Nothing Special   »   [go: up one dir, main page]

WO2016001129A1 - Improved insecticidal compositions - Google Patents

Improved insecticidal compositions Download PDF

Info

Publication number
WO2016001129A1
WO2016001129A1 PCT/EP2015/064682 EP2015064682W WO2016001129A1 WO 2016001129 A1 WO2016001129 A1 WO 2016001129A1 EP 2015064682 W EP2015064682 W EP 2015064682W WO 2016001129 A1 WO2016001129 A1 WO 2016001129A1
Authority
WO
WIPO (PCT)
Prior art keywords
spp
ammonium
methyl
tetraethylammonium
tetramethylammonium
Prior art date
Application number
PCT/EP2015/064682
Other languages
German (de)
French (fr)
Inventor
Peter Jeschke
Wolfgang Thielert
Stefan Herrmann
Marita JOHN
Original Assignee
Bayer Cropscience Aktiengesellschaft
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer Cropscience Aktiengesellschaft filed Critical Bayer Cropscience Aktiengesellschaft
Publication of WO2016001129A1 publication Critical patent/WO2016001129A1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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

Definitions

  • the present invention relates to insecticidal compositions comprising the compound of formula (I)
  • At least one effect enhancer preferably selected from ammonium salts, phosphonium salts and penetration promoters.
  • the object of the present invention is therefore to provide an insecticidal composition which contains the compound of the formula (I) and which has an improved action or a broader spectrum of activity than the known compositions.
  • WO 95/017817 describes that the effect of certain agrochemical active ingredients can be increased by the addition of surfactants (detergents) which contain various nitrogen-containing compounds, such as quaternary ammonium salts, betaines and amines.
  • WO 95/017817 is concerned with providing optimized performance enhancers and describes that compositions comprising at least one nitrogen-containing salt and a chelating agent are particularly advantageous.
  • the nitrogen-containing salt is preferably a nitrogen-containing detergent.
  • salts containing nitrogen or phosphorous with longer alkyl and / or aryl substituents are also disclosed in EP-A-0 453 086, EP-A-0 664 081, FR-A-2 600 494, US 4,844,734B, US 5,462,912B , US 5,538,937B, US 20003 / 0224939A, US 2005 / 0009880A and / or US 2005 / 0096386A described.
  • These salts have a permeabilizing effect or increase the solubility of the active ingredient; or they act as detergents.
  • US Pat. No. 2,848,476 B proposes to use salts of sulfonic acids for enhancing the activity (increasing the activity).
  • the effect enhancement can be attributed to the fact that the acids used themselves have a paralyzing effect on insects.
  • inorganic ammonium salts as formulation auxiliaries and enhancers in combination with certain herbicides is also known.
  • WO 92/16108 describes the use of ammonium sulfate as a formulation adjuvant in a granular formulation containing insecticidally active phosphoramidothioates.
  • WO 92/16108 describes that a certain amount of ammonium sulfate is necessary to ensure the chemical stability of granules containing phosphoramidothioates.
  • US 6,645,914 B and EP-A-0 036 106 describe the increase in activity for the herbicides glyphosate and phosphinothricin by adding ammonium sulfate.
  • the effect of the compound of the formula (I) can be increased by the addition of at least one activity enhancer selected from among ammonium and / or phosphonium salts and penetration promoters.
  • composition containing the compound of the formula (I)
  • At least one activity improver selected from penetration promoters (in particular alkanol alkoxylates of the formula (III) as defined below and / or mineral or vegetable oils and their modifications) and ammonium or phosphonium salts of the formula (II)
  • D is nitrogen or phosphorus; preferably D is nitrogen; n is 1, 2, 3 or 4; preferably n stands for 1 or 2;
  • R 8 , R 9 , R 10 and R 11 independently of one another represent hydrogen or in each case optionally substituted C 1 -C 8 -alkyl or mono- or polyunsaturated, optionally substituted C 2 -C 8 -alkenyl, where the substituents are selected from halogen, nitro and cyano can; preferably, R 8, R 9, R 10 and R 11 are independently hydrogen or optionally substituted C i-alkyl, wherein the substituents are selected from halogen, nitro and cyano; particularly preferably R 8, R 9, R 10 and R 11 are independently hydrogen, methyl, ethyl, n-propyl, z o-propyl, n-butyl, z 'o-butyl, eoButyl or tert-butyl; most preferably R 8 , R 9 , R 10 and R 11 are each independently hydrogen, methyl or ethyl;
  • R 12 is an inorganic or organic anion;
  • R 12 is preferably hydrogencarbonate, tetraborate, fluoride, bromide, iodide, chloride, monohydrogenphosphate, dihydrogenphosphate, hydrogensulphate, tartrate, sulphate, nitrate, thiosulphate, thiocyanate, formate, lactate, acetate, propionate, butyrate, pentanoate, citrate or oxalate;
  • R 12 furthermore preferably represents carbonate, pentaborate, sulfite, benzoate, hydrogen oxalate, hydrogen citrate, methyl sulfate or tetrafluoroborate;
  • R 12 particularly preferably represents lactate, sulfate, nitrate, thiosulphate, thiocyanate, citrate, oxalate, formate, monohydrogenphosphate or dihydrogenphosphate;
  • R 12 particularly preferably represents monohydrogenphosphate, dihydrogen
  • ammonium salts of the formula (II) are ammonium sulfate, ammonium lactate, ammonium nitrate, ammonium thiosulphate, ammonium thiocyanate, ammonium citrate, ammonium oxalate, ammonium formate, ammonium hydrogenphosphate,
  • the present invention also provides for the use of the effect enhancers according to the invention, ie the ammonium and / or phosphonium salts according to the invention optionally in combination with the penetration promoters according to the invention, for enhancing the effect (increasing the activity) of the compound of the formula (I).
  • the enhancers may be added to the use solution containing the compound of formula (I) (tank mix / tank mix application) or incorporated into a formulation comprising the compound of formula (I) (formulated product).
  • the invention thus also relates to formulated insecticidal compositions and ready-to-use crop protection agents (for example spray liquors). Finally, the invention also relates to the use of the compositions according to the invention and agents for combating insect pests (plant pests) which occur in agriculture.
  • the compound of the formula (I) can be used in the compositions of the invention in a wide concentration range.
  • the concentration of the compound of the formula (I) in the composition is usually 0.1-50% by weight.
  • ammonium or phosphonium salts of the formula (II) according to the invention can be used in the compositions according to the invention in a wide concentration range.
  • ammonium or phosphonium salts according to the invention are added in the composition in such a concentration that in the ready-to-use plant protection product (in the spray mixture or tank mix / tank mix application) in a concentration of 0.5 to 80 mmol / l, preferably 0.75 to 37.5 mmol / l, particularly preferably 1.5 to 25 mmol / l.
  • the ammonium and / or phosphonium salt concentration in the formulation is chosen such that it is in the aforementioned ranges after dilution of the formulation to the desired drug concentration.
  • the concentration of the salt in the formulation is usually 1-50% by weight.
  • the composition according to the invention contains as an effect enhancer an inventive ammonium and / or phosphonium salt and a penetration promoter according to the invention (in particular alkanol alkoxylates of the formula (III) as defined herein and / or mineral or vegetable oils and their modifications).
  • a penetration promoter according to the invention in particular alkanol alkoxylates of the formula (III) as defined herein and / or mineral or vegetable oils and their modifications).
  • Penetration promoters according to the invention are substances which are usually used to improve the penetration of agrochemical active substances into plants by penetrating from the corresponding application form (in particular aqueous spray mixture) and / or from the spray coating into the cuticle of the plant and thereby increasing the mobility of the material (mobility ) of active ingredients in the cuticle.
  • the method described in the literature can be used to determine this property (Baur et al., 1997, Pesticide Science 51, 131-152).
  • Suitable penetration enhancers are also substances which promote the solubility of the compound of the formula (I) in the spray coating.
  • These include, for example, mineral or vegetable oils (vegetable oils, vegetable oil).
  • Suitable oils are all commonly used in agrochemical means mineral or vegetable - optionally modified - oils in question. Examples include sunflower oil, rapeseed oil, olive oil, castor oil, rapeseed oil, corn oil, cottonseed oil and soybean oil and their esters (preferably methyl or ethyl esters).
  • Preferred oils are rapeseed oil, sunflower oil and their methyl or ethyl esters (e.g., rapeseed oil methyl ester).
