EP0805627A1 - Agents herbicides synergiques a base de glufosinates et d'ethers de nitrodiphenyle et leurs formulations - Google Patents
Agents herbicides synergiques a base de glufosinates et d'ethers de nitrodiphenyle et leurs formulationsInfo
- Publication number
- EP0805627A1 EP0805627A1 EP96900574A EP96900574A EP0805627A1 EP 0805627 A1 EP0805627 A1 EP 0805627A1 EP 96900574 A EP96900574 A EP 96900574A EP 96900574 A EP96900574 A EP 96900574A EP 0805627 A1 EP0805627 A1 EP 0805627A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- type
- glufosinate
- ammonium
- herbicide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
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- 238000009472 formulation Methods 0.000 title claims abstract description 48
- 239000004009 herbicide Substances 0.000 title claims abstract description 48
- 230000002195 synergetic effect Effects 0.000 title abstract description 8
- 150000002170 ethers Chemical class 0.000 title description 9
- 230000002363 herbicidal effect Effects 0.000 claims abstract description 43
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- ZBMRKNMTMPPMMK-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid;azane Chemical compound [NH4+].CP(O)(=O)CCC(N)C([O-])=O ZBMRKNMTMPPMMK-UHFFFAOYSA-N 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 6
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- 239000004480 active ingredient Substances 0.000 description 39
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- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- KVNRLNFWIYMESJ-UHFFFAOYSA-N butyronitrile Chemical compound CCCC#N KVNRLNFWIYMESJ-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 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
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- HCWYXKWQOMTBKY-UHFFFAOYSA-N calcium;dodecyl benzenesulfonate Chemical compound [Ca].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 HCWYXKWQOMTBKY-UHFFFAOYSA-N 0.000 description 1
- 230000001055 chewing effect Effects 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 150000001983 dialkylethers Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 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
- 239000003979 granulating agent Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000003673 groundwater Substances 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
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000005328 phosphinyl group Chemical group [PH2](=O)* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 150000003864 primary ammonium salts Chemical class 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000003865 secondary ammonium salts Chemical class 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 150000003866 tertiary ammonium salts Chemical class 0.000 description 1
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood 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
- 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
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
-
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
- A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
- A01N33/22—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
-
- 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
Definitions
- the invention is in the field of crop protection agents which can be used against undesired plant growth, in particular the combinations of herbicides.
- Glufosinate-ammonium is mainly used in the post-emergence process to combat weeds and weeds in plantation crops and on non-cultivated land, as well as by means of special application techniques also for inter-row control in agricultural Area crops such as corn, cotton and others used.
- the compound of formula (1) contains an asymmetric carbon atom.
- the L enantiomer is considered the biologically active isomer.
- glufosinate ammonium as well as that of its L-enantiomer can be significantly improved by surface-active substances, preferably by wetting agents from the series of alkyl polyglycol ether sulfates, for example in the form of their alkali metal or Ammonium salts, but also used as a magnesium salt, such as C 2 / C 14 - fatty alcohol diglycol ether sulfate sodium ( ® Genapol LRO, Hoechst); see EP-A-0476555, EP-A-0048436, EP-A-03361 51 or US-A-4,400, 196 and Proc. EWRS Symp.
- wetting agents from the series of alkyl polyglycol ether sulfates, for example in the form of their alkali metal or Ammonium salts, but also used as a magnesium salt, such as C 2 / C 14 - fatty alcohol diglycol ether sulfate sodium ( ® Genapol LRO, Hoechst);
- alkyl polyglycol ether sulfates are also suitable as penetration aids and activity enhancers for a number of other herbicides, including herbicides of the diphenyl ether type; see EP-A-0476555.
- glufosinate-ammonium or related active ingredients can be advantageously combined as penetration aids together with certain herbicides of the nitrodiphenyl ether type and anionic surfactants from the series of alkyl polyglycol ether sulfates and result in synergistic increases in activity.
