EP4346404A1 - Nouveau procédé de lutte contre les nuisibles - Google Patents
Nouveau procédé de lutte contre les nuisiblesInfo
- Publication number
- EP4346404A1 EP4346404A1 EP22729240.6A EP22729240A EP4346404A1 EP 4346404 A1 EP4346404 A1 EP 4346404A1 EP 22729240 A EP22729240 A EP 22729240A EP 4346404 A1 EP4346404 A1 EP 4346404A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- adjuvant
- water
- formulation
- pesticide
- pesticides
- 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.)
- Pending
Links
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- 238000002347 injection Methods 0.000 description 1
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- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
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- 229930014550 juvenile hormone Natural products 0.000 description 1
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- 239000011785 micronutrient Substances 0.000 description 1
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- 239000003992 organochlorine insecticide Substances 0.000 description 1
- 150000004866 oxadiazoles Chemical class 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 239000003961 penetration enhancing agent Substances 0.000 description 1
- QIIPQYDSKRYMFG-UHFFFAOYSA-N phenyl hydrogen carbonate Chemical class OC(=O)OC1=CC=CC=C1 QIIPQYDSKRYMFG-UHFFFAOYSA-N 0.000 description 1
- 150000008060 phenylpyrroles Chemical class 0.000 description 1
- PTMHPRAIXMAOOB-UHFFFAOYSA-N phosphoramidic acid Chemical class NP(O)(O)=O PTMHPRAIXMAOOB-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 125000005543 phthalimide group Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- IBBMAWULFFBRKK-UHFFFAOYSA-N picolinamide Chemical class NC(=O)C1=CC=CC=N1 IBBMAWULFFBRKK-UHFFFAOYSA-N 0.000 description 1
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical class OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 235000021018 plums Nutrition 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- XCRZAIPPBHIKOR-UHFFFAOYSA-N prop-2-enyl 4-amino-3-fluorobenzoate Chemical compound NC1=CC=C(C(=O)OCC=C)C=C1F XCRZAIPPBHIKOR-UHFFFAOYSA-N 0.000 description 1
- ZYHMJXZULPZUED-UHFFFAOYSA-N propargite Chemical compound C1=CC(C(C)(C)C)=CC=C1OC1C(OS(=O)OCC#C)CCCC1 ZYHMJXZULPZUED-UHFFFAOYSA-N 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical class CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- QHMTXANCGGJZRX-WUXMJOGZSA-N pymetrozine Chemical compound C1C(C)=NNC(=O)N1\N=C\C1=CC=CN=C1 QHMTXANCGGJZRX-WUXMJOGZSA-N 0.000 description 1
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- QDGHXQFTWKRQTG-UHFFFAOYSA-N pyrimidin-2-ylhydrazine Chemical class NNC1=NC=CC=N1 QDGHXQFTWKRQTG-UHFFFAOYSA-N 0.000 description 1
- 150000008512 pyrimidinediones Chemical class 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- WUKKREVJKMPFTB-UHFFFAOYSA-N pyrrolo[2,3-h]quinolin-2-one Chemical class C1=C2N=CC=C2C2=NC(=O)C=CC2=C1 WUKKREVJKMPFTB-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical class C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 235000021013 raspberries Nutrition 0.000 description 1
- HELXLJCILKEWJH-NCGAPWICSA-N rebaudioside A Chemical compound O([C@H]1[C@H](O)[C@@H](CO)O[C@H]([C@@H]1O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@]12C(=C)C[C@@]3(C1)CC[C@@H]1[C@@](C)(CCC[C@]1([C@@H]3CC2)C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HELXLJCILKEWJH-NCGAPWICSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229940080817 rotenone Drugs 0.000 description 1
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000007659 semicarbazones Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 230000002311 subsequent effect Effects 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 150000008054 sulfonate salts Chemical class 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- MLGCXEBRWGEOQX-UHFFFAOYSA-N tetradifon Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC(Cl)=C(Cl)C=C1Cl MLGCXEBRWGEOQX-UHFFFAOYSA-N 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical class NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 description 1
