EP2280608A1 - Synergistische wirkstoffkombinationen - Google Patents

Synergistische wirkstoffkombinationen

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Publication number
EP2280608A1
EP2280608A1 EP09741832A EP09741832A EP2280608A1 EP 2280608 A1 EP2280608 A1 EP 2280608A1 EP 09741832 A EP09741832 A EP 09741832A EP 09741832 A EP09741832 A EP 09741832A EP 2280608 A1 EP2280608 A1 EP 2280608A1
Authority
EP
European Patent Office
Prior art keywords
methyl
spp
active
ethyl
formula
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
Application number
EP09741832A
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German (de)
English (en)
French (fr)
Inventor
Peter Jeschke
Reiner Fischer
Wolfram Andersch
Heike Hungenberg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer CropScience AG
Original Assignee
Bayer CropScience AG
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Filing date
Publication date
Family has litigation
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Application filed by Bayer CropScience AG filed Critical Bayer CropScience AG
Priority to EP09741832A priority Critical patent/EP2280608A1/de
Publication of EP2280608A1 publication Critical patent/EP2280608A1/de
Ceased legal-status Critical Current

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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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • 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
    • A01N45/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring
    • A01N45/02—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring having three carbocyclic rings
    • 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
    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
    • 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
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
    • 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
    • A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals

Definitions

  • the present application relates to novel drug combinations which contain at least one known
  • the invention also relates to methods for controlling animal pests on plants and seeds, a method for the protection of seed and, not least, the seed treated with the active compound combinations according to the invention.
  • X is NO 2 , CN or COOR 4 ,
  • R 1 is C r C 4 alkyl
  • R 1 , sulfur and L together represent a 4-, 5- or 6-membered ring
  • R 2 and R 3 independently represent hydrogen, methyl, ethyl, fluorine, chlorine or bromine
  • R 2 and R 3 together represent - (CH 2 ) 2 -, - (CH 2 ) 3 -, - (CH 2 ) 4 - or - (CH 2 ) 5 - and with the
  • n 0, 1, 2 or 3
  • Z represents halogen, Ci-C4-alkyl, Ci-C 4 haloalkyl, C r C 4 alkoxy or Ci-C is 4 haloalkoxy,
  • R 4 is C, -C 3 -alkyl
  • X is NO 2 , CN or COOR 4 ,
  • R 1 is C r C 4 alkyl
  • R 1 , sulfur and L together represent a 4-, 5- or 6-membered ring
  • R 2 and R 3 independently represent hydrogen, methyl, ethyl, fluorine, chlorine or bromine
  • R 2 and R 3 together represent - (CH 2 ) 2 -, - (CH 2 ) 3 -, - (CH 2 ) 4 - or - (CH 2 ) 5 - and with the carbon atom to which they are attached a 3 -, 4-, 5- or 6-ring, n is 0, 1, 2 or 3,
  • Ci-C4-alkyl Ci-C4-haloalkyl
  • Ci-C 4 alkoxy Ci-C is 4 haloalkoxy
  • R 4 is C r C 3 -alkyl
  • one or more further active compounds of the formula (II) are very suitable for controlling animal pests such as, for example, insects and / or acarids.
  • the active substances of the formula (II) are assigned to various classes (1-29) and groups according to their mode of action according to the IRAC classification (Version 6.1 August 2008):
  • II-IA carbamates, for example, alanycarb (II-AI), aldicarb (II-IA-2), aldoxycarb (HLA-3), allyxycarb (II-LA-4), aminocarb (HI.A-5 ), Bendiocarb ( ⁇ -IA-6), Benfuracarb (H-LA-7), Bufencarb ( ⁇ -IA-8), Butacarb (HI.A-9), Butocarboxime (II-1.A-10), Butoxycarboxime (H-LA-11), carbaryl (II-LA-12), carbofuran (H-LA-13), carbosulfan (H-LA-14), cloethocarb (E-LA-15), dimetilane (II-LA-) 16), ethofenofencarb (H-LA-17), fenobucarb (H-LA-18), fenothiocarb (Et-LA-19), formetanate (H-LA-20), furathiocarb (HI.
  • Et-LB organophosphates for example, acephates (II-LB-1), azamethiphos (II-LB-2), azinphos (-methyl, -ethyl) (HI.B-3), bromophospheth-ethyl (II-LB-4 Bromfenvinfos (-methyl) (II-LB-5), butathiofos (HIB-6), cadusafos ( ⁇ -lB-7), carbophenothione (II-LB-8), chloroethoxyfos ( ⁇ -l .B-) 9), chlorfenvinphos (II-LB-IO), chlormephos (H-LB-I l), chlo ⁇ yrifos (-methylethyl) (Hl.