- the invention thus relates to herbicidal compositions, characterized by an effective content of a combination of
- Z is a radical of the formula -OM, -NHCH (CH 3 ) CONHCH (CH 3 ) COOM or
- Formula (A) includes all stereoisomers and their mixtures, in particular the racemate and the biologically active enantiomer.
- Bialaphos or Bilanafos
- oxyfluorfen i.e. 2-chloro-1 - (3-ethoxy-4-nitro-phenoxy) -4-trif ⁇ uormethyl-benzene, the use of which as a single active ingredient with 100-1000 g a.i./ha in soy is known before and after emergence or on non-cultivated land;
- lactofen ie 5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitro-benzoic acid 1 - (ethoxycarbonyl) ethyl ester; the active ingredient is usually used alone with 50 - 500 g ai / ha pre- and post-emergence in soybeans and cereals; b3) bifenox, ie methyl 5- (2,4-dichlorophenoxy) -2-nitrobenzoate; the active ingredient is usually used alone with an application rate of 50 to 1000 g ai / ha before and after emergence in cereals, rice and corn;
- fluoroglycofen-ethyl i.e. 5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrobenzoic acid ethoxycarbonylmethyl ester; it is known to be used as a single active ingredient at a rate of 5 to 50 g ai / ha in the pre- and post-emergence in cereals and soybeans;
- Fomesafen i.e. N-methylsulfonyl-5- [2-chloro-4- (trifluoromethyl) phenoxy] -2-nitrobenzamide; it is known to be used as a single active ingredient with 50 to 1000 g ai / ha pre- and post-emergence in soy or cereals.
- connections b1 to b6 are e.g. B. in "The Pesticide Manual” 9th Edition, British Crop Protection Council 1 991 and literature cited therein and known as herbicides of the protoporphyrinogen oxidase inhibitor type.
- the anionic surfactant (C) is, for example, a wetting agent from the group of the fatty alcohol polyglycol ether sulfates and their salts, preferably the C 10 -C 18 fatty alcohol polyglycol ether sulfates in the form of the alkali metal, alkaline earth metal or ammonium salts or the substituted ammonium salts;
- Substituted ammonium salts are, for example, primary, secondary, tertiary and quaternary ammonium salts with substituents from the group alkyl or hydroxyalkyl, preferably with 1 to 4 carbon atoms.
- C is preferably 1 2 -C 14 -fatty alcohol diethylenglykolethersulfat sodium salt (Genapol ® LRO, Hoechst AG).
- Genapol ® LRO diethylenglykolethersulfat sodium salt
- Biological examples of combinations of the herbicides are missing in US Pat. No. 5,324,708, as are indications of synergistic increases in activity for combinations of glufosinate-ammonium and oxyfluorfen.
- Research Disclosure 275 (1987), 1 54 discloses combining the activity spectrum of glufosinate ammonium with other herbicides to supplement the spectrum of action.
- the combination of glufosinate ammonium and oxyfluorfen for use in cotton is mentioned. There are no indications of synergistic increases in effectiveness for the combination of glufosinate ammonium and oxyfluorfen or for combinations with fatty alcohol polyglycol ether sulfates.
- the weight ratios A: B of the combined herbicides of type A and type B can therefore vary within wide limits and are generally between 100: 1 and 1: 5, preferably between 10: 1 and 1: 1.
- the following weight ratios A: B are preferred for the combination of type A herbicides, in particular glufosinate-ammonium (racemic): with oxyfluorfen 10: 1 to 2: 1, in particular 8: 1 to 3: 1. with lactofen 10: 1 to 2: 1, especially 8: 1 to 3: 1. with Bifenox 10: 1 to 2: 1, especially 8: 1 to 3: 1. with fluoroglycofen 100: 1 to 10: 1, in particular 50: 1 to 10: 1. with acifluorfen 10: 1 to 2: 1, in particular 8: 1 to 3: 1. with fomesafen 10: 1 to 2: 1, especially 8: 1 to 3: 1.