- MCVUKOYZUCWLQQ-UHFFFAOYSA-N tridecylbenzene Chemical class CCCCCCCCCCCCCC1=CC=CC=C1 MCVUKOYZUCWLQQ-UHFFFAOYSA-N 0.000 description 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
- IPLYEZKKADASMG-UHFFFAOYSA-N trioctan-3-yl phosphate Chemical compound CCCCCC(CC)OP(=O)(OC(CC)CCCCC)OC(CC)CCCCC IPLYEZKKADASMG-UHFFFAOYSA-N 0.000 description 1
- SBXWFLISHPUINY-UHFFFAOYSA-N triphenyltin Chemical class C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 SBXWFLISHPUINY-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000011514 vinification Methods 0.000 description 1
- 229940117958 vinyl acetate Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 241000228158 x Triticosecale Species 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
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- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P3/00—Fungicides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P13/00—Herbicides; Algicides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P21/00—Plant growth regulators
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/02—Acaricides
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/04—Insecticides
Definitions
- the present invention is directed to a method for controlling phytopathogenic fungi and/or unde sired plant growth and/or undesired insect or mite attack and/or for regulating the growth of plants, comprising the following steps i) Providing a formulation F comprising one or more pesticides P, said pesti cide P being insoluble in water and said pesticide P being dissolved in a wa ter immiscible solvent S; ii) Preparing a mixture of formulation F, water and an adjuvant A, wherein said adjuvant A by itself is not miscible with water and wherein said one or more pesticides P have a solubility in said adjuvant A of below 10 g/l; iii) allowing the resulting mixture obtained in step ii) to act on the respective pests, their environment or the crop plants to be protected from the respective pest, on the soil and/or on undesired plants and/or on the crop plants and/or on their environment.
- uptake enhancers like alcohol alkoxylates that can act as rain fastness enhancers since they accelerate penetration of active ingredients into the plant. Upon penetration of the plant the active ingredients cannot be washed away by a rain event anymore.
- WO2012001068 and WO2012003060 discloses the use of certain polymer dispersions for im proving the rain fastness of pesticide formulations.
- a method for controlling phytopathogenic fungi and/or undesired plant growth and/or undesired insect or mite attack and/or for regulating the growth of plants comprising the following steps i) Providing a formulation F comprising one or more pesticides P, said pesti cide P being insoluble in water and said pesticide P being dissolved in a wa ter immiscible solvent S; ii) Preparing a mixture of formulation F, water and an adjuvant A, wherein said adjuvant A by itself is not miscible with water and wherein said one or more pesticides P have a solubility in said adjuvant A of below 10 g/l at 20°C; iii) allowing the resulting mixture obtained in step ii) to act on the respective pests, their environment or the crop plants to be protected from the respective pest, on the soil and/or on undesired plants and/or on the crop plants and/or on their environment.
- pesticide refers to at least one active substance selected from the group of the fungi cides, insecticides, nematicides, herbicides, safeners, biopesticides and/or growth regulators.
- Preferred pesticides P are fungicides, insecticides, herbicides and growth regulators.
- In one em bodiment pesticides P are selected from fungicides, insecticides and herbicides.
- Especially pre ferred pesticides P are fungicides. Mixtures of pesticides of two or more of the abovementioned classes may also be used.
