ATE291844T1 (en) |
| AU (1) | AU2002356585B2 (en) |
| BR (1) | BR0214352A (en) |
| CA (4) | CA2467976C (en) |
| DE (2) | DE10157339A1 (en) |
| EA (1) | EA009211B1 (en) |
| ES (1) | ES2236623T3 (en) |
| HR (1) | HRP20040455A2 (en) |
| HU (1) | HUP0401951A2 (en) |
| IL (2) | IL162106A0 (en) |
| MA (1) | MA26290A1 (en) |
| MX (1) | MXPA04004863A (en) |
| PL (2) | PL208070B1 (en) |
| RS (1) | RS41504A (en) |
| UA (1) | UA79442C2 (en) |
| WO (1) | WO2003043422A1 (en) |
| ZA (1) | ZA200403326B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7786041B2 (en) | 2005-07-07 | 2010-08-31 | Bayer Cropscience Ag | Synergistic crop plant-compatible herbicidal compositions comprising herbicides from the group of the benzoylcyclohexanediones |
| US7951751B2 (en) | 2005-04-01 | 2011-05-31 | Bayer Crop Science Ag | Synergistic, crop plant-compatible herbicidal compositions comprising herbicides from the group of the benzoylpyrazoles |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102004010813A1 (en) * | 2004-03-05 | 2005-11-10 | Bayer Cropscience Ag | New herbicides based on substituted thien-3-yl-sulfonylamino (thio) carbonyltriazolin (thi) ones and 4-HPPD inhibitors |
| US20080153706A1 (en) * | 2005-04-26 | 2008-06-26 | Bayer Cropscience Ag | Water-In-Oil Suspoemulsions |
| AU2013200370B2 (en) * | 2006-11-28 | 2014-07-31 | Bayer Cropscience Aktiengesellschaft | Synergistic and crop-plant-compatible herbicidal compositions comprising herbicides from the group of the benzoylpyrazoles |
| DE102006056083A1 (en) | 2006-11-28 | 2008-05-29 | Bayer Cropscience Ag | Synergistic and crop-compatible herbicidal compositions containing herbicides from the group of benzoylpyrazoles |
| JP5416354B2 (en) | 2007-02-02 | 2014-02-12 | 石原産業株式会社 | Herbicidal composition containing a benzoylpyrazole compound |
| EP2064953A1 (en) * | 2007-11-29 | 2009-06-03 | Bayer CropScience AG | Herbicide azole combination |
| CN102027940B (en) * | 2009-09-28 | 2013-09-18 | 南京华洲药业有限公司 | Herbicidal composition containing diflufenican and fenoxaprop-ethyl and application thereof |
| CN102771508A (en) * | 2012-08-22 | 2012-11-14 | 句容市农业技术推广中心 | Ternary compound unselective herbicide composition |
| UA118765C2 (en) | 2013-08-09 | 2019-03-11 | Байєр Кропсайєнс Акцієнгезелльшафт | Ternary herbicide combinations comprising two sulfonlyureas |
| CN105494354B (en) * | 2015-12-29 | 2018-02-16 | 南京华洲药业有限公司 | A kind of mixed herbicide of the pyrazoles of grass containing sulphonyl and fluoroglycofen-ethyl |
| CN105831123B (en) * | 2016-04-15 | 2018-01-23 | 青岛清原抗性杂草防治有限公司 | A kind of cornfield weeding composition and its application |
| CN106070309B (en) * | 2016-06-21 | 2018-06-15 | 江苏清原农冠抗性杂草防治有限公司 | Complex herbicidal composition and its application method containing polybenzobisoxazole humulone |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5436648B2 (en) * | 1974-03-28 | 1979-11-10 | ||
| US4744815A (en) * | 1985-05-11 | 1988-05-17 | Nissan Chemical Industries, Ltd. | 4-benzoyl-1-alkyl (alkenyl) - pyrazoles, composition containing them, herbicidal method of using them, and intermediate in their preparation |
| AU2753695A (en) * | 1994-06-27 | 1996-01-19 | Idemitsu Kosan Co. Ltd | Herbicidal composition |
| DE19607633A1 (en) * | 1996-02-29 | 1997-09-04 | Bayer Ag | Herbicidal agents based on N-phosphonomethyl-glycine esters |
| CN101176453B (en) * | 1998-06-16 | 2015-05-27 | 巴斯福股份公司 | Synergistically acting herbicidal mixtures |
| DE19832017A1 (en) * | 1998-07-16 | 2000-01-27 | Hoechst Schering Agrevo Gmbh | Synergistic selective herbicidal composition, especially for use in rice, containing phenylsulfonylurea derivative and e.g. benthiocarb, pendimethalin or ethoxysulfuron |