  • Organochlorines for example, camphechloro (II-2A-1), chlordane (II-2A-2), endosulfan (II-2A-3), gamma-HCH (E-2A-4), HCH (H-2A -5), heptachlor (H-2A-6), lindane (H-2A-7), methoxychlor (II-2A-8)
  • Fiproles phenylpyrazoles
  • acetoprole II-2B-1
  • ethiprole II-2B-2
  • fipronil II-2B-3
  • pyrafluprole II-2B-4
  • pyriprole H- 2B-5
  • vaniliprole H-2B-6
  • ⁇ -3 pyrethroids for example, acrinathrin (II-3-1), allethrin (d-cis-trans, d-trans) (II-3-2), beta-cyfluthrin (II-3-3), bifenthrin (II -3-4), bioallethrin (II-3-5), bioallethrin S-cyclopentyl isomer (II-3-6), bioethanolmethrin (H-3-7), biopermethrin (II-3-8), Bioresmethrin (ü-3-9), chlovaporthrin (II-3-10), cis-cypermethrin (H-3-11), cis-resmethrin (H-3-12), cis-permethrin ( ⁇ -3-13) , Clocythrin (II-3-14), Cycloprothrin (II-3-15), Cyfluthrin (II-3-16), Cyhalothrin (II-3-17), Cyper
  • II-4A-1 acetamiprid
  • clothianidin II-4A-2
  • dinotefuran II-4A-3
  • imidacloprid II-4A-4
  • imidactoid E-4A-5
  • nitenpyram II -4A-6
  • nithiazine II-4A-7
  • thiacloprid II-4A-8
  • thiamethoxam II-4A-9
  • ⁇ -5 spinosyns for example spinosad (ü-5-1), spinetoram (II-5-2)
  • ⁇ -6 Mectins / Macrolides for example Abamectin (II-6-1), Emamectin (II-6-2), Emamectin benzoate (II-6-3), Ivermectin (II-
  • II-7A juvenile hormone analogs for example, hydroprene (II-7A-1), kinoprenes (II-7A-2), methoprene (II-7A-3), epofenonans (II-7A-4), triprene (II-7A-3) 5), fenoxycarb (II-7B-1),
  • Active substances with unknown or non-specific mechanisms of action ⁇ -8 fumigants for example methyl bromides (II-8A-1), chloropicrin (II-8B-1), sulfuryl fluorides (II-8C-1)
  • ⁇ -9 Selective feeding inhibitors for example cryolites ( ⁇ -9A-1), pymetrozines (II-9B-1), pyrifluquinazone (NNIO101) (II-9B-2), flonicamide ( ⁇ -9C-1)
  • ⁇ -10 mite growth inhibitors for example clofentezine (H-I OA-I), hexythiazox (II-10A-2),), etoxazoles (II-1 OB-I)
  • Chlorfenapyr ( ⁇ -13-1)
  • Binapacyrl (II-13-2), dinobutone (11-13-3), dinocap (II-13-4), DNOC (II-13-5)
  • II-15 benzoylureas for example, bistrifluron (0-15-1), chlorofluorazuron (II-15-2), diflubenzuron (H-15-3), fluazuron (II-15-4), flucycloxuron (II-15-5 ), Flufenoxuron (II-15-6), hexaflumuron (II-15-7), lufenuron (II-15-8), novaluron (11-15-9), noviflumuron (ü-15-10), penfluron (ex -15-11), teflubenzuron (11-15-12), triflumuron (ü15-13)
  • Ecdysone agonists / disruptors (II-18) II-18A Diacylhydrazines, for example Chromafenozide (T-18A-1), Halofenozide (T-18A-2), Methoxyfenozide (T-18A-3),
  • Octopaminergic agonists for example Amitraz (II-19-1)
  • Cyflumetofen (Ü-20D-1), Cyenopyrafen (Ü-20D-2)
  • fenazaquin II-21-1
  • fenpyroximate II-21-2
  • pyrimidifen II-21-3
  • pyridaben II-21-4
  • tebufenpyrad 11- 21 -5
  • Tolfenpyrad 11-21 -6
  • Rotenone 11-21 -7)
  • Metaflumizone (BAS 3201) (Ü-22B-1)
  • tetronic acid derivatives for example spirodiclofen (11-23 A-I), spiromesifen (11-23 A-2)
  • ⁇ -28 diamide for example, flubendiamide (II-28-1),
  • the compounds of the formula (I) can also be present in different compositions as optical isomers or mixtures of isomers, which can optionally be separated in a customary manner. Both the pure isomers and the mixtures of isomers, their preparation and use and agents containing them are the subject of the present invention. In the following, however, for the sake of simplicity, reference is always made to compounds of the formula (I), although both the pure compounds and, if appropriate, mixtures with different proportions of isomeric compounds are meant.