- Suitable insecti cides include insecticides from the class of the carbamates, organophosphates, organochlorine insecticides, phenylpyrazoles, pyrethroids, neonicotinoids, spinosins, avermectins, milbemycins, juvenile hormone analogs, alkyl halides, organotin compounds nereistoxin analogs, benzo- ylureas, diacylhydrazines, METI acarizides, and insecticides such as chloropicrin, pymetrozin, flonicamid, clofentezin, hexythiazox, etoxazole, diafenthiuron, propargite, tetradifon, chlorofenapyr, DNOC, buprofezine, cyroma
- Suitable fungicides include fungicides from the clas ses of dinitroanilines, allylamines, anilinopyrimidines, antibiotics, aromatic hydrocarbons, ben- zenesulfonamides, benzimidazoles, benzisothiazoles, benzophenones, benzothiadiazoles, ben- zotriazines, benzyl carbamates, carbamates, carboxamides, carboxylic acid diamides, chloroni- triles cyanoacetamide oximes, cyanoimidazoles, cyclopropanecarboxamides, dicarboximides, dihydrodioxazines, dinitrophenyl crotonates, dithiocarbamates, dithiolanes, ethylphosphonates, ethylaminothiazolecarboxamides, guanidines, hydroxy-(2-amino)pyrimidines, hydroxyanilides, imidazoles
- Suitable herbicides include herbicides from the classes of the acetamides, amides, aryloxyphe- noxypropionates, benzamides, benzofuran, benzoic acids, benzothiadiazinones, bipyridylium, carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dini- trophenol, diphenyl ether, glycines, imidazolinones, isoxazoles, isoxazolidinones, nitriles, N- phenylphthalimides, oxadiazoles, oxazolidinediones, oxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, phosphinic acids, phosphoroamidates, phosphorodithi
- Pesticides P are insoluble in water, meaning that pesticide P have a solubility in water of less than 10 g/l at 20 °C.
- pesticides P have a solubility in water of less thanl g/l, and in particular less than 0.5 g/l, in each case at 20 °C.
- pesticide P is selected from prothioconazole, pyraclostrobin, flufenoxadiazam, metyltetraprol, mefentrifluconazol, florylpicoxamid, pydiflumetofen or mixtures thereof.
- pesticide P is selected from prothioconazole, flufenoxadiazam, metyltetraprol, mefentrifluconazol, florylpicoxamid, pydiflumetofen or mixtures thereof.
- pesticide P comprises a mixture of metyltetraprol and mefentrifluconazol.
- Formulations of the invention normally comprise a pesticidally effective amount of a pesticide.
- effective amount denotes an amount of the composition or of the pesticide, which is sufficient for controlling harmful pests on or around cultivated plants or in the protection of mate rials and which does not result in a substantial damage to the treated plants upon use and, if applicable after dilution with water. Such an amount can vary in a broad range and is dependent on various factors, such as the fungal species to be controlled, the treated cultivated plant or material, the climatic conditions and the specific pesticide used.
- formulation F comprises pesticide P dissolved in a solvent S that is water immiscible.
- water immiscible as used herein in relation to solvents and adjuvants A shall mean that a solvent that is “immiscible” with water has a solubility in water of less than 10 % by weight at 20 °C, preferably less than 1 wt% at 20 °C and more preferably of less than 0.5 wt% at 20 °C. Unless stated otherwise, all solubilities or miscibilities given herein are at 20 °C.
- Solvent S may comprise one solvent or of a mixture of solvents.
- solvent S comprises a mixture of different solvents, at least 70 wt% of the components of solvent S shall be water im miscible.
- solvent S can be a mixture comprising 70 - 95 wt% of water immiscible solvent like Solvesso, benzyl acetate or capric acid dimethylamide and further comprising 5 to 30 wt% of a water miscible solvent like N-alkylpyrrolidone, N-methylpyrrolidone, N-butylpyrroli- done, propylene carbonate, lactic acid N,N-dimethylamide or DMSO.
- solvents S In principle all water immiscible solvents in which the solubility of pesticides P is sufficiently high are suitable as solvents S.
- the solubility of pesticides P in solvent S needs to be at least 10 g/l, preferably at least 20 g/l at 20 °C.
- suitable solvents S include: ketones, e.g. acetophenone; carbonates, e.g. dibutyl carbonate; esters, e.g. benzyl acetate, benzyl lactate, 2-phenoxyethyl propionate, alkyl benzoates like me thyl benzoate, ethyl benzoate, propyl benzoate, butyl benzoate; lactates, e.g.
- 2-ethylhexyl lactate fatty acid esters, fatty acids; phosphonates; fatty acid amines; pyrrolidones, such as N-octylpyrrolidone, N-ethyl pyrrolidone, N-docedyl pyrrolidone; fatty acid amides, e.g. N,N-dimethyloctanamide, N,N-dimethylnonaneamide, N,N-dimethylde- canamide, N,N-Dimethyl 9-decenamide, lauryl N,N-dimethylamide, lauryl N,N-dimethylamide, and mixtures thereof.