  • Suitable penetration enhancers are also alkanol alkoxylates of the formula (III)
  • R is straight-chain or branched C 1 -C 20 -alkyl;
  • R is preferably butyl, where -butyl, n-pentyl, z-pentyl, neopentyl, n-hexyl, iso-hexyl, n-octyl, z o-octyl, 2-ethyl-hexyl, nonyl, where-nonyl, Decyl, n-dodecyl, z o -dodecyl, lauryl, myristyl, z o -tridecyl, trimethyl-nonyl, palmityl, stearyl or eicosyl;
  • R ' is hydrogen, methyl, ethyl, n -propyl, z o -propyl, n -butyl, z o -butyl, tert -butyl, n -pentyl or n -hexyl;
  • AO is an ethylene oxide radical, a propylene oxide radical, a butylene oxide radical or mixtures of ethylene oxide and propylene oxide radicals or butylene oxide radicals; and v is a number from 2 to 30.
  • Suitable penetration promoters are, in particular, alkanol alkoxylates of the formula (IIIa), (IIIb) or (IIIc) R-O - (- EO-) n -R'R-0 - (- EO-) p - (- PO-) q -R'R-0 - (- PO-) r - (- EO-) s -R '
  • PO stands for 3 ; p, q, r, and s each independently represent a number from 1 to 10.
  • Further suitable penetration promoters are in particular alkanol alkoxylates of the formula (III-d)
  • R and R ' have the meanings given above;
  • EO is CH 2 -CH 2 -O-;
  • BO stands for 3 ; p and q, each independently, represent a number from 1 to 10.
  • Further suitable penetration promoters are in particular alkanol alkoxylates of the formula (III-e)
  • EO is CH 2 -CH 2 -O-; each of r and s independently represents a number from 1 to 10.
  • Further suitable penetration promoters are in particular alkanol alkoxylates of the formula (III-f)
  • R ' has the meaning given above; t is a number from 8 to 13; preferably t is a number from 9 to 12; and u is a number from 6 to 17; preferably u is a number from 7 to 9.
  • t is a number from 8 to 13; preferably t is a number from 9 to 12; and u is a number from 6 to 17; preferably u is a number from 7 to 9.
  • An example of an alkanol alkoxylate of the formula (III-c) is a 2-ethylhexyl alkoxylate of the formula (III-c-1)
  • An example of an alkanol alkoxylate of the formula (III-d) is a compound of the formula (III-d-1)
  • alkanol alkoxylates are generally defined by the above formulas. These substances are mixtures of substances of the specified type with different chain lengths. For the indices, therefore, average values are calculated, which can also differ from whole numbers.
  • alkanol alkoxylates of the formulas given are known and are partly available commercially or can be prepared by known methods (compare WO 98/035553, WO00 / 35278 and EP-A 0 681 865).
  • the concentration of penetration promoter can be varied within a wide range in the compositions according to the invention.
  • a formulated crop protection agent In the case of a formulated crop protection agent, it is generally from 1 to 95% by weight, preferably from 1 to 55% by weight, more preferably from 15 to 40% by weight.
  • the concentration In the ready-to-use agents (e.g., spray liquors), the concentration is generally between 0.1 and 10 g / l, preferably between 0.5 and 5 g / l.
  • Pesticide promoter according to the test means that any compound which is suitable for use in the test for penetration of the cuticle according to Baur et al., 1997, Pesticide Science 51, 131 152 acts as a penetration promoter.
  • compositions according to the invention may also contain further components, for example surfactants (nonionic or anionic) or dispersing aids or emulsifiers.
  • Suitable nonionic surfactants or dispersing agents are all substances of this type which can usually be used in agrochemical compositions. Preference is given to polyethylene oxide-polypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and / or propylene oxide, furthermore polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone and copolymers of (meth) acrylic acid and (meth) acrylic acid esters, furthermore Alkylethoxylates and alkylarylethoxylates, which may optionally be phosphated and optionally neutralized with bases, wherein sorbitol ethoxylates may be mentioned by way of example, as well as polyoxyalkyleneamine derivatives.
  • Suitable anionic surfactants are all substances of this type conventionally usable in agrochemical compositions. Preference is given to alkali metal and alkaline earth metal salts of alkylsulfonic acids or alkylarylsulfonic acids.
  • anionic surfactants or dispersing agents are salts of polystyrenesulfonic acids which are sparingly soluble in vegetable oil, salts of polyvinylsulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products, salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde and salts of lignosulfonic acid.
  • Suitable additives which may be present in the formulations according to the invention are emulsifiers, foam-inhibiting agents, preservatives, antioxidants, dyes and inert fillers.
  • Preferred emulsifiers are ethoxylated nonylphenols, reaction products of alkylphenols with ethylene oxide and / or propylene oxide, ethoxylated arylalkylphenols, furthermore ethoxylated and propoxylated arylalkylphenols, and sulfated or phosphated arylalkyl ethoxylates or ethoxypropoxylates, sorbitan derivatives such as polyethylene oxide sorbitan fatty acid esters and sorbitan - fatty acid esters, are exemplified.
  • composition according to the invention may contain, in addition to the compound of formula (I), other active substances, including synergists, and fertilizers.
  • synergists are compounds that increase the effect of the active ingredients without the added synergist itself having to be active.
  • Suitable active ingredients are, for example, the following insecticides, acaricides or nematicides:
  • (Inl) acetylcholinesterase (AChE) inhibitors such as carbamates, e.g. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxime, Butoxycarboxime, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC and xylylcarb; or organophosphates, e.g.
  • carbamates e.g. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxime, Butoxycarboxime, Carbaryl, Carbofuran, Carbosul
  • GABA-controlled chloride channel antagonists such as organochlorines, e.g. Chlordane and endosulfan (alpha); or fiproles (phenylpyrazoles), e.g. Ethiprole, Fipronil, Pyrafluprole and Pyriprole.
  • organochlorines e.g. Chlordane and endosulfan (alpha)
  • fiproles phenylpyrazoles
  • Ethiprole e.g. Ethiprole, Fipronil, Pyrafluprole and Pyriprole.
  • nicotinergic acetylcholine receptor agonists such as neonicotinoids, e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, sulfoxaflor, thiacloprid, thiamethoxam; or nicotine.
  • (In6) chloride channel activators such as avermectins / milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin and Milbemectin.
  • juvenile hormone analogs e.g. Hydroprene, kinoprene, methoprene; or fenoxycarb; Pyritexyfen.
  • agents with unknown or nonspecific modes of action such as fumigants, e.g. Methyl bromide and other alkyl halides; or chloropicrin; sulfuryl fluoride; Borax; Tartar emetic.
  • Insect intestinal membrane microbial disruptors such as Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and BT plant proteins, e.g. CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Abl.
  • Inl2 (Inl2) inhibitors of oxidative phosphorylation, ATP disruptors, such as diafenthiuron; or organotin compounds, e.g. Azocyclotine, cyhexatin, fenbutatin oxide; or propargite; Tetradifon.
  • organotin compounds e.g. Azocyclotine, cyhexatin, fenbutatin oxide; or propargite; Tetradifon.
  • Nicotinergic acetylcholine receptor antagonists such as Bensultap, Cartap (hydrochloride), thiocylam, and thiosultap (-sodium).
  • Type 0 inhibitors of chitin biosynthesis such as benzoylureas, eg, bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
  • ecdysone agonists / disruptors such as diacylhydrazines, e.g. Chromafenozide, Halofenozide, Methoxyfenozide and Tebufenozide.
  • (In20) complex III electron transport inhibitors such as hydramethylnone; acequinocyl; Fluacrypyrim.
  • (In21) complex I electron transport inhibitors for example from the group of the METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad; or Rotenone (Derris).
  • METI acaricides e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad; or Rotenone (Derris).
  • (In23) inhibitors of acetyl-CoA carboxylase such as tetronic acid derivatives, e.g. Spirodiclofen and spiromesifen; or tetramic acid derivatives, e.g. Spirotetramat.
  • tetronic acid derivatives e.g. Spirodiclofen and spiromesifen
  • tetramic acid derivatives e.g. Spirotetramat.
  • (In24) complex IV electron transport inhibitors such as phosphines, e.g. Aluminum phosphide, calcium phosphide, phosphine, zinc phosphide; or cyanide.
  • phosphines e.g. Aluminum phosphide, calcium phosphide, phosphine, zinc phosphide; or cyanide.
  • ryanodine receptor effectors such as diamides, e.g. Flubendiamide, chlorantraniliprole (Rynaxypyr), cyantraniliprole (Cyazypyr) and 3-bromo-N- ⁇ 2-bromo-4-chloro-6 - [(1-cyclopropylethyl) carbamoyl] phenyl ⁇ -1- (3-chloropyridin-2-yl ) - 1 H -pyrazole-5-carboxamide (known from WO2005 / 077934) or methyl 2- [3,5-dibromo-2 - ( ⁇ [3-bromo-1- (3-chloropyridin-2-yl) -] 1H-pyrazol-5-yl] carbonyl ⁇ amino) benzoyl] -1,2-dimethylhydrazinecarboxylate (known from WO2007 / 043677).