- the application rate of the respective herbicides in the combined application is substantially below the application rate for the individual application of the respective herbicide with the same herbicidal action.
- application rates of 100 to 600 g a.i./ha herbicide of type A, preferably glufosinate-ammonium, and from 50 to 150 g a.i./ha of nitrodiphenyl ethers such as oxyfluorfen and lactofen are preferred.
- the optimum application rate of the type C anionic surfactant depends on the application rate of the herbicides and is generally between 100 and 2000 g surfactant per hectare, based on the detergent substance (WAS), preferably 500 to 1500 g WAS / Ha.
- the weight ratio of herbicide A to surfactant C is accordingly preferably 1: 1 to 1:10, in particular 1: 2 to 1: 5.
- the agents according to the invention cover a wide range of chewing. They are suitable, for example, to combat annual and perennial Weeds such as Agropyron, Paspalum, Cynodon, Imperata, Pennisetum, Convolvulus, Cirsium, Rumex and others.
- the agents according to the invention can be used for the selective control of annual and perennial harmful plants in plantation crops such as oil palm, coconut palm, rubber tree, citrus, pineapple, cotton, coffee, cocoa and others. as well as in fruit and wine growing.
- the combinations according to the invention can be used in arable farming in the so-called “no till” or "zero tilP” process.
- they can also be used non-selectively on paths, squares, industrial plants, etc., in order to keep these areas free from undesired vegetation.
- the herbicidal compositions according to the invention are notable for a rapid onset and long-lasting herbicidal action.
- the rain resistance of the active substances in the combinations according to the invention is favorable.
- a particular advantage is that the effective doses of compounds of the formula (A) and (B) used in the combinations are so low that their soil effect is considerably reduced. This makes their use not only possible in sensitive crops, but groundwater contamination is practically avoided.
- the combination of active ingredients and wetting agents according to the invention enables a considerable reduction in the amount of active ingredients required.
- the invention therefore also relates to a process for combating undesirable plant growth, characterized in that one or more type A herbicides with one or more type B herbicides and an anionic type C surfactant are applied to the harmful plants, parts of plants thereof or the area under cultivation applied.
- the active compound combinations according to the invention can be present both as mixed formulations of the three components, if appropriate with further customary formulation auxiliaries, which are then used in the usual manner Diluted water can be used, or can be produced as so-called tank mixes by jointly diluting the separately formulated or partially separately formulated components with water.
- the compounds of type A and type B or their combinations, optionally together with the surfactant C can be formulated in various ways, depending on which biological and / or chemical-physical parameters are specified.
- general formulation options are: wettable powder (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), mordants, granules for soil or litter application or water-dispersible granules (WG), ULV formulations, microcapsules or waxes.
- combinations with other pesticidally active substances such as other herbicides, fungicides or insecticides, and safeners, fertilizers and / or growth regulators can also be prepared, e.g. in the form of a finished formulation or as a tank mix.
- Spray powders are preparations which are uniformly dispersible in water and which, in addition to the active substance, contain not only a diluent or inert substance, but also ionic or nonionic surfactants (wetting agents, dispersing agents), e.g. polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, ligninsulfonic acid sodium, 2,2'-dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylnaphthalenesulfonic acid sodium or also oleoylmethyltauric acid sodium.
- ionic or nonionic surfactants e.g. polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates
- Emulsifiable concentrates are made by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons with the addition of one or more ionic or nonionic surfactants (emulsifiers).
- organic solvent e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons.
- ionic or nonionic surfactants emulsifiers
- alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate
- nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid ester sorbetyl ester, polyoxyethylene fatty acid sorbetyl ester, polyoxyethylene acid sorboxyl ester, polyoxyethylene acid sorbetyl ester, polyoxyethylene acid sorbetyl ester, polyoxyethylene acid sorbetyl ester, polyoxyethylene acid sorbetyl ester, polyoxyethylene ethoxylate, polyoxyethylene ethoxylate.