  • n O and R 1 , sulfur, and L together form a 5-membered ring
  • X is NO 2 or CN
  • Y is 6-halogeno pyrid-3-yl or 6- (C r C 4 haloalkyl) pyrid-3-yl, particularly preferably represents 6-chloro-pyrid-3-yl or 6-trifluoromethyl-pyrid-3-yl:
  • n O and R 1 , sulfur, and L together form a 5-membered ring
  • X is NO 2 or CN
  • Y is Y.
  • n is preferably 0:
  • R 1 is methyl
  • X is NO 2 or CN
  • L is a single bond and n is preferably 1:
  • the compounds of the general formula (I) can, if appropriate, depending on the nature of the substituents, be present as geometrical and / or as optically active isomers or corresponding isomer mixtures in different compositions.
  • the invention relates to both the pure isomers and the isomer mixtures.
  • the active compound combinations according to the invention preferably contain the following sulfoximines of the formula (I):
  • the active compound combinations according to the invention particularly preferably contain the following Sulfoximines of the formula (I):
  • insecticidal and / or acaricidal activity of the active compound combinations according to the invention is substantially higher than the sum of the effects of the individual active compounds. There is an unpredictable true synergistic effect and not just an effect supplement.
  • a preferred group of active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (I), in particular one of the active compounds 1 to 10 3 listed below and designated as very particularly preferred, the compound of the formula (1-1).
  • active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (I), in particular one of the active compounds 1 to 10 3 listed below and designated as very particularly preferred, the compound of the formula (I-2).
  • active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (I), in particular one of the active compounds 1 to 10 3 listed below and designated as very particularly preferred, the compound of the formula (1-3).
  • Another preferred group of active compound combinations according to the invention are those which contain, in addition to an active ingredient of the formula (S), in particular one of the active compounds 1 to 103, listed below as very particularly preferred, the compound of the formula (1-4).
  • Another preferred group of active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (I), in particular one of the active compounds 1 to 10 3 listed below and designated as very particularly preferred, the compound of the formula (I-5).
  • Another preferred group of active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (II), in particular one of the active compounds 1 to 103, listed below and designated as very particularly preferred, the compound of the formula (1-6).
  • a further preferred group of active compound combinations according to the invention are those which, in addition to an active ingredient of the formula (IT), in particular one of the active substances 1 to 103 listed below and designated as very particularly preferred, contain the compound of the formula (1-7).
  • active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (II), in particular one of the active compounds 1 to 103, listed below as being very particularly preferred, the compound of the formula (1-8).
  • active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (I), in particular one of the active substances 1 to 10 3 listed below and designated as very particularly preferred, the compound of the formula (I-14).
  • Another preferred group of active compound combinations according to the invention are those which, in addition to an active ingredient of the formula (IT), in particular one of the active compounds 1 to 103 listed below and designated as very particularly preferred, contain the compound of the formula (1-15).
  • active compound combinations according to the invention are those which contain, in addition to an active compound of the formula (IT), in particular one of the active compounds 1 to 103, listed below as being very particularly preferred, the compound of the formula (I-16).
  • R -CH 3 or -CO 2 CH 3
  • Fipronil H-2B-3 known from EP-A-295 117 51.
  • Ethiprole ⁇ -2B-22) known from WO 97/22593
  • Abamectin (II-6-l) is known from DE-A-27 17 040 61.
  • Ivermectin (II-6-4) is known from EP-A-001 689
  • active ingredients which contain as compound of the formula (I) the compound of the formula (1-5) or (1-8) and as active compound of the formula (II) an active substance selected from the group consisting of abamectin, acephate, Acetamiprid, AKD 1022, alpha-cypermethrin, amitraz, bifenthrin, buprofezin, chloranthraniliprole, chlorfenapyr, chlorpyrifos, clothianidin, cyazypyr, cyenopyrafen, cyflumetofen, cypermethrin, cyromazine, deltamethrin, diafenthiuron, dinotefuran, emamectin benzoate, ethiprole, fenpyroximate, fipronil, flonicamid , Flubendiamide, Flufenoxuron, Gamma-Cyhalothrin, IKA 2002,
  • the active ingredient combinations may also contain other fungicidal, acaricidal or insecticidal Zumischkomponenten beyond.