  • diamides e.g. Flubendiamide, chlor
  • Suitable active ingredients are, for example, the following fungicides:
  • (Fl) inhibitors of ergosterol biosynthesis such as aldimorph, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazole, difenoconazole, diniconazole, diniconazole-M, dodemorph, Dodemorph Acetate, Epoxiconazole, Etaconazole, Fenarimol, Fenbuconazole, Fenhexamid, Fenpropidin, Fenpropimorph, Fluquinconazole, Flurprimidol, Flusilazole, Flutriafol, Furconazole, Furconazole Cis, Hexaconazole, Imazalil, Imazalil Sulfate, Imibenconazole, Ipconazole, Metconazole, Myclobutanil, Naftifine, Nuarimol, Oxpoconazole, Paclobutrazole, Pefurazoate, Penconazole, Piperaline
  • F2 inhibitors of respiration such as bixafen, boscalid, carboxin, diflumetorim, fenfuram, fluopyram, flutolanil, fluxapyroxad, furametpyr, furmecyclox, isopyrazam mixture of the syn-epimeric racemate 1RS, 4SR, 9RS and the anti- more highly enriched racemates 1RS, 4SR, 9SR, isopyrazam (anti-epimeric racemate), isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S), isopyrazam (anti-epimeric enantiomer 1S, 4R, 9R), isopyrazam (syn-epimeric racemate 1RS , 4SR, 9RS), isopyrazam (syn-epimeric enantiomer 1R, 4S, 9R), isopyrazam (syn-epimeric enantiomer 1R, 4S,
  • (F3) inhibitors of respiration at the complex III of the respiratory chain, such as ametoctradine, amisulbrom, azoxystrobin, cyazofamide, dimoxystrobin, enestroburin, famoxadone, fenamidone, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin , Pyraoxystrobin, pyribencarb, trifloxystrobin, (2E) -2- (2- ⁇ [6- (3-chloro-2-methylphenoxy) -5-fluoropyrimidin-4-yl] oxy ⁇ phenyl) -2- (methoxyimino) -N -methyl-ethanamide, (2E) -2- (methoxyimino) -N-methyl-2- (2- ⁇ [( ⁇ (L (L)
  • (F4) inhibitors of mitosis and cell division such as benomyl, carbendazim, chlorfenazole, diethofencarb, ethaboxam, fluopicolide, fuberidazole, pencycuron, thiabendazole, thiophanate-methyl, thiophanate, zoxamide, 5-chloro-7- (4-methylpiperidine-1 - yl) -6- (2,4,6-trifluorophenyl) [l, 2,4] triazolo [l, 5-ajpyrimidine and 3-chloro-5- (6-chloropyridin-3-yl) -6-methyl-4 - (2,4,6-trifluorophenyl) pyridazine.
  • (F5) Compounds with multisite activity, such as Bordeaux mixture, captafol, captan, chlorothalonil, copper preparations such as copper hydroxide, copper naphthenate, copper oxide, copper oxychloride, copper sulfate, dichlofluanid, dithianon, dodine, dodine free base, Ferbam, Fluorofolpet, Folpet, guazatine, guazatin acetate , Iminoctadine, iminoctadinal besylate, iminoctadine triacetate, mancopper, mancozeb, maneb, metiram, zinc metiram, copper oxine, propamidine, propineb, sulfur and sulfur preparations such as calcium polysulfide, thiram, tolylfluanid, zineb and ziram.
  • copper preparations such as copper hydroxide, copper naphthenate, copper oxide, copper oxychloride, copper sulfate, dichl
  • (F6) resistance inducers such as acibenzolar-S-methyl, isotianil, probenazole and tiadinil.
  • (F7) inhibitors of amino acid and protein biosynthesis such as andoprim, blasticidin-S, cyprodinil, kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim and pyrimethanil.
  • (F8) inhibitors of ATP production such as, for example, fentin acetate, fentin chloride, fentin hydroxide and silthiofam.
  • (F9) inhibitors of cell wall synthesis such as benthiavalicarb, dimethomorph, flumorph, iprovalicarb, mandipropamide, polyoxins, polyoxorim, validamycin A, and valifenalate.
  • (F10) inhibitors of lipid and membrane synthesis such as biphenyl, chloroneb, dicloran, edifenphos, etridiazole, iodocarb, Iprobenfos, isoprothiolane, propamocarb, propamocarb hydrochloride, prothiocarb, pyrazophos, quintozene, tecnazene, and tolclofos-methyl.
  • (Fl 1) inhibitors of melanin biosynthesis such as carpropamide, diclocymet, fenoxanil, fthalide, pyroquilone and tricyclazole.
  • Inhibitors of nucleic acid synthesis such as benalaxyl, benalaxyl-M (kiralaxyl), bupirimate, clozylacon, dimethirimol, ethirimol, furalaxyl, hymexazole, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl, oxolinic acid.
  • Signal transduction inhibitors such as, for example, chlozolinate, fenpiclonil, fludioxonil, iprodione, procymidone, quinoxyfen and vinclozolin.
  • Fl4 decouplers such as binapacryl, dinocap, ferimzone, fluazinam and meptyldinocap.
  • the aforementioned active ingredients can form salts with suitable bases or acids.
  • the active substances mentioned here with their "common name” are known and described, for example, in the Pesticide Handbook ("The Pesticide Manual” 14th Ed., British Crop Protection Council 2006) or searchable on the Internet (eg http://www.alanwood.net/pesticides ).
  • plants and parts of plants can be treated.
  • 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 that 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 by Plant variety rights protectable or non-protectable plant varieties.
  • Plant parts are to be understood as meaning all aboveground parts and organs of the plants, such as shoots, leaves and flowers, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies and fruits.
  • the plant parts also include crops and vegetative propagating material, such as cuttings.
  • the treatment according to the invention of the plants and plant parts with the composition according to the invention is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, evaporating, misting, spreading and painting.
  • composition according to the invention is suitable for the treatment of above-ground parts of plants.
  • the present invention therefore also relates in particular to a method of protecting plants from the infestation of plant pests by treating the above-ground parts of plants with the composition according to the invention.
  • the invention also relates to the use of the composition according to the invention for controlling plant pests by applying the composition to conventional or transgenic plants. Furthermore, the invention relates to aboveground plant parts which have been treated with the composition according to the invention for protection against plant pests.
  • plant pests are insects, arachnids, helminths, nematodes and molluscs found in agriculture, horticulture, forests, gardens and recreational facilities.
  • the compositions according to the invention are active against normally sensitive and resistant species as well as against all or individual stages of development. Plant pests include:
  • Pests from the strain Arthropoda, especially from the class of arachnids, e.g. Acarus spp., Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae , Dermatophagoides pteronyssius, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Halotydeus destructor, Hemitarsonemus spp., Hyalomma
  • Apogonia spp. Atomaria spp., Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytra zealandica, Ctenicera spp., Curculio spp., Cryptolestes ferruginus, Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp., Diabrotica spp., Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., Epitrix spp.
  • Tanymecus spp. Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp.
  • Dermaptera e.g. Anisolabis maritime, Forficula auricularia, Labidura riparia;
  • Heteroptera e.g. Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., Eurydema spp., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp., Ly
  • Pulvinaria spp. Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., Saissetia spp., Scaphoides titanus, Schizaphis graminum, Selenaspidus articulatus, Sitobion avenae, Sogata spp., Sogatella fureifera, Sogatodes spp.
  • Stictocephala festina Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes spp., Trialeurodes vaporariorum, Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.
  • Hymenoptera e.g. Acromyrmex spp., Athalia spp., Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., Hoplocampa spp., Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis Spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., Wasmannia auropunetata, Xeris spp.
  • Hymenoptera e.g. Acromyrmex spp., Athalia spp., Atta spp., Camponotus spp., Dolichoves
  • Phthorimaea spp. Phthorimaea spp., Phyllocnistis citrella, Phyllonorycter spp., Pieris spp., Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella, Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., Pseudaletia unipuncta, Pseudoplusia includens .
  • Phthiraptera eg Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Phylloxera vastatrix, Phtirus pubis, Trichodectes spp.
  • Siphonaptera eg Ceratophyllus spp., Ctenocephalides spp., Pulex irritans Tunga penetrans, Xenopsylla cheopis.
  • Thysanoptera e.g. Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips leeuweni, Drepanothris reuteri, Enneothrips flavens, Frankliniella spp., Haplothrips spp., Heliothrips spp., Hercinothrips femoralis, Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamoni, Thrips spp.
  • Pests from the strain Mollusca, especially from the bivalve class, e.g. Dreissena spp.
  • Gastropoda e.g. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.