- Dusts are obtained by grinding the active ingredient with finely divided solid substances, for example talc, natural clays, such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
- Granules can either be produced by spraying the active ingredient onto adsorbable, granulated inert material or by applying active ingredient concentrates by means of adhesives, for example polyvinyl alcohol, sodium polyacrylic acid or mineral oils, to the surface of carriers such as sand, kaolinite or granulated inert material.
- Suitable active ingredients can also be granulated in the manner customary for the production of fertilizer granules, if desired in a mixture with fertilizers.
- Water-dispersible granules are generally produced using processes such as spray drying, fluidized bed granulation, plate granulation, mixing with high-speed mixers and extrusion without solid inert material.
- the agrochemical preparations generally contain 0.1 to 99 percent by weight, in particular 2 to 95 percent by weight, of active ingredients of types A and / or B, the following concentrations being customary depending on the type of formulation:
- the active substance concentration in wettable powders is e.g. about 10 to 95 wt .-%, the rest of 100 wt .-% consists of conventional formulation components.
- the active substance concentration can e.g. 5 to 80
- Dust-like formulations usually contain 5 to 20% by weight of active ingredient, sprayable solutions about 0.2 to 25% by weight of active ingredient.
- the active ingredient content depends on
- Granulating agents and fillers can be used.
- the a rule the
- the content of the water-dispersible granules is between 10 and 90
- the active ingredient formulations mentioned may contain the customary adhesives, wetting agents, dispersants, emulsifiers, preservatives, antifreezes and solvents, fillers, dyes and carriers, defoamers, Evaporation inhibitors and agents that affect pH or viscosity.
- the formulations present in the commercial form are optionally diluted in the customary manner, e.g. for wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules using water.
- Preparations in the form of dust, ground granules or granules for spreading, and sprayable solutions are usually no longer diluted with other inert substances before use.
- the active compounds can be applied to the plants, parts of plants, plant seeds or the area under cultivation (arable soil), preferably to the green plants and parts of plants and, if appropriate, additionally to the arable soil.
- One possible application is the joint application of the active ingredients in the form of tank mixes, the optimally formulated concentrated formulations of the individual active ingredients being mixed together with water in the tank and the spray liquor obtained being applied.
- a common herbicidal formulation of the combination according to the invention of active ingredients A and B and surfactant C has the advantage of being easier to use because the amounts of the components have already been set in the correct ratio to one another.
- the auxiliaries in the formulation can be optimally coordinated with one another, while a tank mix of different formulations can result in undesired combinations of auxiliaries.
- most types of formulation are not suitable for a common formulation.
- Active substances of type A and surfactant C are hydrophilic and are usually formulated as a strongly salt-containing aqueous solution.
- Active ingredients B are largely insoluble in water and are usually formulated as emulsifiable concentrates or granules.
- the invention therefore also relates to a special mixed formulation which does not have the disadvantages mentioned above, and to the use thereof.
- the mixed formulation is an oil-in-water emulsion (EW), characterized by the content of a) 1 to 15% by weight of active ingredient of the type A mentioned
- suitable solvents are non-polar solvents, polar protic or aprotic dipolar solvents and mixtures thereof, the organic solvent forming an emulsified organic phase with the nitrodiphenyl ether herbicide in addition to the aqueous phase which contains the type A herbicide.
- Suitable solvents are aliphatic and aromatic hydrocarbons, such as. B. mineral oils or toluene, xylenes and naphthalene derivatives; halogenated aliphatic and aromatic hydrocarbons, such as methylene chloride or chlorobenzene; Ethers, such as diethyl ether, tetrahydrofuran (THF), dioxane,
- Alkylene glycol monoalkyl ethers and dialkyl ethers such.
- Ketones such as acetone and cyclohexanone
- Nitriles such as acetonitrile, propionitrile, butyronitrile and benzonitrile
- Sulfoxides and sulfones such as dimethyl sulfoxide (DMSO) and sulfolane;
- Oils e.g. B. plant-based such as corn oil and rapeseed oil.