  • the combinations according to the invention contain active compounds of the formula (I), in particular of the formulas (1-1) to (1-8), (1-14), (1-15), (1-16) and the mixed partner of the formula (H) in the preferred and particularly preferred mixing ratios given in the table below:
  • the active compound combinations according to the invention are suitable for controlling animal pests, preferably arthropods and nematodes, in particular insects and arachnids, which occur in viticulture, fruit growing, in agriculture, animal health, in forests, in the protection of stored products and in the hygiene sector. They are effective against normally sensitive and resistant species as well as against all or individual stages of development.
  • animal pests preferably arthropods and nematodes, in particular insects and arachnids, which occur in viticulture, fruit growing, in agriculture, animal health, in forests, in the protection of stored products and in the hygiene sector. They are effective against normally sensitive and resistant species as well as against all or individual stages of development.
  • the above mentioned pests include:
  • Symphyla e.g. Scutigerella immaculata.
  • Thysanura e.g. Lepisma saccharina.
  • Orthoptera e.g. Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria.
  • Phthiraptera e.g. Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp.
  • Thysanoptera eg Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella accidentalis.
  • Heteroptera eg Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp.
  • Lepidoptera e.g. Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella,
  • Agrotis spp. Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp.,
  • Otiorrhynchus sulcatus Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp.
  • Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.
  • Diptera e.g. Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp.
  • Oestrus spp. Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp., Liriomyza spp.
  • the plant parasitic nematodes include e.g. Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus spp.
  • the active compound combinations can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension-emulsion concentrates, active substance-impregnated natural and synthetic substances and ultrafine encapsulations in polymeric substances.
  • formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, ie liquid solvents and / or solid carriers, if appropriate using surface-active agents, ie emulsifiers and / or dispersants and / or foam-forming agents.
  • Suitable liquid solvents are essentially: aromatics, such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g.
  • Petroleum fractions mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • alcohols such as butanol or glycol and their ethers and esters
  • ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone
  • strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • Suitable solid carriers are:
  • ammonium salts and ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth
  • ground synthetic minerals such as finely divided silica, alumina and silicates, as solid carriers for granules in question: eg broken and fractionated natural Rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks; as emulsifying and / or foam-producing agents come into question: eg nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and protein
  • Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex polymers such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids may be used in the formulations.
  • Other additives may be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • inorganic pigments e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
  • the formulations generally contain between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%.
  • the active compound combinations according to the invention can be present in commercial formulations and in the formulations prepared from these formulations in admixture with other active ingredients, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • active ingredients such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • the insecticides include, for example, phosphoric acid esters, carbamates, carboxylic esters, chlorinated hydrocarbons, phenylureas, microorganism-produced substances and the like.
  • the active compound combinations according to the invention may also be present when used as insecticides in their commercial formulations as well as in the formulations prepared from these formulations in admixture with synergists.
  • Synergists are compounds which increase the effect of the active ingredients without the added synergist itself having to be active.
  • the active substance content of the application forms prepared from the commercial formulations can vary within wide ranges.
  • the active ingredient concentration of the use forms may be from 0.0000001 to 95% by weight of active ingredient, preferably between 0.0001 and 1% by weight.
  • plants are understood as meaning all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant varieties which can or can not be protected by plant breeders' rights.
  • Plant parts are to be understood as meaning all aboveground and underground parts and organs of the plants, such as shoot, leaf, flower and root, by way of example, leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds and roots, tubers and rhizomes .
  • the plant parts also include crops as well as vegetative and generative propagation material, for example cuttings, tubers, rhiomes, offshoots and seeds.
  • the treatment according to the invention of the plants and plant parts with the active substance combinations takes place directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, vaporizing, atomizing, spreading, spreading and in propagation material, in particular in seeds, further by single or multi-layer wrapping.
  • plants and their parts can be treated.
  • wild or obtained by conventional biological breeding methods such as crossing or protoplast fusion
  • the treatment according to the invention may also give rise to superadditive ("synergistic") effects.
  • superadditive for example, reduced application rates and / or extensions of the spectrum of action and / or an increase in the effect of the substances and agents that can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to Dryness or against water or soil salt content, increased flowering power, easier harvest, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products possible, which go beyond the actual expected effects ,
  • the preferred plants or plant varieties to be treated according to the invention to be treated include all plants which, as a result of the genetic engineering modification, obtained genetic material which gives these plants particularly advantageous valuable properties ("traits").
  • traits are better plant growth, increased tolerance to high or low temperatures, increased tolerance to dryness or to bottoms salt, increased flowering, easier harvesting, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products , higher shelf life and / or machinability of Emte exig.