  • Plant pests from the strain Nematoda, i. plant parasitic nematodes, in particular Aglenchus spp., Anguina spp., Aphelenchoides spp., Belonolaimus spp., Bursaphelenchus spp., Cacopaurus spp., Criconemella spp., Criconemoides spp., Ditylenchus spp., Dolichodorus spp., Globodera spp.
  • Helicotylenchus spp. Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., Hoplolaimus spp., Longidorus spp., Meloidogyne spp., Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp , Pratylenchus spp., Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., Tylenchul
  • the order of the coccidia for example Eimeria spp., Can be determined from the subregion of the protozoa. fight.
  • One of the advantages of the present invention is that, due to the systemic properties of the composition according to the invention, it is also possible to combat translaminar pests when treating aboveground plant parts.
  • a further advantage consists in the synergistic increase in the insecticidal activity of the composition according to the invention over the individual insecticide, which exceeds the expected effectiveness of the two individually applied active ingredients. This allows optimization of the amount of active ingredients used.
  • the composition of the invention can also be used on transgenic plants, wherein the plants resulting from this seed are capable of expressing a protein directed against pests.
  • the composition of the invention is suitable for the protection of Oberiridisches plant parts of any plant variety, as already mentioned above, which is used in agriculture, in the greenhouse, in forests or in horticulture.
  • these are corn, peanut, canola, rapeseed, poppy, soybeans, cotton, turnip (eg sugar beet and fodder beet), rice, millet, wheat, barley, oats, rye, sunflower, tobacco, potatoes or vegetables (eg tomatoes , Cabbage).
  • the compositions according to the invention are likewise suitable for the treatment of fruit plants and vegetables as already mentioned above. Special importance is attached to the treatment of maize, soya, cotton, wheat and canola or rapeseed.
  • Transgenic plants usually contain at least one heterologous gene which controls the expression of a polypeptide having in particular insecticidal properties.
  • the heterologous genes in transgenic plants can be derived from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium.
  • the present invention is particularly useful for the treatment of transgenic plants containing at least one heterologous gene derived from Bacillus sp. and whose gene product shows activity against corn borer and / or corn rootworm. Most preferably, this is a heterologous gene derived from Bacillus thuringiensis.
  • plants and their uppermost parts can be treated.
  • wild-type or plant species and plant varieties obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and parts thereof are treated (conventional plants).
  • transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated.
  • Plant varieties are understood as meaning plants having new traits which have been bred by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be varieties, biotypes and genotypes.
  • the preferred plants or plant varieties to be treated according to the invention to be treated include all plants produced by the genetic engineering modification received genetic material which gives these plants special beneficial properties ("traits"). Examples of such properties 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 workability of the harvested products. 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 are the important crops such as cereals (wheat, rice), corn, soy, potato, sugar beets, tomatoes, peas and other vegetables, cotton, tobacco, oilseed rape, and fruit plants (with the fruits apples, pears, citrus fruits and Grapes), with special emphasis on maize, soya, potato, cotton, tobacco and oilseed rape.
  • Traits which are particularly emphasized are the increased defense of the plants against insects, arachnids, nematodes and snails by toxins formed in the plants, in particular those produced by the genetic material from Bacillus thuringiensis (eg by the genes CrylA (a) , CrylA (b), CrylA (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and combinations thereof) in the plants (hereinafter "Bt plants”). Traits also highlight the increased resistance of plants to fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins.
  • SAR systemic acquired resistance
  • trasits which are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT" gene).
  • herbicidally active compounds for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT" gene).
  • the 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, soya bean varieties and potato varieties which are sold under the trade names YIELD GARD ® (for example maize, cotton, soya beans), KnockOut ® (for example maize), StarLink ® (for example maize), Bollgard ® ( cotton), NuCOTN ® (cotton) and NewLeaf ® (potato).
  • herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties may be mentioned, under the trade names Roundup Ready ® (tolerance to glyphosate, for example maize, cotton, soya bean), Liberty Link ® (tolerance to phosphinotricin, for example oilseed rape), IMI ® (tolerance against imidazolinone) and STS® (tolerance to sulfonylureas eg corn).
  • Roundup Ready ® tolerance to glyphosate, for example maize, cotton, soya bean
  • Liberty Link ® tolerance to phosphinotricin, for example oilseed rape
  • IMI ® tolerance against imidazolinone
  • STS® tolerance to sulfonylureas eg corn
  • Clearfield ® varieties eg corn
  • treatment with the composition according to the invention may also result in 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 usable in the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering power facilitated harvest, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or machinability of the harvested products, which exceed the actual expected effects.
  • Emulsifier alkylaryl polyglycol ether
  • Rice plants (Oryza sativa, var. Balilla) are treated by spraying with the preparation of active compound in the desired concentration and then populated with larvae of the rice leafhopper ⁇ Nilaparvata lugens).
  • the kill is determined in%. 100% means that all cicadas have been killed; 0% means that no cicadas have been killed.
  • the phytoprotective effect is scored. At 100% effect no damage by feeding is to be seen, with 0% effect the damage at the treated leaves corresponds to the untreated control.
  • the compound of formula (I) in combination with RME (rapeseed oil methyl ester) or / and AMS (ammonium sulfate) showed improved efficacy compared to the single application:
  • Emulsifier alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration.
  • emulsifier concentration 1000 ppm until reaching the desired concentration.
  • the kill is determined in%. 100% means that all animals have been killed; 0% means that no animals were killed.
  • Emulsifier alkylaryl polyglycol ether
  • a suitable preparation of active compound 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration.
  • dilute with emulsifier-containing water When necessary addition of ammonium salts and / or penetration promoters (rapeseed oil methyl ester), these are pipetted in a concentration of 1000 ppm after dilution of the finished preparation solution.
  • Cotton plants (Gossypium hirsutum) are treated by spraying with the preparation of active compound in the desired concentration and then populated with larvae of the green rice bug (Nezara viridula).
  • the phytoprotective effect is scored. At 100% effect no damage by feeding is to be seen, with 0% effect the damage at the treated leaves corresponds to the untreated control.

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

The invention relates to compositions containing the compounds of formula (l) and at least one activity enhancer selected from penetration enhancers and ammonium or phosphonium salts of formula (II) in which D, n, R8, R9, R10, R11 and R12 are as defined in the description.

Description

Verbesserte insektizide Zusammensetzungen  Improved insecticidal compositions
Die vorliegende Erfindung betrifft insektizide Zusammensetzungen umfassend die Verbindung Formel (I) The present invention relates to insecticidal compositions comprising the compound of formula (I)
Figure imgf000003_0001
Figure imgf000003_0001
und mindestens einen Wirkungsverbesserer, vorzugsweise ausgewählt unter Ammoniumsalzen, Phosphoniumsalzen und Penetrationsförderern. and at least one effect enhancer, preferably selected from ammonium salts, phosphonium salts and penetration promoters.
Aus EP 0 268 915 A2, JP1993078323 A und WO 2012/029672 AI ist bekannt, dass die Verbindung der Formel (I) eine biologische Aktivität aufweist und dass sie zur Bekämpfung von Insekten verwendet werden kann. Die Wirksamkeit dieser Verbindung ist gut, jedoch insbesondere bei niedrigen Aufwandmengen und Konzentrationen nicht immer völlig zufriedenstellend. It is known from EP 0 268 915 A2, JP1993078323 A and WO 2012/029672 A1 that the compound of the formula (I) has a biological activity and that it can be used for controlling insects. The effectiveness of this compound is good, but not always completely satisfactory, especially at low application rates and concentrations.
Da sich aber die ökologischen und ökonomischen Anforderungen an moderne Pflanzenbehandlungsmittel laufend erhöhen, beispielsweise was Selektivität und Aufwandmenge angeht, und außerdem z.B. Probleme mit Resistenzen auftreten können, besteht die ständige Aufgabe, neue Pflanzenbehandlungsmittel zu entwickeln, die zumindest in Teilbereichen Vorteile gegenüber den Bekannten aufweisen. However, since the ecological and economic demands on modern plant treatment products are constantly increasing, for example as regards selectivity and application rate, and in addition, e.g. Problems with resistance can occur, there is the constant task of developing new plant treatment products that have advantages over the known at least in some areas.
Aufgabe der vorliegenden Erfindung ist deshalb die Bereitstellung einer Insektiziden Zusammensetzung, welche die Verbindung der Formel (I) enthält und die gegenüber den bekannten Zusammensetzungen eine verbesserte Wirkung bzw. ein verbreitertes Wirkspektrum aufweist. The object of the present invention is therefore to provide an insecticidal composition which contains the compound of the formula (I) and which has an improved action or a broader spectrum of activity than the known compositions.