- alcohols such as the alkanols methanol, ethanol, n- and i-propanol, n-, i-, t- and 2-butanol can often be used.
- Preferred organic solvents are aromatic hydrocarbons, such as. B. toluene, xylenes and naphthalene derivatives.
- Suitable emulsifiers are ionic surfactants and nonionic surfactants, for example as ionic emulsifiers: alkylarylsulfonic acid calcium salts such as Ca-dodecylbenzenesulfonate, phosphated
- Propylene oxide-ethylene oxide condensation products such as phosphated PO-EO
- Fatty acid polyglycol esters alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers,
- Block copolymers alkyl polyethers, polyols such as polyvinyl alcohol,
- Sorbitan fatty acid esters polyoxyethylene sorbitan fatty acid esters or
- Emulsifier mixtures of modified polyvinyl alcohol for example ® Mowiol 3/83, ® Mowiol 4/88; Hoechst
- phosphated PO-EO block copolymer for example Hoe S 361 8, Hoechst
- dodecylbenzenesulfonate calcium and Fatty alcohol polyglycol ether e.g. B. the usual formulation aids already mentioned above; preferred tools are
- Antifreeze and evaporation inhibitors such as glycerin, e.g. B. in one
- Preservatives e.g. B. ® Mergal K9N (Riedel) or ® Cobate C, in the usual application concentrations for the particular used
- Defoamers e.g. B. silicone defoamers such as anti-foam emulsion SRE, in the usual application concentrations.
- Preferred mixed formulations are EW formulations, characterized by a) 5 to 1 2% by weight glufosinate ammonium, b) 1 to 4% by weight nitrodiphenyl ether, c) 5 to 1 2% by weight fatty alcohol polyglycol ether sulfate, d ) 3 to 20% by weight, preferably 3-15% by weight, in particular 5 to 10
- Mixed formulations are preferred which contain 6 to 1 8% by weight of a herbicide combination of glufosinate-ammonium (racemic) and oxyfluorfen or lactofen in a weight ratio A: B of 10: 1 to 2: 1 and 5 to 1 2% by weight C.
- the EW mixed formulations are characterized by good physical and chemical storage stability. The handling of the formulations is simplified compared to that of a tank mix. When using the mixed formulations, biological results are obtained which are comparable to those of one Tank mix from the separately formulated components do not lag behind, but usually surpass them.
- a dusting agent is obtained by mixing 10 parts by weight of an active ingredient combination according to the invention and 90 parts by weight of talc as an inert substance and comminuting them in a hammer mill.
- a wettable powder which is readily dispersible in water is obtained by adding 25 parts by weight of active compounds A + B, 64 parts by weight of kaolin-containing quartz as an inert substance, 10 parts by weight of lignosulfonic acid potassium and 1 part by weight of oleoylmethyl tauric acid sodium mixes as a wetting and dispersing agent and grinds in a pin mill.
- a dispersion concentrate which is readily dispersible in water is obtained by mixing 20 parts by weight of active compounds A + B 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. Parts of paraffinic mineral oil (boiling range approx. 255 to 277 ° C) and ground in a friction ball mill to a fineness of less than 5 microns.
- An emulsifiable concentrate is obtained from 1 5 parts by weight of cyclohexanone as solvent and 10 parts by weight of oxyethylated nonylphenol as emulsifier.
- a water-dispersible granulate is obtained by adding 75 parts by weight of active ingredients A + B,
- a water-dispersible granulate is also obtained by
- Polyvinyl alcohol produced by partial saponification of polyvinyl acetate with a viscosity of 3 cP, measured in a 4% strength aqueous solution at 20 ° C., and a degree of hydrolysis of 83 mole percent.
- Polyvinyl alcohol produced by partial saponification of polyvinyl acetate and having a viscosity of 4 cP, measured in a 4% strength aqueous solution at 20 ° C., and a degree of hydrolysis of 88 mole percent.