- pyrrolidones such as N-octylpyrrolidone, N-ethyl pyrrolidone, N-docedyl pyrrolidone
- fatty acid amides e.g. N,N-dimethyloctanamide, N,
- C8 dimethylamide and “N,N-dimethyl octaneamide” shall be understood to mean ”C8 fatty acid N,N-dimethylamide” (analogously for other chain lengths).
- “Fatty acid” herein shall denote a linear or branched carboxylic acid with a saturated or unsatu rated aliphatic chain.
- Preferred solvents S comprise tris hexyl trimellitate, bis(2-ethylhexyl)terephthalate, di-n-butyl terephthalate, phenyl ethyl acetate, tris(2-butoxyethyl)phosphate, phenoxyethyl isobutyrate, branched C11-14 alcohol, oleyl alcohol, N,N-dimethyldecanamide, benzyl acetate, alkylnaph- thalenes, diethyl phthalate, 1-octanol, N,N-dimethyldodecanamide, N,N-dimethyloctanamide, 2- octyldodecan-1-ol, 2-hexyldecan-1-ol, 1-decyl alcohol, isononyl alcohol, 2-octanol, dioctyl ether, ethyl cinnamate, benzyl isovalerate
- the present invention is directed to methods for con trolling phytopathogenic fungi and/or undesired plant growth and/or undesired insect or mite at tack and/or for regulating the growth of plants, comprising the following steps i) Providing a formulation F comprising one or more pesticides P, said pesti cide P being insoluble in water and said pesticide P being dissolved in a wa ter immiscible solvent S, where the solubility of pesticide P in solvent S is 10 g/l or higher at 20°C; ii) Preparing a mixture of formulation F, water and an adjuvant A, wherein said adjuvant A is not miscible with water and wherein said one or more pesticides P have a solubility in said adjuvant A of below 10 g/l at 20 °C; iii) allowing the resulting mixture obtained in step ii) to act on the respective pests, their environment or the crop plants to be protected from the respective pest
- formulation F is an emulsifiable concentrate (EC) formulation of pesticide P.
- EC emulsifiable concentrate
- formulation F is a suspoemulsion (SE) comprising pesticide P dissolved in the oil phase of the suspoemulsion.
- pesticide P is comprised in formulation F in an amount of 1 to 700 g/l, preferably 10 to 500 g/l. In one embodiment, pesticide P is comprised in formulation F in an amount of 10 to 200 g/l or 10 to 100 g/l.
- formulation F comprises less then 10 wt%, preferably less than 2 wt%, more prefera bly less than 1 wt% and especially preferably less than 0.1 wt% of adjuvant A, in each case based on the formulation. In one embodiment, formulation F comprises no adjuvant A.
- Formulations F may comprise auxiliaries as they are customarily used in agrochemical formula tions.
- auxiliaries are surfactants, dispersants, emulsifiers, wetters, fur ther adjuvants, solubilizers, penetration enhancers, protective colloids, adhesion agents, thick eners, repellents, compatibilizers, bactericides, anti-freezing agents, anti-foaming agents, color ants, tackifiers and binders.
- Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. Such surfactants can be used as emulsifier, dispersant, solubilizer, wetter, penetration enhancer, protective col loid, or adjuvant. Examples of surfactants are listed in McCutcheon’s, Vol.1 : Emulsifiers & Detergents, McCutcheon’s Directories, Glen Rock, USA, 2008 (International Ed. or North Ameri can Ed.).
- Suitable anionic surfactants are alkali, alkaline earth or ammonium salts of sulfonates, sulfates, phosphates, carboxylates, and mixtures thereof.
- sulfonates are alkylarylsulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignine sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of con densed naphthalenes, sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates or sulfosuccinamates.
- Examples of sulfates are sulfates of fatty acids and oils, of ethoxylated alkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acid esters.
- Examples of phosphates are phosphate esters.
- Examples of carboxylates are alkyl carboxylates, and carboxylated alcohol or alkylphenol ethoxylates.