WO 95/017817 beschreibt, dass sich die Wirkung gewisser agrochemischer Wirkstoffe durch Zugabe von oberflächenaktiven Stoffen (Detergentien), die verschiedene Stickstoff enthaltende Verbindungen wie quartäre Ammoniumsalze, Betaine und Amine beinhalten, erhöhen lässt. WO 95/017817 beschäftigt sich damit, optimierte Wirkungsverstärker bereitzustellen und beschreibt, dass Zusammensetzungen, die mindestens ein Stickstoff enthaltendes Salz und einen Chelatbildner umfassen, besonders vorteilhaft sind. Das Stickstoff enthaltende Salz ist vorzugsweise ein Stickstoff enthaltendes Detergenz. WO 95/017817 describes that the effect of certain agrochemical active ingredients can be increased by the addition of surfactants (detergents) which contain various nitrogen-containing compounds, such as quaternary ammonium salts, betaines and amines. WO 95/017817 is concerned with providing optimized performance enhancers and describes that compositions comprising at least one nitrogen-containing salt and a chelating agent are particularly advantageous. The nitrogen-containing salt is preferably a nitrogen-containing detergent.
Die Verwendung von Stickstoff oder Phoshor enthaltenden Salzen mit längeren Alkyl- und/oder Arylsubstituenten sind auch in EP-A-0 453 086, EP-A-0 664 081, FR-A-2 600 494, US 4,844,734B, US 5,462,912B, US 5,538,937B, US 20003/0224939A, US 2005/0009880A und/oder US 2005/0096386A beschrieben. Diese Salze wirken permeabilisierend oder erhöhen die Löslichkeit des Wirkstoffs; oder sie wirken als Detergenz. The use of salts containing nitrogen or phosphorous with longer alkyl and / or aryl substituents are also disclosed in EP-A-0 453 086, EP-A-0 664 081, FR-A-2 600 494, US 4,844,734B, US 5,462,912B , US 5,538,937B, US 20003 / 0224939A, US 2005 / 0009880A and / or US 2005 / 0096386A described. These salts have a permeabilizing effect or increase the solubility of the active ingredient; or they act as detergents.
US 2,848,476 B schlägt vor, Salze von Sulfonsäuren zur Wirkungsverstärkung (Wirkungssteigerung) zu verwenden. Die Wirkungsverstärkung kann darauf zurückgeführt werden, dass die verwendeten Säuren selbst paralysierend auf Insekten wirken. US Pat. No. 2,848,476 B proposes to use salts of sulfonic acids for enhancing the activity (increasing the activity). The effect enhancement can be attributed to the fact that the acids used themselves have a paralyzing effect on insects.
Die Verwendung von anorganischen Ammoniumsalzen als Formulierhilfsstoffe und Wirkungsverstärker in der Kombination mit bestimmten Herbiziden ist ebenfalls bekannt. WO 92/16108 beschreibt den Einsatz von Ammoniumsulfat als Formulierhilfsstoff in einer Granulatformulierung, die insektizid wirksame Phosphoramidothioate enthält. WO 92/16108 beschreibt, dass eine bestimmte Menge an Ammoniumsulfat notwendig ist, um die chemische Stabilität von Phosporamidothioate enthaltenden Granulaten zu gewährleisten. US 6,645,914 B und EP-A-0 036 106 beschreiben die Wirkungssteigerung für die Herbizide Glyphosat und Phosphinothricin durch Zugabe von Ammoniumsulfat. The use of inorganic ammonium salts as formulation auxiliaries and enhancers in combination with certain herbicides is also known. WO 92/16108 describes the use of ammonium sulfate as a formulation adjuvant in a granular formulation containing insecticidally active phosphoramidothioates. WO 92/16108 describes that a certain amount of ammonium sulfate is necessary to ensure the chemical stability of granules containing phosphoramidothioates. US 6,645,914 B and EP-A-0 036 106 describe the increase in activity for the herbicides glyphosate and phosphinothricin by adding ammonium sulfate.
Es ist jedoch auch bekannt, dass ein generelles Auftreten einer Wirkungsverstärkung durch Zugabe bekannter Wirkungsverstärker zu agrochemischen Wirkstoffen oder Wirkstoffklassen nicht vorhergesagt werden kann. However, it is also known that a general occurrence of an effect enhancement can not be predicted by addition of known activity enhancers to agrochemical active substances or active ingredient classes.
Es wurde nun gefunden, dass sich die Wirkung der Verbindung der Formel (I) durch den Zusatz von mindestens einem Wirkungsverstärker ausgewählt unter Ammonium- und/oder Phosphoniumsalzen und PenetrationsfÖrderern steigern lässt. It has now been found that the effect of the compound of the formula (I) can be increased by the addition of at least one activity enhancer selected from among ammonium and / or phosphonium salts and penetration promoters.
Gegenstand der vorliegenden Erfindung ist somit eine Zusammensetzung enthaltend die Verbindung der Formel (I) The subject matter of the present invention is thus a composition containing the compound of the formula (I)
Figure imgf000004_0001
Figure imgf000004_0001
und mindestens einen Wirkungsverbesserer ausgewählt unter PenetrationsfÖrderern (insbesondere Alkanol-alkoxylaten der Formel (III) wie unten definiert und/oder mineralischen oder pflanzlichen Ölen sowie deren Modifikationen) und Ammonium- oder Phosphoniumsalzen der Formel (II) and at least one activity improver selected from penetration promoters (in particular alkanol alkoxylates of the formula (III) as defined below and / or mineral or vegetable oils and their modifications) and ammonium or phosphonium salts of the formula (II)
11 I + n n-11 I + nn-
R-D-R9 12 RDR 9 12
R  R
R 10 R 10
n  n
(Π) in welcher (Π) in which
D für Stickstoff oder Phosphor steht; bevorzugt steht D für Stickstoff; n für 1, 2, 3 oder 4 steht; bevozugt steht n für 1 oder 2; D is nitrogen or phosphorus; preferably D is nitrogen; n is 1, 2, 3 or 4; preferably n stands for 1 or 2;
R8, R9, R10 und R11 unabhängig voneinander für Wasserstoff oder jeweils gegebenenfalls substituiertes Ci-C8-Alkyl oder einfach oder mehrfach ungesättigtes, gegebenenfalls substituiertes C2-C8- Alkenyl stehen, wobei die Substituenten aus Halogen, Nitro und Cyano ausgewählt sein können; bevorzugt stehen R8, R9, R10 und R11 unabhängig voneinander für Wasserstoff oder jeweils gegebenenfalls substituiertes Ci-C i-Alkyl, wobei die Substituenten aus Halogen, Nitro und Cyano ausgewählt sind; besonders bevorzugt stehen R8, R9, R10 und R11 unabhängig voneinander für Wasserstoff, Methyl, Ethyl, n-Propyl, z o-Propyl, n-Butyl, z' o-Butyl, eoButyl oder tert-Butyl; ganz besonders bevorzugt stehen R8, R9, R10 und R11 unabhängig voneinander für Wasserstoff, Methyl oder Ethyl; R 8 , R 9 , R 10 and R 11 independently of one another represent hydrogen or in each case optionally substituted C 1 -C 8 -alkyl or mono- or polyunsaturated, optionally substituted C 2 -C 8 -alkenyl, where the substituents are selected from halogen, nitro and cyano can; preferably, R 8, R 9, R 10 and R 11 are independently hydrogen or optionally substituted C i-alkyl, wherein the substituents are selected from halogen, nitro and cyano; particularly preferably R 8, R 9, R 10 and R 11 are independently hydrogen, methyl, ethyl, n-propyl, z o-propyl, n-butyl, z 'o-butyl, eoButyl or tert-butyl; most preferably R 8 , R 9 , R 10 and R 11 are each independently hydrogen, methyl or ethyl;
R12 für ein anorganisches oder organisches Anion steht; bevorzugt steht R12 für Hydrogencarbonat, Tetraborat, Fluorid, Bromid, Jodid, Chlorid, Monohydrogenphosphat, Dihydrogenphosphat, Hydrogensulfat, Tartrat, Sulfat, Nitrat, Thiosulfat, Thiocyanat, Formiat, Laktat, Acetat, Propionat, Butyrat, Pentanoat, Citrat oder Oxalat; R12 steht weiterhin bevorzugt für Carbonat, Pentaborat, Sulfit, Benzoat, Hydrogenoxalat, Hydrogencitrat, Methylsulfat oder Tetrafluoroborat; besonders bevorzugt steht R12 für Laktat, Sulfat, Nitrat, Thiosulfat, Thiocyanat, Citrat, Oxalat, Formiat, Monohydrogenphosphat oder Dihydrogenphosphat; besonders bevorzugt steht R12 für Monohydrogenphosphat, Dihydrogenphosphat oder Sulfat. R 12 is an inorganic or organic anion; R 12 is preferably hydrogencarbonate, tetraborate, fluoride, bromide, iodide, chloride, monohydrogenphosphate, dihydrogenphosphate, hydrogensulphate, tartrate, sulphate, nitrate, thiosulphate, thiocyanate, formate, lactate, acetate, propionate, butyrate, pentanoate, citrate or oxalate; R 12 furthermore preferably represents carbonate, pentaborate, sulfite, benzoate, hydrogen oxalate, hydrogen citrate, methyl sulfate or tetrafluoroborate; R 12 particularly preferably represents lactate, sulfate, nitrate, thiosulphate, thiocyanate, citrate, oxalate, formate, monohydrogenphosphate or dihydrogenphosphate; R 12 particularly preferably represents monohydrogenphosphate, dihydrogenphosphate or sulphate.