| DE19853827A1 (en) * | 1998-11-21 | 2000-05-25 | Aventis Cropscience Gmbh | Selective herbicidal composition for use in e.g. cereals, cotton or soya, comprises p-hydroxyphenyl pyruvate dioxygenase inhibiting benzoyl compound herbicide and safener, e.g. fenclorim or dicamba |
| DE19950943A1 (en) * | 1999-10-22 | 2001-05-17 | Aventis Cropscience Gmbh | Synergistic herbicidal compositions containing herbicides from the group of inhibitors of hydroxyphenylpyruvate dioxygenase |
| IL151986A0 (en) * | 2000-03-31 | 2003-04-10 | Bayer Cropscience Gmbh | Benzoylpyrazoles and their use as herbicides |
| EP1182199B1 (en) * | 2000-04-03 | 2009-06-24 | IHARA CHEMICAL INDUSTRY Co., Ltd. | Process for preparing amic acid esters |
-
2001
- 2001-11-22 DE DE10157339A patent/DE10157339A1/en not_active Ceased
-
2002
- 2002-11-13 WO PCT/EP2002/012672 patent/WO2003043422A1/en active IP Right Grant
- 2002-11-13 EA EA200400671A patent/EA009211B1/en not_active IP Right Cessation
- 2002-11-13 MX MXPA04004863A patent/MXPA04004863A/en active IP Right Grant
- 2002-11-13 JP JP2003545113A patent/JP4348186B2/en not_active Expired - Fee Related
- 2002-11-13 AT AT02803365T patent/ATE291844T1/en active
- 2002-11-13 HU HU0401951A patent/HUP0401951A2/en unknown
- 2002-11-13 CN CNB028231295A patent/CN100475036C/en not_active Expired - Lifetime
- 2002-11-13 CA CA2467976A patent/CA2467976C/en not_active Expired - Lifetime
- 2002-11-13 CA CA2720436A patent/CA2720436C/en not_active Expired - Lifetime
- 2002-11-13 KR KR1020047007702A patent/KR20050044551A/en not_active Application Discontinuation
- 2002-11-13 RS YU41504A patent/RS41504A/en unknown
- 2002-11-13 CA CA2720498A patent/CA2720498C/en not_active Expired - Lifetime
- 2002-11-13 IL IL16210602A patent/IL162106A0/en unknown
- 2002-11-13 BR BR0214352-6A patent/BR0214352A/en not_active Application Discontinuation
- 2002-11-13 CA CA2720321A patent/CA2720321C/en not_active Expired - Lifetime
- 2002-11-13 CN CN2008101306023A patent/CN101326914B/en not_active Expired - Lifetime
- 2002-11-13 AU AU2002356585A patent/AU2002356585B2/en not_active Expired
- 2002-11-13 PL PL389000A patent/PL208070B1/en not_active IP Right Cessation
- 2002-11-13 EP EP02803365A patent/EP1453379B1/en not_active Expired - Lifetime
- 2002-11-13 DE DE50202669T patent/DE50202669D1/en not_active Expired - Lifetime
- 2002-11-13 PL PL370995A patent/PL207705B1/en not_active IP Right Cessation
- 2002-11-13 UA UA20040604884A patent/UA79442C2/en unknown
- 2002-11-13 ES ES02803365T patent/ES2236623T3/en not_active Expired - Lifetime
- 2002-11-13 CN CN2009100043843A patent/CN101485326B/en not_active Expired - Lifetime
- 2002-11-20 AR ARP020104448A patent/AR037567A1/en unknown
-
2004
- 2004-05-03 ZA ZA2004/03326A patent/ZA200403326B/en unknown
- 2004-05-13 MA MA27676A patent/MA26290A1/en unknown
- 2004-05-20 IL IL162106A patent/IL162106A/en not_active IP Right Cessation
- 2004-05-21 HR HR20040455A patent/HRP20040455A2/en not_active Application Discontinuation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7951751B2 (en) | 2005-04-01 | 2011-05-31 | Bayer Crop Science Ag | Synergistic, crop plant-compatible herbicidal compositions comprising herbicides from the group of the benzoylpyrazoles |
| US7786041B2 (en) | 2005-07-07 | 2010-08-31 | Bayer Cropscience Ag | Synergistic crop plant-compatible herbicidal compositions comprising herbicides from the group of the benzoylcyclohexanediones |
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