- Phenylsulfonate CA (Hoechst): C 12 alkyl benzenesulfonate calcium
- Antifoam emulsion SRE (Wacker): antifoam based on silicone oil Biological examples
- Various economically important weeds and grasses are grown under natural outdoor conditions. After certain development stages have been reached (expressed by the number of unfolded leaves or by the height), a tank mix of the respective herbicides with the surfactant C or a tank mix of the herbicide mixtures and the surfactant C are applied under standard conditions, i.e. H. with a plot sprayer with a water application rate of 300-400 liters of water per hectare. In the period of 1 to 3 weeks after application, the herbicidal activity of the active compounds or mixtures of active compounds is visually assessed on the basis of the treated plots in comparison to untreated control plots. Damage and development of all parts of the plant above ground are recorded.
- A1 glufosinate ammonium (rac.)
- C1 C 12 / C 14 fatty alcohol diethylene glycol ether sulfate Na ( ® Genapol LRO)
- ERISP Erigeron sp.
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)
Abstract
L'invention concerne des agents herbicides contenant A) des glufosinates ou leurs sels ou bien des agents analogues comme le bialaphos, B) un herbicide aux éthers de nitrodiphényle comme l'oxyfluorophène et C) un tensioactif d'alkylpolyglycoléthersulfate. Ces agents herbicides présentent des effets herbicides synergiques. Les constituants A, B et C peuvent être formulés conjointement sous forme d'une émulsion aqueuse dans laquelle il y a 1-15 % de A, 0,1 à 5 % de B, 1-15 % de C, 3 à 30 % de solvant organique, 40-60 % d'eau, 2-10% d'émulsifiant et 0 à 20 % d'adjuvants de formulation usuels.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19501986 | 1995-01-24 | ||
| DE19501986A DE19501986A1 (de) | 1995-01-24 | 1995-01-24 | Synergistische herbizide Mittel aus Basis Glufosinate und Nitrodiphenylethern sowie deren Formulierungen |
| PCT/EP1996/000072 WO1996022692A1 (fr) | 1995-01-24 | 1996-01-10 | Agents herbicides synergiques a base de glufosinates et d'ethers de nitrodiphenyle et leurs formulations |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0805627A1 true EP0805627A1 (fr) | 1997-11-12 |
Family
ID=7752134
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP96900574A Ceased EP0805627A1 (fr) | 1995-01-24 | 1996-01-10 | Agents herbicides synergiques a base de glufosinates et d'ethers de nitrodiphenyle et leurs formulations |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP0805627A1 (fr) |
| JP (1) | JPH10512575A (fr) |
| KR (1) | KR19980701620A (fr) |
| CN (1) | CN1169099A (fr) |
| AU (1) | AU4437596A (fr) |
| BR (1) | BR9606986A (fr) |
| CA (1) | CA2211200A1 (fr) |
| CZ (1) | CZ227897A3 (fr) |
| DE (1) | DE19501986A1 (fr) |
| HU (1) | HUP9702457A3 (fr) |
| WO (1) | WO1996022692A1 (fr) |
| ZA (1) | ZA96502B (fr) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19814092A1 (de) * | 1997-04-15 | 1998-10-22 | Stefes Agro Gmbh | Pflanzenschutzmittel |