Beispiele für die vorgenannten Ammoniumsalze der Formel (II) sind Ammoniumsulfat, Ammoniumlaktat, Ammoniumnitrat, Ammoniumthiosulfat, Ammoniumthiocyanat, Ammoniumeitrat, Ammoniumoxalat, Ammoniumformiat, Ammoniumhydrogenphosphat,Examples of the abovementioned ammonium salts of the formula (II) are ammonium sulfate, ammonium lactate, ammonium nitrate, ammonium thiosulphate, ammonium thiocyanate, ammonium citrate, ammonium oxalate, ammonium formate, ammonium hydrogenphosphate,
Ammoniumdihydrogenphosphat, Ammoniumcarbonat, Ammoniumbenzoat, Ammoniumsulfit, Ammoniumbenzoat, Ammoniumhydrogenoxalat, Ammoniumhydrogencitrat, Ammoniumacetat, Tetramethylammoniumsulfat, Tetramethylammoniumlaktat, Tetramethylammoniumnitrat,Ammonium dihydrogen phosphate, ammonium carbonate, ammonium benzoate, ammonium sulfite, ammonium benzoate, ammonium hydrogen oxalate, ammonium hydrogen citrate, ammonium acetate, tetramethylammonium sulfate, tetramethylammonium lactate, tetramethylammonium nitrate,
Tetramethylammoniumthiosulfat, Tetramethylammoniumthiocyanat, Tetramethylammoniumcitrat, Tetramethylammoniumoxalat, Tetramethylammoniumformiat, Tetramethylammoniumhydrogenphosphat, Tetramethylammoniumdihydrogenphosphat, Tetraethylammoniumsulfat, Tetraethylammoniumlaktat, Tetraethylammoniumnitrat,Tetramethylammonium thiosulphate, tetramethylammonium thiocyanate, tetramethylammonium citrate, tetramethylammonium oxalate, tetramethylammonium formate, tetramethylammonium hydrogenphosphate, tetramethylammonium dihydrogenphosphate, tetraethylammonium sulfate, tetraethylammonium lactate, tetraethylammonium nitrate,
Tetraethylammoniumthiosulfat, Tetraethylammoniumthiocyanat, Tetraethylammoniumcitrat, Tetraethylammoniumoxalat, Tetraethylammoniumformiat, Tetraethylammoniumhydrogenphosphat und Tetraethylammoniumdihydrogenphosphat. Gegenstand der vorliegenden Erfindung ist auch die Verwendung der erfindungsgemäßen Wirkungsverstärker, d.h. der erfindungsgemäßen Ammonium- und/oder Phosphoniumsalze gegebenenfalls in Kombination mit den erfindungsgemäßen Penetrationsförderern, zur Wirkungsverstärkung (Wirkungssteigerung) der Verbindung der Formel (I). Tetraethylammonium thiosulfate, tetraethylammonium thiocyanate, tetraethylammonium citrate, tetraethylammonium oxalate, tetraethylammonium formate, tetraethylammonium hydrogenphosphate and tetraethylammonium dihydrogenphosphate. The present invention also provides for the use of the effect enhancers according to the invention, ie the ammonium and / or phosphonium salts according to the invention optionally in combination with the penetration promoters according to the invention, for enhancing the effect (increasing the activity) of the compound of the formula (I).
Die Wirkungsverstärker können der Anwendungslösung, welche die Verbindung der Formel (I) enthält, zugesetzt werden (Tankmix/Tankmischungs-Anwendung) oder in eine Formulierung, welche die Verbindung der Formel (I) umfasst (formuliertes Produkt), eingebaut werden. The enhancers may be added to the use solution containing the compound of formula (I) (tank mix / tank mix application) or incorporated into a formulation comprising the compound of formula (I) (formulated product).
Gegenstand der Erfindung sind somit auch fomulierte Insektizide Zusammensetzungen sowie anwendungsfertige Pflanzenschutzmittel (z.B. Spritzbrühen). Gegenstand der Erfindung ist schließlich auch die Verwendung der erfindungsgemäßen Zusammensetzungen und Mittel zur Bekämpfung von Schadinsekten (Pflanzenschädlingen), die in der Landwirtschaft vorkommen. The invention thus also relates to formulated insecticidal compositions and ready-to-use crop protection agents (for example spray liquors). Finally, the invention also relates to the use of the compositions according to the invention and agents for combating insect pests (plant pests) which occur in agriculture.
Die Verbindung der Formel (I) kann in den erfindungsgemäßen Zusammensetzungen in einem breiten Konzentrationsbereich eingesetzt werden. Die Konzentration der Verbindung der Formel (I) in der Zusammensetzung beträgt dabei üblicherweise 0,1 - 50 Gew.-% The compound of the formula (I) can be used in the compositions of the invention in a wide concentration range. The concentration of the compound of the formula (I) in the composition is usually 0.1-50% by weight.
Die erfindungsgemäßen Ammonium- oder Phosphoniumsalze der Formel (II) können in den erfindungsgemäßen Zusammensetzungen in einem breiten Konzentrationsbereich eingesetzt werden. The ammonium or phosphonium salts of the formula (II) according to the invention can be used in the compositions according to the invention in a wide concentration range.
Die erfindungsgemäßen Ammonium- oder Phosphoniumsalze werden in der Zusammensetzung in einer solchen Konzentration zugegeben, dass sie im anwendungsfertigen Pflanzenschutzmittel (in der Spritzbrühe oder bei Tankmix/Tankmischungs-Anwendung) in einer Konzentration von 0,5 bis 80 mmol/1, bevorzugt 0,75 bis 37,5 mmol/1, besonders bevorzugt 1,5 bis 25 mmol/1 vorliegen. The ammonium or phosphonium salts according to the invention are added in the composition in such a concentration that in the ready-to-use plant protection product (in the spray mixture or tank mix / tank mix application) in a concentration of 0.5 to 80 mmol / l, preferably 0.75 to 37.5 mmol / l, particularly preferably 1.5 to 25 mmol / l.
Im Fall eines formulierten Produktes wird die Ammonium- und/oder Phosphoniumsalzkonzentration in der Formulierung so gewählt, dass sie nach Verdünnung der Formulierung auf die gewünschte Wirkstoffkonzentration in vorgenannten Bereichen liegt. Die Konzentration des Salzes in der Formulierung beträgt dabei üblicherweise 1 - 50 Gew.- %. In the case of a formulated product, the ammonium and / or phosphonium salt concentration in the formulation is chosen such that it is in the aforementioned ranges after dilution of the formulation to the desired drug concentration. The concentration of the salt in the formulation is usually 1-50% by weight.
In einer bevorzugten Ausführungsform enthält die erfindungsgemäße Zusammensetzung als Wirkungsverstärker ein erfindungsgemäßes Ammonium-und/oder Phosphoniumsalz und einen erfindungsgemäßen Penetrationsförderer (insbesondere Alkanol-alkoxylate der Formel (III) wie hier definiert und/oder mineralische oder pflanzliche Öle sowie deren Modifikationen). In a preferred embodiment, the composition according to the invention contains as an effect enhancer an inventive ammonium and / or phosphonium salt and a penetration promoter according to the invention (in particular alkanol alkoxylates of the formula (III) as defined herein and / or mineral or vegetable oils and their modifications).
Es wurde gefunden, dass durch die Kombination von erfindungsgemäßen Ammonium- und Phosphoniumsalzen und einem erfindungsgemäßen Penetrationsförderer die Wirkung der Verbindung der Formel (I) so stark erhöht ist, dass sie selbst bei solch niedrigen Konzentrationen noch wirksam ist, bei denen ohne Zusatz der Kombination keine Wirkung mehr festzustellen ist. Erfindungsgemäße Penetrationsförderer sind Stoffe, die üblicherweise eingesetzt werden, um das Eindringen von agrochemischen Wirkstoffen in Pflanzen zu verbessern, indem sie aus der entsprechenden Anwendungsform (insbesondere wässeriger Spritzbrühe) und/oder aus dem Spritzbelag in die Kutikula der Pflanze eindringen und dadurch die Stoffbeweglichkeit (Mobilität) von Wirkstoffen in der Kutikula erhöhen können. Die in der Literatur beschriebene Methode kann zur Bestimmung dieser Eigenschaft eingesetzt werden (Baur et al., 1997, Pesticide Science 51 , 131 -152). It has been found that the combination of ammonium and phosphonium salts according to the invention and a penetration promoter according to the invention, the effect of the compound of formula (I) is so greatly increased that it is still effective even at such low concentrations, in which no addition of the combination Effect is more noticeable. Penetration promoters according to the invention are substances which are usually used to improve the penetration of agrochemical active substances into plants by penetrating from the corresponding application form (in particular aqueous spray mixture) and / or from the spray coating into the cuticle of the plant and thereby increasing the mobility of the material (mobility ) of active ingredients in the cuticle. The method described in the literature can be used to determine this property (Baur et al., 1997, Pesticide Science 51, 131-152).
