ACTIVE COMPOUND COMBINATIONS HAVING INSECTICIDAL/ACARICIDAL PROPERTIES

20220132851 · 2022-05-05

    Inventors

    Cpc classification

    International classification

    Abstract

    The present invention relates to novel active compound combinations comprising at least one known compound of the formula (I) and at least one active compound of group (II), which combinations are highly suitable for controlling animal and microbial pests such as unwanted insects and/or unwanted acarids and/or unwanted nematodes.

    Claims

    1. An active compound combination comprising at least one compound of formula (I) ##STR00011## in which W and Y independently of one another represent hydrogen, C.sub.1-C.sub.4-alkyl, chlorine, bromine, iodine or fluorine, X represents C.sub.1-C.sub.4-alkyl, C.sub.1-C.sub.4-alkoxy, chlorine, bromine, iodine or fluorine, D represents hydrogen or methyl, A and B and the carbon atom to which they are attached represent C.sub.3-C.sub.6-cyclo-alkyl in which optionally one ring atom is replaced by a nitrogen and optionally monosubstituted by C1-C.sub.4-alkoxy or A, B and the carbon atom to which they are attached represent C.sub.3-C.sub.6-cycloalkyl which is substituted by a C.sub.1-C.sub.4-alkyl- or a C1-C.sub.4-alkoxy-C1-C2-alkyl-substituted alkylenedioxyl group which, together with the carbon atom to which it is attached, forms a five-membered or six-membered ketal, G represents hydrogen (a) or represents one of the groups ##STR00012## in which E represents a metal ion or an ammonium ion, M represents oxygen or sulphur, R.sup.1 represents straight-chain or branched C.sub.1-C.sub.6-alkyl, R.sup.2 represents straight-chain or branched C.sub.1-C.sub.6-alkyl and one or more fatty acids or derivatives thereof selected from the group consisting of unsaturated and saturated C.sub.11-24 fatty acids, salts thereof, esters thereof and/or mixtures thereof.

    2. The active compound combination according to claim 1, wherein said one or more fatty acids or derivatives thereof are selected from unsaturated and saturated C.sub.14-20 fatty acids, salts thereof, esters thereof and/or mixtures thereof.

    3. The active compound combination according to claim 1, wherein said one or more fatty acids or derivatives thereof are the Product Flipper®.

    4. The active compound combination according to claim 1, wherein the one or more fatty acids or derivatives thereof comprises two or more fatty acids selected from C16:0 fatty acids, C16:1 fatty acids, C18:0 fatty acid, C18:1 fatty acids, C18:2 fatty acids, and C18:3 fatty acids, and/or salts thereof.

    5. The active compound combination according to claim 1, wherein the one or more fatty acids or derivatives thereof comprises oleic acid and/or a salt thereof.

    6. The active compound combination according to claim 1, wherein the one or more fatty acids or derivatives thereof comprise one or more metal salts of fatty acids, which one or more metal salts of fatty acids are obtainable by a process comprising (a) Providing a vegetable oil, optionally olive oil; (b) Hydrolyzing triglyceride in the vegetable oil; (c) Extracting fatty acid from the hydrolyzed vegetable oil; and (d) Forming metal salt of extracted fatty acids.

    7. The active compound combination according to claim 1, wherein the fatty acid derivatives are one or more alkali metal salts and/or alkaline earth metal salts of fatty acids.

    8. The active compound combination according to claim 1, wherein the fatty acid derivatives are one or more salts of lithium, sodium, potassium, magnesium, calcium, aluminium, copper iron or zinc or a mixture thereof.

    9. The active compound combination according to claim 1, wherein the fatty acid derivatives are one or more salts of potassium.

    10. The active compound combination according to claim 1, comprising one or more compounds of formula (I) in which W represents methyl, X represents chlorine or methyl, (optionally methyl), Y represents chlorine, bromine or methyl, D represents hydrogen. A, B and the carbon atom to which they are attached represent saturated C.sub.6-cycloalkyl which is substituted by a alkylenedioxyl group which, together with the carbon atom to which it is attached, forms a five-membered or six-membered ketal, G represents hydrogen or represents one of the groups ##STR00013## in which M represents oxygen, E represents a metal ion or an ammonium ion, R.sup.1 represents straight-chain or branched C.sub.1-C.sub.4-alkyl, R.sup.2 represents straight-chain or branched C.sub.1-C.sub.4-alkyl.

    11. The active compound combination according to claim 1, comprising one or more compounds of the formula (I) in which: TABLE-US-00009 W X Y A B G D CH.sub.3 CH.sub.3 CH.sub.3 embedded image H H CH.sub.3 CH.sub.3 Cl embedded image H H CH.sub.3 CH.sub.3 Br embedded image H H CH.sub.3 CH.sub.3 CH.sub.3 embedded image H H CH.sub.3 CH.sub.3 Cl embedded image H H CH.sub.3 CH.sub.3 Br embedded image H H

    12. The active compound combination according to claim 1, comprising a compound of formula ##STR00020##

    13. The active compound combination according to claim 1, wherein the weight ratio of the compound of formula (I) and the at least one fatty acid or derivative thereof lies in a range of 200:1 to 1:200.

    14. The active compound combination according to claim 1, wherein the weight ratio of the compound of formula (I) and the at least one fatty acid or derivative thereof lies in a range of 1:1 to 1:200.

    15. A product comprising an active compound combination as defined in claim 1 for controlling animal pests.

    16. The product according to claim 15, wherein the animal pest is an insect or arachnid or acarid pest.

    17. A product comprising an active compound combination as defined in claim 1 for controlling one or more microbial pests.