| DE19836700A1 (de) * | 1998-08-13 | 2000-02-17 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel für tolerante oder resistente Getreidekulturen |
| DE19836659A1 (de) * | 1998-08-13 | 2000-02-17 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel für tolerante oder resistente Baumwollkulturen |
| DE19836684A1 (de) | 1998-08-13 | 2000-02-17 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel für tolerante oder resistente Reiskulturen |
| DE10022990A1 (de) * | 2000-05-11 | 2001-11-22 | Aventis Cropscience Gmbh | Kombination von Pflanzenschutzmitteln mit Wasserstoffbrücken bildenden Polymeren |
| DE102004026935A1 (de) * | 2004-06-01 | 2005-12-22 | Bayer Cropscience Gmbh | Konzentrierte Pflanzenschutzmitteldispersionen auf Wasserbasis |
| DE102004026938A1 (de) * | 2004-06-01 | 2005-12-22 | Bayer Cropscience Gmbh | Schaumarme wäßrige Formulierungen für den Pflanzenschutz |
| EP1869978A1 (fr) * | 2006-06-21 | 2007-12-26 | Bayer CropScience AG | Préparations peu moussantes pour la protection des plantes |
| CN101554163B (zh) * | 2008-04-08 | 2012-12-12 | 中国农业科学院农业环境与可持续发展研究所 | 农药助剂及其制备方法 |
| CN102763676A (zh) * | 2012-07-13 | 2012-11-07 | 王学权 | 一种含有草铵膦的除草剂 |
| CN103907637A (zh) * | 2013-01-06 | 2014-07-09 | 天津市北方创业园林股份有限公司 | 高效作物田除草剂 |
| CN105284796A (zh) * | 2015-11-20 | 2016-02-03 | 佛山市盈辉作物科学有限公司 | 除草剂添加剂、含除草剂添加剂的除草组合物及生产设备 |
| CN105613572A (zh) * | 2016-03-02 | 2016-06-01 | 湖南农大海特农化有限公司 | 一种含有草铵膦的微乳剂及其制备方法 |
| CN109068656A (zh) * | 2016-05-12 | 2018-12-21 | 巴斯夫欧洲公司 | 稳定的含草铵膦的除草组合物 |
| CN106070305A (zh) * | 2016-06-08 | 2016-11-09 | 济南绿霸农药有限公司 | 一种含草铵膦和乙羧氟草醚的除草组合物及其制备方法 |
| BR122023020950A2 (pt) * | 2017-08-09 | 2024-01-16 | Basf Se | Uso de uma mistura herbicida, mistura pesticida, composição pesticida e método para controlar a vegetação indesejável |
| WO2019030097A2 (fr) | 2017-08-09 | 2019-02-14 | Basf Se | Mélanges herbicides comprenant du l-glufosinate et leur utilisation dans des cultures de soja |
| KR20200036013A (ko) * | 2017-08-09 | 2020-04-06 | 바스프 에스이 | L-글루포시네이트 또는 이의 염 및 하나 이상의 프로토포르피리노겐-ix 옥시다아제 저해제를 포함하는 제초제 혼합물 |
| CN109042720A (zh) * | 2018-07-25 | 2018-12-21 | 安徽华星化工有限公司 | 一种草铵膦、精喹禾灵、乙氧氟草醚除草剂组合物 |
| WO2020025393A1 (fr) * | 2018-07-30 | 2020-02-06 | Bayer Aktiengesellschaft | Combinaisons contenant du pva et certains herbicides ayant des propriétés améliorées |
| CN115336591A (zh) * | 2018-07-30 | 2022-11-15 | 拜耳公司 | 具有改进性能的除草剂组合物 |
| CN109452306A (zh) * | 2018-08-20 | 2019-03-12 | 四川利尔作物科学有限公司 | 除草组合物及其应用 |
| EP3874952B1 (fr) | 2018-10-31 | 2026-03-04 | Kao Corporation | Composition herbicide |
| MY204732A (en) * | 2018-10-31 | 2024-09-11 | Kao Corp | Herbicide composition |
| WO2021151744A1 (fr) | 2020-01-31 | 2021-08-05 | Basf Se | Combinaisons herbicides comprenant du glufosinate et de l'oxyfluorène |
| WO2021151752A1 (fr) | 2020-01-31 | 2021-08-05 | Basf Se | Associations d'herbicides comprenant du glufosinate et des inhibiteurs de ppo sélectionnés |