Geeignete Penetrationsförderer sind auch Substanzen, die die Löslichkeit der Verbindung der Formel (I) im Spritzbelag fördern. Dazu gehören beispielsweise mineralische oder vegetabile Öle (pflanzliche Öle, Pflanzenöl). Als Öle kommen alle üblicherweise in agrochemischen Mitteln einsetzbaren mineralischen oder pflanzlichen - gegebenenfalls modifizierte - Öle in Frage. Beispielhaft genannt sind Sonnenblumenöl, Rapsöl, Olivenöl, Rizinusöl, Rüböl, Maiskernöl, Baumwollsaatöl und Sojabohnenöl sowie deren Ester (vorzugsweise Methyl- oder Ethylester). Bevorzugte Öle sind Rapsöl, Sonnenblumenöl sowie deren Methyl- oder Ethylester (z.B. Rapsölmethylester). Suitable penetration enhancers are also substances which promote the solubility of the compound of the formula (I) in the spray coating. These include, for example, mineral or vegetable oils (vegetable oils, vegetable oil). Suitable oils are all commonly used in agrochemical means mineral or vegetable - optionally modified - oils in question. Examples include sunflower oil, rapeseed oil, olive oil, castor oil, rapeseed oil, corn oil, cottonseed oil and soybean oil and their esters (preferably methyl or ethyl esters). Preferred oils are rapeseed oil, sunflower oil and their methyl or ethyl esters (e.g., rapeseed oil methyl ester).
Geeignete Penetrationsförderer sind auch Alkanol-alkoxylate der Formel (III) Suitable penetration enhancers are also alkanol alkoxylates of the formula (III)
R-0-(AO)v-R' (III) in welcher R-O- (AO) v -R '(III) in which
R für geradkettiges oder verzweigtes Ci-C2o-Alkyl steht; R steht bevorzugt für Butyl, wo-Butyl, n- Pentyl, z o-Pentyl, Neopentyl, n-Hexyl, iso-Hexyl, n-Octyl, z o-Octyl, 2-Ethyl-hexyl, Nonyl, wo-Nonyl, Decyl, n-Dodecyl, z o-Dodecyl, Lauryl, Myristyl, z o-Tridecyl, Trimethyl-nonyl, Palmityl, Stearyl oder Eicosyl; R is straight-chain or branched C 1 -C 20 -alkyl; R is preferably butyl, where -butyl, n-pentyl, z-pentyl, neopentyl, n-hexyl, iso-hexyl, n-octyl, z o-octyl, 2-ethyl-hexyl, nonyl, where-nonyl, Decyl, n-dodecyl, z o -dodecyl, lauryl, myristyl, z o -tridecyl, trimethyl-nonyl, palmityl, stearyl or eicosyl;
R' für Wasserstoff, Methyl, Ethyl, n-Propyl, z o-Propyl, n-Butyl, z o-Butyl, tert-Butyl, n-Pentyl oder n-Hexyl steht; R 'is hydrogen, methyl, ethyl, n -propyl, z o -propyl, n -butyl, z o -butyl, tert -butyl, n -pentyl or n -hexyl;
AO für einen Ethylenoxid-Rest, einen Propylenoxid-Rest, einen Butylenoxid-Rest oder für Gemische aus Ethylenoxid- und Propylenoxid-Resten oder Butylenoxid-Resten steht; und v für eine Zahl von 2 bis 30 steht. AO is an ethylene oxide radical, a propylene oxide radical, a butylene oxide radical or mixtures of ethylene oxide and propylene oxide radicals or butylene oxide radicals; and v is a number from 2 to 30.
Geeignete Penetrationsförderer sind insbesondere Alkanol-alkoxylate der Formel (lila), (Illb) oder (IIIc) R-0-(-EO-)n-R' R-0-(-EO-)p-(-PO-)q-R' R-0-(-PO-)r-(-EO-)s-R' Suitable penetration promoters are, in particular, alkanol alkoxylates of the formula (IIIa), (IIIb) or (IIIc) R-O - (- EO-) n -R'R-0 - (- EO-) p - (- PO-) q -R'R-0 - (- PO-) r - (- EO-) s -R '
(Ill-a) (Ill-b) (III-c) in denen R und R' die oben angegebenen Bedeutungen haben EO für eine Gruppierung -CH2-CH2-O- steht; n für eine Zahl von 2 bis 20 steht; CH— CH-0— (Ill-a) (Ill-b) (III-c) in which R and R 'are as defined above, EO is a group -CH 2 -CH 2 -O-; n is a number from 2 to 20; CH-CH-O-
OH OH
PO für 3 steht; p, q, r, und s jeweils unabhängig voneinander für eine Zahl von 1 bis 10 stehen. Weitere geeignete Penetrationsförderer sind insbesondere Alkanol-alkoxylate der Formel (Ill-d) PO stands for 3 ; p, q, r, and s each independently represent a number from 1 to 10. Further suitable penetration promoters are in particular alkanol alkoxylates of the formula (III-d)
R-0-(-EO-)p-(-BO-)Q-R' (Ill-d) in welcher R-0 - (- EO-) p - (- BO-) Q -R '(Ill-d) in which
R und R' die oben angegebenen Bedeutungen haben; EO für CH2-CH2-0- steht; R and R 'have the meanings given above; EO is CH 2 -CH 2 -O-;
— CH5-CH5-CH-O - CH5-CH5-CH-O
I I
PHPH
BO für 3 steht; p und q, jeweils unabhängig voneinander, für eine Zahl von 1 bis 10 stehen. Weitere geeignete Penetrationsförderer sind insbesondere Alkanol-alkoxylate der Formel (III-e) BO stands for 3 ; p and q, each independently, represent a number from 1 to 10. Further suitable penetration promoters are in particular alkanol alkoxylates of the formula (III-e)
R-0-(-BO-)r-(-EO-)S-R' (III-e) in welcher R-0 - (- BO-) r - (- EO-) S -R '(III-e) in which
R und R' die oben angegebenen Bedeutungen haben; — CH5-CH5-CH-O R and R 'have the meanings given above; - CH5-CH5-CH-O
P I H P I H
BO für 3 steht; BO stands for 3 ;
EO für CH2-CH2-0- steht; r und s jeweils unabhängig voneinander für eine Zahl von 1 bis 10 stehen. Weitere geeignete Penetrationsförderer sind insbesondere Alkanol-alkoxylate der Formel (Ill-f) EO is CH 2 -CH 2 -O-; each of r and s independently represents a number from 1 to 10. Further suitable penetration promoters are in particular alkanol alkoxylates of the formula (III-f)
CH3-(CH2)t-CH2-0-(-CH2-CH2-0-)u-R' (Ill-f) in welcher CH 3 - (CH 2) t -CH2-0 - (- CH 2 -CH 2 -0-) u -R '(III-f) in which
R' die oben angegebene Bedeutung hat; t für eine Zahl von 8 bis 13 steht; bevorzugt steht t für eine Zahl von 9 bis 12; und u für eine Zahl von 6 bis 17 steht; bevorzugt steht u für eine Zahl von 7 bis 9. Bevorzugt ist ein Alkanol-Alkoxylat der Formel (III-f-1) R 'has the meaning given above; t is a number from 8 to 13; preferably t is a number from 9 to 12; and u is a number from 6 to 17; preferably u is a number from 7 to 9. Preference is given to an alkanol alkoxylate of the formula (III-f-1)
CH3-(CH2)t-CH2-0-(-CH2-CH2-0-)u-H (III-f-1) in welcher t für einen Durchschnittswert von 10,5 steht; und u für einen Durchschnittswert von 8,4 steht. CH 3 - (CH 2) t -CH2-0 - (- CH 2 -CH 2 -0-) u -H (III-f-1) in which t stands for an average value of 10.5; and u stands for an average of 8.4.