- Suitable nonionic surfactants are alkoxylate surfactants, N-substituted fatty acid amides, amine oxides, esters, sugar-based surfactants, polymeric surfactants, and mixtures thereof.
- alkoxylate surfactants are compounds such as alcohols, alkylphenols, amines, amides, ar ylphenols, fatty acids or fatty acid esters which have been alkoxylated with 1 to 50 equivalents.
- Ethylene oxide and/or propylene oxide may be employed for the alkoxylation, preferably eth ylene oxide.
- N-substituted fatty acid amides are fatty acid glucamides or fatty acid alkanolamides.
- esters are fatty acid esters, glycerol esters or monoglycerides.
- sugar-based surfactants are sorbitans, ethoxylated sorbitans, sucrose and glucose esters or alkylpolyglucosides.
- polymeric surfactants are home- or copolymers of vinylpyrrolidone, vinylalcohols, or vinylacetate.
- Suitable cationic surfactants are quaternary surfactants, for example quaternary ammonium compounds with one or two hydrophobic groups, or salts of long-chain primary amines.
- Suitable amphoteric surfactants are alkylbetains and imidazolines.
- Suitable block polymers are block polymers of the A-B or A-B-A type comprising blocks of polyethylene oxide and polypropylene oxide, or of the A-B-C type comprising alkanol, polyethylene oxide and polypropylene oxide.
- Suitable polyelectrolytes are polyacids or polybases. Examples of polyacids are alkali salts of polyacrylic acid or polyacid comb polymers. Examples of polybases are polyvinylamines or poly- ethyleneamines.
- Suitable further adjuvants are compounds, which have a neglectable or even no pesticidal ac tivity themselves, and which improve the biological performance of the pesticide on the target.
- examples are surfactants, mineral or vegetable oils, and other auxiliaries. Further examples are listed by Knowles, Adjuvants and additives, Agrow Reports DS256, T&F Informa UK, 2006, chapter 5.
- Suitable thickeners are polysaccharides (e.g. xanthan gum, carboxymethylcellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.
- Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazoli- nones and benzisothiazolinones.
- Suitable anti-freezing agents are ethylene glycol, propylene glycol, urea and glycerin.
- Suitable anti-foaming agents are silicones, long chain alcohols, and salts of fatty acids.
- Suitable colorants are pigments of low water solubility and water- soluble dyes.
- examples are inorganic colorants (e.g. iron oxide, titan oxide, iron hexacyanofer- rate) and organic colorants (e.g. alizarin-, azo- and phthalocyanine colorants).
- Suitable tackifiers or binders are polyvinylpyrrolidons, polyvinylacetates, polyvinyl alcohols, polyacrylates, biological or synthetic waxes, and cellulose ethers.
- formulations F comprise one or more suitable surfactants or emulsifiers to facili tate its emulsification in water.
- formulation F comprises one or more nonionic and/or anionic surfactants.
- Adjuvant A is typically liquid at 20 °C.
- Adjuvant A by itself is immiscible with water and said one or more pesticides P have a solubility in adjuvant A of below 10 g/l, preferably below 5 g/l or below 1 g/l, in each case at 20 °C.
- Suitable adjuvants A may include paraffinic oils, aliphatic oils, aromatic oils, vege table oil alkyl esters, fatty acid alkyl esters, polyether modified siloxanes, C8-C18 branched or linear alcohol alkoxylates, alkyl phosphates and mixtures thereof.
- Suitable adjuvants A may include paraffinic oils, aliphatic oils, aromatic oils, vege table oil alkyl esters, alkyl phosphates and mixtures thereof.
- Adjuvants A may include the following:
- adjuvant A are vegetable oil methyl ester, tris(2-ethylhexyl) phosphate and mixtures thereof.
- adjuvant A is used in combination with suitable emulsifiers. This helps to facilitate its emulsification upon mixing with water.
- said emulsifiers comprise alkylben- zene sulfonate salts, polyalkoxylated plant oils and/or polyalkoxylated sorbitan esters.