    18. A product comprising an active compound combination as defined in claim 1 for controlling one or more nematodes.

    19. A product comprising an active compound combination as defined in claim 1 as a plant-strengthening agent.

    20. The product comprising an active compound combinations as defined in claim 1 on transgenic plants.

    21. A method for controlling one or more animal or microbial pests, comprising allowing an active compound combination as defined in claim 1 to act on said animal or microbial pests and/or a habitat thereof.

    22. The method according to claim 21, wherein the animal pest is an insect or arachnid or acarid pest.

    23. A process for preparing a crop protection agent, comprising mixing an active compound combination as defined in claim 1 with one or more extenders and/or surfactants.

    24. TA product comprising an active compound combination according to claim 1 for treating one or more plants or parts thereof selected from the group consisting of citrus, pome fruits, stone fruits, tropical fruits, nuts, berries, vegetables, cotton, soybean, grape, tea, coffee, maize, rice and ornamentals.

    Description

    EXAMPLE A

    Production of Fatty Acid Derivative

    [0206] A salt derivative of fatty acids can be prepared by the following method. This fatty acid salt derivative is obtained by mixing in a reactor a selection of fatty acids (C14-C18) derived from olive oil following oil hydrolysis whereby the glycerine is separated from the fatty acids and the fatty acids are subjected to fractional distillation in order to achieve the required specification. The fatty acids are made to react in a temperature controlled blending vessel with such quantity of potassium hydroxide and water for the production of the liquid fatty acid salt until solubilization of the components occurs and a liquid is produced that will readily form a true solution when diluted in water at the recommended rates of application for use in the field.

    EXAMPLE B

    [0207] Myzus persicae—Spray Test

    [0208] Solvent: 7 parts by weight of dimethylformamide

    [0209] Emulsifier: alkylaryl polyglycol ether

    [0210] To produce a suitable preparation of active compound, 1 part by weight of active compound is mixed with the stated amount of solvent and is diluted with water, containing an emulsifier concentration of 1000 ppm, to the desired concentration. Further test concentrations are prepared by dilution with emulsifier containing water. Ammonium salt in a dosage of 1000 ppm is added to the desired concentration.

    [0211] Cabbage leaves (Brassica oleracea) which are heavily infested by the green peach aphid (Myzus persicae) are treated by being sprayed with the preparation of the active compound of the desired concentration.

    [0212] After the specified period of time mortality in % is determined. 100% means all the aphids have been killed; 0% means none of the aphids have been killed. The mortality values determined thus are recalculated using the Colby-formula.

    [0213] According to the present application in this test e.g. the following combinations show a synergistic effect in comparison to the single compounds:

    TABLE-US-00002 TABLE B-1 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 2 days Ex. I-2 32 10 Flipper (EW 479.8 g/l) 6400 5 Ex. I-2 + Flipper 32 + 6400 obs.* cal.** (1:200) 55 14.5 According to the invention

    TABLE-US-00003 TABLE B-2 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 5 days Ex. I-2 8 30 Flipper (EW 479.8 g/l) 1600 0 Ex. I-2 + Flipper 8 + 1600 obs.* cal.** (1:200) 65 30 According to the invention

    TABLE-US-00004 TABLE B-3 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 6 days Ex. I-2 8 25 Flipper (EW 479.8 g/l) 1600 0 Ex. I-2 + Flipper 8 + 1600 obs.* cal.** (1:200) 65 25 According to the invention *obs. = observed efficacy; ** cal. = efficacy calculated with Colby-formula

    EXAMPLE C

    [0214] Myzus persicae—Spray Test

    [0215] To produce a suitable spray solution the active compound or active compound composition is diluted with water to the desired concentration. Penetration enhancer (RME=rapeseed oil methyl esters) in a dosage of 1000 ppm is added to the desired concentration if necessary.

    [0216] Cabbage leaves (Brassica oleracea) which are heavily infested by the green peach aphid (Myzus persicae) are treated by being sprayed only on the downside of the leaves with the preparation of the active compound of the desired concentration.

    [0217] After the specified period of time mortality in % is determined. 100% means all the aphids have been killed; 0% means none of the aphids have been killed.

    [0218] According to the present application in this test e.g. the following combination shows an improved onset of efficacy in comparison to the single compounds:

    TABLE-US-00005 TABLE C-1 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 1 days Ex. I-2* 50 8 Flipper (EW 479.8 g/l) 5000 7 Ex. I-2* + Flipper (1:100) 50 + 5000 37 According to the invention

    TABLE-US-00006 TABLE C-2 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 2 days Ex. I-2* 50 43 Flipper (EW 479.8 g/l) 5000 33 Ex. I-2* + Flipper (1:100) 50 + 5000 67 According to the invention

    TABLE-US-00007 TABLE C-3 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 3 days Ex. I-2* 50 83 Flipper (EW 479.8 g/l) 5000 33 Ex. I-2* + Flipper (1:100) 50 + 5000 93 According to the invention

    TABLE-US-00008 TABLE C-4 Myzus persicae-spray test Concentration Efficacy Compound in ppm in % after 4 days Ex. I-2* 50 97 Flipper (EW 479.8 g/l) 5000 33 Ex. I-2* + Flipper (1:100) 50 + 5000 99 According to the invention *1000 ppm RME added

    [0219] “dat” means days

    [0220] For the examples, the Product Flipper® (AlphaBioControl) was used.

    [0221] Flipper® (=Flipper): An emulsion in water (EW) insecticide containing 479.8 g/l plant origin Carboxylic Acid Potassium Salts C14-C20.