| US12262715B2 (en) | 2020-02-05 | 2025-04-01 | Basf Se | Herbicidal mixtures comprising L-glufosinate or its salt and at least one protoporphyrinogen-IX oxidase inhibitor |
| CN116507203A (zh) * | 2020-10-27 | 2023-07-28 | 巴斯夫欧洲公司 | 农药微乳剂组合物 |
| CN112715571A (zh) * | 2021-01-06 | 2021-04-30 | 合肥尚邦植保科技有限公司 | 一种三元除草组合物及其应用 |
| CN116828987A (zh) * | 2021-02-05 | 2023-09-29 | 巴斯夫欧洲公司 | 液体除草组合物 |
| WO2022190129A1 (fr) * | 2021-03-09 | 2022-09-15 | Willowood Chemicals Private Limited | Compositions herbicides comprenant un composé d'acide phosphonique |
| WO2023053139A1 (fr) | 2021-10-01 | 2023-04-06 | Upl Limited | Composition agrochimique stable |
| BR102022004384A2 (pt) * | 2021-10-07 | 2023-04-18 | Upl Limited | Método para controlar o crescimento de vegetação indesejada |
| WO2023062434A1 (fr) * | 2021-10-11 | 2023-04-20 | Upl Limited | Procédé de lutte contre la croissance de végétation indésirable |
| WO2023062435A1 (fr) * | 2021-10-11 | 2023-04-20 | Upl Limited | Procédé de lutte contre la croissance de végétation indésirable |
| EP4646106A1 (fr) * | 2023-01-05 | 2025-11-12 | Adama Agan Ltd. | Composition agrochimique, procédés, utilisation et kits |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3035554A1 (de) * | 1980-09-20 | 1982-05-06 | Hoechst Ag, 6000 Frankfurt | Herbizide mittel |
| JPH01233203A (ja) * | 1988-03-12 | 1989-09-19 | Mitsubishi Petrochem Co Ltd | 除草剤組成物 |
| DE4029304A1 (de) * | 1990-09-15 | 1992-03-19 | Hoechst Ag | Synergistische herbizide mittel |
-
1995
- 1995-01-24 DE DE19501986A patent/DE19501986A1/de not_active Withdrawn
-
1996
- 1996-01-10 KR KR1019970705014A patent/KR19980701620A/ko not_active Withdrawn
- 1996-01-10 AU AU44375/96A patent/AU4437596A/en not_active Abandoned
- 1996-01-10 CN CN96191578A patent/CN1169099A/zh active Pending
- 1996-01-10 JP JP8522577A patent/JPH10512575A/ja active Pending
- 1996-01-10 HU HU9702457A patent/HUP9702457A3/hu unknown
- 1996-01-10 WO PCT/EP1996/000072 patent/WO1996022692A1/fr not_active Ceased
- 1996-01-10 EP EP96900574A patent/EP0805627A1/fr not_active Ceased
- 1996-01-10 CA CA002211200A patent/CA2211200A1/fr not_active Abandoned
- 1996-01-10 BR BR9606986A patent/BR9606986A/pt not_active Application Discontinuation
- 1996-01-10 CZ CZ972278A patent/CZ227897A3/cs unknown
- 1996-01-23 ZA ZA96502A patent/ZA96502B/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO9622692A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2211200A1 (fr) | 1996-08-01 |
| WO1996022692A1 (fr) | 1996-08-01 |
| ZA96502B (en) | 1996-08-13 |
| DE19501986A1 (de) | 1996-07-25 |
| CZ227897A3 (en) | 1997-10-15 |
| HUP9702457A3 (en) | 1998-08-28 |
| HUP9702457A2 (hu) | 1998-03-30 |
| MX9705604A (es) | 1997-11-29 |
| KR19980701620A (ko) | 1998-06-25 |
| JPH10512575A (ja) | 1998-12-02 |
| CN1169099A (zh) | 1997-12-31 |
| AU4437596A (en) | 1996-08-14 |
| BR9606986A (pt) | 1997-11-04 |
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