- said emulsifiers comprise alkylbenzene sulfonate salts, polyalkoxylated plant oils and polyalkoxylated sorbitan esters. The choice of the emulsifier is normally not critical for the invention and not problematic for the skilled person.
- adjuvant A is added in step ii) in combination with one or more emulsifiers.
- adjuvant A is applied as a mixture comprising 0.1 to 50 wt% of emulsifiers, preferably 0.3 to 45 wt%. In one embodiment adjuvant A is applied as a mixture comprising 0.5 to 10 wt% of emulsifiers, in each case based on the combined amount of adjuvant A and emul sifiers. “Applied” in this context means “added to the aqueous mixture in step ii)”.
- adjuvant A added in step ii) as a mixture comprising an alkylbenzene sul fonate salt, a polyalkoxylated plant oil and/or a polyalkoxylated sorbitan ester.
- adjuvant A is applied as a mixture comprising 0.1 to 5 % w/w of an al kylbenzene sulfonate salt, 0.1 to 10 % w/w of a polyalkoxylated plant oil and/or 0.1 to 10 % of a polyalkoxylated sorbitan ester, in each case based on the combined amount of adjuvant A and the emulsifiers.
- formulation F comprises pesticide P in relatively high concentrations
- water i.e. to emulsify formulation F in water
- spray solution typically comprise 0.03 to 16 grams of pesti cides P per liter.
- the amount of adjuvant A in the spray solution is adjusted such that 50 to 1000 g, preferably 100 to 500 g of adjuvant A per hectare are applied.
- the amount of adjuvant A in the spray solution is 0.17 g /I to 20 g/l, prefera bly 0.3 g/l to 10 g/l, more preferably 0.5 g/l to 5 g/l.
- the amount of adjuvant A in the spray solution is 0.1 g to 20 g per liter of spray solution, more preferably 0.2 g to 10 g per liter of spray solution and particularly prefera bly 0.4 to 10 g per liter or 0.5 to 2.5 g per liter of spray solution.
- a water insoluble adjuvant A wherein said ad juvant A by itself is not miscible with water at 20 °C and wherein said one or more pesticides have a solubility in said adjuvant A of below 10 g/l at 20 °C, improves the efficacy of pesticides P for controlling pests.
- the addition of adjuvant A improves that rain fastness of pesticides P. This may, for example lead to a higher uptake of pesticide P into the plant after rainfall.
- a mixture of formulation F, adjuvant A and water (also referred to as mixture M) is prepared in step ii).
- adjuvant A and formulation F are emulsified in water.
- adjuvant A is included in formulation F during the manufac ture of formulation F.
- formulation F and adjuvant A are in a first step mixed in the absence of water prior to the emulsification of formulation F in water.
- pesticide P may precipitate due to its low solubility in adjuvant A.
- adjuvant A When adjuvant A is added to formulation F prior to the mixture of formulation F with water, the addition of adjuvant A to formulation F is preferably done less than 1 week, more preferably 24 hours, even more preferably less than 2 hours prior to the mixing of formulation F with water.
- formulation F and adjuvant A are only added to the mixture one after the other with the second of the two being added only when the other has been emulsified in water.
- formulation F is emulsified in water, and to the so obtained emulsion adju vant A is then added and emulsified.
- adjuvant A is emulsified with water and to the so obtained emulsion formu lation F is then added and emulsified.
- adjuvant A and formulation F are mixed with water simultaneously while preferably ensuring that adjuvant A and formulation F are not in direct contact.
- ad juvant A and formulation F can be added to the water simultaneously through different pipes of inlets under stirring.
- formulation F and adjuvant A in water is typically carried by standard methods known to the skilled person, for example by stirring, e.g. with an ultraturrax.
- emulsifiers are preferably used to facilitate the emulsification.
- this invention is directed to oil in water emulsions containing at least two separate oil phases, wherein one oil phase is made up of solvent S that contains dis solved pesticide P and one oil phase is made up of adjuvant A.
- both oil phases may further contain one or more emulsifiers as described above.