  • Further and particularly emphasized examples of such properties are an increased defense of the plants against animal and microbial pests, as against insects, mites, phytopathogenic fungi, bacteria and / or viruses as well as an increased tolerance of the plants against certain herbicidal active substances.
  • transgenic plants include the important crops such as cereals (wheat, rice), corn, soy, potato, cotton, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), with corn, soy, potato, cotton and rapeseed should be highlighted.
  • Traits that are particularly emphasized are the increased defense of the plants against insects by toxins produced in the plants, in particular those which are produced by the genetic material from Bacillus thuringiensis (eg by the genes Cry ⁇ A (a), Cry ⁇ A (b), Cry ⁇ A (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and combinations thereof) are produced in the plants (hereinafter "Bt plants”).
  • Bacillus thuringiensis eg by the genes Cry ⁇ A (a), Cry ⁇ A (b), Cry ⁇ A (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and combinations thereof
  • Bt plants Traits which are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidal active compounds, for example hidazolinones, sulfonylureas, glyphosate or pho
  • genes which confer the desired properties can also occur in combinations with one another in the transgenic plants.
  • “Bt plants” are maize varieties, cotton varieties, soybean varieties and potato varieties which are sold under the trade names YIELD GARD® (eg corn, cotton, soya), KnockOut® (eg maize), StarLink® (eg maize), Bollgard® ( Cotton), Nucotn® (cotton) and NewLeaf® (potato).
  • herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties, which are sold under the trade names Roundup Ready® (tolerance to glyphosate eg corn, cotton, soy), Liberty Link® (tolerance to phosphinotricin, eg rapeseed), IMI® (tolerance to Imidazolinone) and STS® (tolerance to sulfonylureas eg corn).
  • Roundup Ready® tolerance to glyphosate eg corn, cotton, soy
  • Liberty Link® tolerance to phosphinotricin, eg rapeseed
  • IMI® to Imidazolinone
  • STS® tolerance to sulfonylureas eg corn.
  • Clearfield® eg corn
  • the listed plants can be treated particularly advantageously according to the invention with the active compound mixture according to the invention.
  • the preferred ranges given above for the mixtures also apply to the treatment of these plants.
  • Particularly emphasized is the plant treatment with the mixtures specifically mentioned in the present text.
  • a synergistic effect is always present in insecticides and acaricides whenever the effect of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.
  • X means the degree of killing, expressed in% of the untreated control, when using the active substance A at a rate of m g / ha or in a concentration of m ppm,
  • Y means the degree of killing, expressed in% of the untreated control, when using the active ingredient B in an application rate of n g / ha or in a concentration of n ppm
  • E means the degree of killing, expressed in% of the untreated control, when using the active compounds A and B at application rates of m and ng / ha or in a concentration of m and n ppm, then
  • the combination is over-additive in its kill, i. there is a synergistic effect.
  • the actually observed kill rate must be greater than the expected kill rate (E) value calculated from the above formula.
  • Emulsifier 0.5 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
  • Cabbage leaves (Brassica olerace ⁇ ), which are heavily infested with the green pepper aphid ⁇ Myzus persicae), are treated by spraying with the preparation of active compound in the desired concentration.
  • the kill is determined in%. 100% means that all aphids have been killed; 0% means that no aphids have been killed.
  • the determined kill values are calculated according to the Colby formula.
  • Emulsifier 0.5 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
  • Cabbage leaves (Brassica oleracea) are treated by spraying with the preparation of active compound in the desired concentration and are populated with larvae of the horseradish leaf beetle ⁇ Phaedon cochleariae) while the leaves are still moist.
  • the kill is determined in%. 100% means that all beetle larvae have been killed; 0% means that no beetle larvae have been killed.
  • the determined kill values are calculated according to the Colby formula.
  • Emulsifier 0.5 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
  • Cabbage leaves ⁇ Brassica oleraceä) are treated by spraying with the preparation of active compound in the desired concentration and are populated with larvae of the armyworm ⁇ Spodoptera frugiperda) while the leaves are still moist.
  • the kill is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillars have been killed.
  • the determined kill values are calculated according to the Colby formula.
  • Emulsifier 0.5 part by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier, and the concentrate is diluted with emulsifier-containing water to the desired concentration.
  • Bean leaf discs Phaseolus vulgaris
  • Triticae Tricholine
  • the effect is determined in%. 100% means that all spider mites have been killed; 0% means that no spider mites have been killed.

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  • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
EP09741832A 2008-05-07 2009-04-28 Synergistische wirkstoffkombinationen Ceased EP2280608A1 (de)

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US20140287915A1 (en) 2014-09-25
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