- this invention is directed to agrochemical compositions, where said composition comprises one or more pesticide P, said pesticide P being insoluble in water and said pesticide P being dissolved in a water immiscible solvent S, wherein said solvent S is present as emulsified droplets in water; and where said composition further comprises at least one adjuvant A, wherein said adjuvant A is not miscible with water and wherein said one or more pesticides P have a solubility in said adjuvant A of below 10 g/l at 20 °C, and wherein said adjuvant A is present as emulsified drop lets in water, wherein adjuvant A and solvent S form at least partly separate oil phases.
- compositions typically comprise 0.03 to 16 grams of pesticides P per liter.
- the amount of adjuvant A in such compositions is 0.1 g /I to 20 g/l, prefera bly 0.3 g/l to 10 g/l, more preferably 0.5 g/l to 5 g/l.
- the mixture M When the mixture M has been prepared, it can be applied to act on the respective pests, their environment or the crop plants to be protected from the respective pest, on the soil and/or on undesired plants and/or on the crop plants and/or on their environment. In one embodiment, it is applied to the leaves of a crop (foliar application).
- a formulation F comprising metyltetraprol and mefentrifluconazol dissolved in a solvent S is prepared.
- Said formulation F is mixed with water and an adjuvant A that comprises a mineral oil, a vegetable oil alkyl ester and/or a phosporic acid alkyl ester.
- a formulation F comprising metyltetraprol and mefentrifluconazol dissolved in a solvent S that comprises benzyl acetate, alkyl naphthalenes, N,N-dimethylalkana- mides and/or a water miscible solvent like N-alkylpyrrolidone, N-methylpyrrolidone, N-butylpyr- rolidone, propylene carbonate, lactic acid N,N-dimethylamide or DMSO is prepared.
- Said formu lation F is mixed with water and an adjuvant A that preferably comprises a mineral oil, a vegeta ble oil alkyl ester and/or a phosporic acid alkyl ester.
- suitable crop plants are cereals, for example wheat, rye, barley, triticale, oats or rice; beet, for example sugar or fodder beet; pome fruit, stone fruit and soft fruit, for example ap ples, pears, plums, peaches, almonds, cherries, strawberries, raspberries, currants or goose berries; legumes, for example beans, lentils, peas, lucerne or soybeans; oil crops, for example oilseed rape, mustard, olives, sunflowers, coconut, cacao, castor beans, oil palm, peanuts or soybeans; cucurbits, for example pumpkins/squash, cucumbers or melons; fiber crops, for ex ample cotton, flax, hemp or jute; citrus fruit, for example oranges, lemons, grapefruit or tange rines; vegetable plants, for example spinach, lettuce, asparagus, cabbages, carrots, onions, to matoes, potatoes, pumpkin/squash or capsicums; plants of the laurel family,
- the amounts of pesticides P applied are, depending on the kind of effect desired, from 0.001 to 2 kg per ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05 to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.
- the amount of active substance applied depends on the kind of application area and on the desired effect. Amounts customarily applied in the protection of materials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of active substance per cubic meter of treated material.
- oils wetters, adjuvants, fertilizers, or micronutrients, and further pesti cides (e.g. herbicides, insecticides, fungicides, growth regulators, safeners) may be added to mixture M, if appropriate not until immediately prior to use.
- pesti cides e.g. herbicides, insecticides, fungicides, growth regulators, safeners
- These agents can be admixed with the compositions according to the invention in a weight ratio of 1:100 to 100:1 , preferably 1:10 to 10:1.
- mixture M usually from a predosage device, a knapsack sprayer, a spray tank, a spray plane, or an irrigation system.
- mixture M is made up with water, buffer, and/or further auxiliaries to the desired application concentration and the ready-to-use spray liq uor or the agrochemical composition according to the invention is thus obtained.
- 20 to 2000 liters, preferably 50 to 400 liters, of the mixture M are applied per hectare of agricultural useful area.
- the rain fastness of pesticides can be increased.
- the long-term efficacy of pesticide formulations can be improved.
- Pesticidal formulations can be stored over extended periods of time.
- the physical-chemical stability of pesticide formulations can be improved.
- HPLC-MS analysis of the uptake of metyltetraprol and mefentrifluconazol in the plant was done by a process that comprised harvesting of wheat leaves, washing of residual dried spray solu tion from the leaf surface with a suitable solvent, maceration of the washed wheat leaves, ex traction of metyltetraprol and mefentrifluconazol with a suitable solvent, centrifugation and sub sequent dilution of the supernatant for injection into HPLC device.
- Adjuvant A1 mixture of vegetable oil methyl ester and 8 wt% of emulsifiers
- Adjuvant A2 mixture of tris(ethylhexyl)phosphate and 40 wt% emulsifiers
- Adjuvant A3 mixture of mineral oil and 8 wt% emulsifiers
- emulsifiable concentrate (EC) formulations F1 to F3 For the preparation of emulsifiable concentrate (EC) formulations F1 to F3, all components were weighed into a glass or metal beaker of suitable size and were stirred until all active ingredient was completely dissolved. After all components were dissolved, the formulation so obtained was filtered over a 150 pm sieve. In formulation F3, Adjuvant A3 was included in the formulation F3 less than one week prior to the mixing of formulation F3 with water. The compositions of for mulations F1 to F3 are given in table 1. Table 1
- Examples in which an adjuvant A was added showed significantly higher amounts of the pesti- cide P in the plant.
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Abstract
L'invention concerne un procédé de lutte contre les champignons phytopathogènes et/ou la croissance de plantes indésirables et/ou l'attaque par des insectes ou des acariens indésirables et/ou de régulation de la croissance de plantes, le procédé comprenant les étapes suivantes : i) la fourniture d'une formulation F comprenant un ou plusieurs pesticides P, ledit pesticide P étant insoluble dans l'eau et ledit pesticide P étant dissous dans un solvant S non miscible dans l'eau ; ii) la préparation d'un mélange de formulation F, d'eau et d'un adjuvant A, ledit adjuvant A n'étant pas miscible dans l'eau et ledit ou lesdits pesticides P ayant une solubilité dans ledit adjuvant A inférieure à 10 g/l à 20 °C ; iii) ce qui permet au mélange obtenu à l'issue de l'étape ii) d'agir sur les nuisibles respectifs, leur environnement ou les plantes cultivées à protéger du nuisible respectif, sur le sol et/ou sur des plantes indésirables et/ou sur les plantes cultivées et/ou sur leur environnement.
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WO2012001068A2 (fr) | 2010-07-02 | 2012-01-05 | Bayer Cropscience Ag | Compositions insecticides ou acaricides à disponibilité améliorée sur la surface des plantes |
JP2013535419A (ja) | 2010-07-02 | 2013-09-12 | バイエル・インテレクチユアル・プロパテイー・ゲー・エム・ベー・ハー | 駆除組成物 |
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EP2787811A1 (fr) * | 2011-12-05 | 2014-10-15 | Basf Se | Concentré émulsionnable comprenant un pesticide, du diméthylsulfoxyde, de l'alcool benzylique et un lactate d'alkyle |
CA2856786C (fr) * | 2011-12-14 | 2020-03-31 | Basf Se | Concentre emulsifiable renfermant un pesticide, un amide, un carbonate, un solvant d'hydrocarbure et un surfactant nonionique |
CN105072900B (zh) * | 2013-03-27 | 2018-06-08 | 巴斯夫欧洲公司 | 包含农药、乳酸烷基酯、酰胺和二酯的可乳化浓缩物 |
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EP3104699B1 (fr) * | 2014-02-14 | 2018-08-29 | BASF Agro B.V. | Concentré émulsifiable comprenant un pesticide, un lactate d'alkyle et un lactamide |
CN104365591B (zh) * | 2014-10-23 | 2016-04-06 | 深圳市科玺化工有限公司 | 一种农药增效剂、制备方法及其应用 |
AU2016299332B2 (en) * | 2015-07-27 | 2020-07-09 | Basf Se | Emulsifiable concentrate comprising triazole fungicide, fatty acid amide and aromatic hydrocarbon |
EP3576528B1 (fr) * | 2017-02-01 | 2021-04-07 | Basf Se | Concentré émulsifiable |
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