Ein Beispiel für ein Alkanol-Alkoxylat der Formel (III-c) ist ein 2-Ethyl-hexyl-alkoxylat der Formel (III-c-1) An example of an alkanol alkoxylate of the formula (III-c) is a 2-ethylhexyl alkoxylate of the formula (III-c-1)
CH3- CH2 CHj CH2- CH CHj O (PO)— (EO)6-H CH 3 - CH 2 CHj CH 2 - CH CHj O (PO) - (EO) 6 -H
(III-c-1)  (III-c-1)
C2H5 C 2 H 5
CH— CH-0  CH-CH-0
CH  CH
in welcher EO für -CH2-CH2-0- steht; PO für 3 steht; und die Zahlen 8 und 6 Durchschnittswerte darstellen. in which EO is -CH 2 -CH 2 -O-; PO stands for 3 ; and the numbers 8 and 6 represent averages.
Ein Beispiel für ein Alkanol-Alkoxylat der Formel (Ill-d) ist eine Verbindung der Formel (III-d-1) An example of an alkanol alkoxylate of the formula (III-d) is a compound of the formula (III-d-1)
CH3-(CH2)io-0-(-EO-)6-(-BO-)2-CH3 (III-d-1) — CH CH-CH-0- in welcher EO für CH2-CH2-0- steht; BO für 3 steht; und die Zahlen 10, 6 und 2 Durchschnittswerte darstellen. CH 3 - (CH 2) io-O - (- EO-) 6 - (- BO-) 2-CH 3 (III-d-1) - CH CH-CH-O- in which EO is CH 2 -CH 2 -0- stands; BO stands for 3 ; and the numbers 10, 6 and 2 represent averages.
Die Alkanol-Alkoxylate sind durch die obigen Formeln allgemein definiert. Bei diesen Substanzen handelt es sich um Gemische von Stoffen des angegebenen Typs mit unterschiedlichen Kettenlängen. Für die Indizes errechnen sich deshalb Durchschnittswerte, die auch von ganzen Zahlen abweichen können. The alkanol alkoxylates are generally defined by the above formulas. These substances are mixtures of substances of the specified type with different chain lengths. For the indices, therefore, average values are calculated, which can also differ from whole numbers.
Die Alkanol-Alkoxylate der angegebenen Formeln sind bekannt und sind teilweise kommerziell erhältlich oder lassen sich nach bekannten Methoden herstellen (vgl. WO 98/035553, WO00/35278 und EP-A 0 681 865). The alkanol alkoxylates of the formulas given are known and are partly available commercially or can be prepared by known methods (compare WO 98/035553, WO00 / 35278 and EP-A 0 681 865).
Die Konzentration an Penetrationsförderer kann in den erfindungsgemäßen Zusammensetzungen in einem weiten Bereich variiert werden. The concentration of penetration promoter can be varied within a wide range in the compositions according to the invention.
Bei einem formulierten Pflanzenschutzmittel liegt sie im Allgemeinen bei 1 bis 95 Gew.-%, bevorzugt bei 1 bis 55 Gew.-%, besonders bevorzugt bei 15 bis 40 Gew.-%. In den anwendungsfertigen Mitteln (z.B. Spritzbrühen) liegen die Konzentration im Allgemeinen zwischen 0,1 und 10 g/1, bevorzugt zwischen 0,5 und 5 g/1. In the case of a formulated crop protection agent, it is generally from 1 to 95% by weight, preferably from 1 to 55% by weight, more preferably from 15 to 40% by weight. In the ready-to-use agents (e.g., spray liquors), the concentration is generally between 0.1 and 10 g / l, preferably between 0.5 and 5 g / l.
Erfindungsgemäß hervorgehobene Kombinationen von Wirkstoff, Salz und Penetrationsförderer sind in folgender Tabelle aufgeführt.„Penetrationsförder gemäß Test" bedeutet dabei, dass jede Verbindung geeignet ist, die in dem Test für die Kutikelpenetration gemäß Baur et al., 1997, Pesticide Science 51, 131 - 152 als Penetrationsförderer wirkt. Combinations of active ingredient, salt and penetration promoter highlighted in accordance with the invention are listed in the following table: "Penetration promoter according to the test" means that any compound which is suitable for use in the test for penetration of the cuticle according to Baur et al., 1997, Pesticide Science 51, 131 152 acts as a penetration promoter.
# Wirkstoff Salz Penetrationsförderer  # Active ingredient salt penetration enhancer
1 (I) Ammoniumsulfat gemäß Test  1 (I) ammonium sulfate according to test
2 (I) Ammoniumlaktat gemäß Test  2 (I) Ammonium lactate according to test
3 (I) Ammoniumnitrat gemäß Test  3 (I) Ammonium nitrate according to test
4 (I) Ammoniumthiosulfat gemäß Test  4 (I) Ammonium thiosulfate according to test
5 (I) Ammoniumthiocyanat gemäß Test  5 (I) Ammonium thiocyanate according to test
6 (I) Ammoniumeitrat gemäß Test  6 (I) ammonium citrate according to test
7 (I) Ammoniumoxalat gemäß Test  7 (I) ammonium oxalate according to test
8 (I) Ammoniumformiat gemäß Test  8 (I) ammonium formate according to test
9 (I) Ammoniumhydrogenphosphat gemäß Test  9 (I) Ammonium hydrogen phosphate according to test
10 (I) Ammoniumdihydrogenphosphat gemäß Test  10 (I) Ammonium dihydrogen phosphate according to test
11 (I) Ammoniumcarbonat gemäß Test  11 (I) ammonium carbonate according to test
12 (I) Ammoniumbenzoat gemäß Test  12 (I) ammonium benzoate according to test
13 (I) Ammoniumsulfit gemäß Test  13 (I) Ammonium sulfite according to test
14 (I) Ammoniumbenzoat gemäß Test  14 (I) Ammonium benzoate according to test
15 (I) Ammoniumhydrogenoxalat gemäß Test  15 (I) Ammonium hydrogenoxalate according to test
16 (I) Ammoniumhydrogencitrat gemäß Test  16 (I) Ammonium hydrogen citrate according to test
17 (I) Ammoniumacetat gemäß Test  17 (I) Ammonium acetate according to test
18 (I) Tetramethylammoniumsulfat gemäß Test  18 (I) tetramethylammonium sulfate according to test
19 (I) Tetramethylammoniumlaktat gemäß Test  19 (I) tetramethylammonium lactate according to test
20 (I) Tetramethylammoniumnitrat gemäß Test  20 (I) tetramethylammonium nitrate according to test
21 (I) Tetramethylammoniumthiosulfat gemäß Test  21 (I) Tetramethylammonium thiosulfate according to test
22 (I) Tetramethylammoniumthiocyanat gemäß Test  22 (I) tetramethylammonium thiocyanate according to test
23 (I) Tetramethylammoniumcitrat gemäß Test # Wirkstoff Salz Penetrationsförderer23 (I) tetramethylammonium citrate according to test # Active ingredient salt penetration enhancer
24 (I) Tetramethylammoniumoxalat gemäß Test 24 (I) tetramethylammonium oxalate according to test
25 (I) Tetramethylammoniumformiat gemäß Test  25 (I) tetramethylammonium formate according to test
26 (I) Tetramethylammoniumhydrogenphosphat gemäß Test  26 (I) tetramethylammonium hydrogen phosphate according to test
27 (I) Tetramethylammoniumdihydrogenphosphat gemäß Test  27 (I) tetramethylammonium dihydrogen phosphate according to test
28 (I) Tetraethylammoniumsulfat gemäß Test  28 (I) Tetraethylammonium sulfate according to test
29 (I) Tetraethylammoniumlaktat gemäß Test  29 (I) Tetraethylammonium lactate according to test
30 (I) Tetraethylammoniumnitrat gemäß Test  30 (I) Tetraethylammonium nitrate according to test
31 (I) Tetraethylammoniumthiosulfat gemäß Test  31 (I) Tetraethylammonium thiosulfate according to test
32 (I) Tetraethylammoniumthiocyanat gemäß Test  32 (I) Tetraethylammonium thiocyanate according to test
33 (I) Tetraethylammoniumcitrat gemäß Test  33 (I) Tetraethylammonium citrate according to test
34 (I) Tetraethylammoniumoxalat gemäß Test  34 (I) tetraethylammonium oxalate according to test
35 (I) Tetraethylammoniumformiat gemäß Test  35 (I) Tetraethylammonium formate according to test
36 (I) Tetraethylammoniumhydrogenphosphat gemäß Test  36 (I) Tetraethylammonium hydrogen phosphate according to test
37 (I) Tetraethylammoniumdihydrogenphosphat gemäß Test  37 (I) Tetraethylammonium dihydrogen phosphate according to test
Die erfindungsgemäßen Zusammensetzungen können auch weitere Komponenten, beispielsweise Tenside (nicht-ionisch oder anionisch) bzw. Dispergierhilfsmittel oder Emulgatoren enthalten. The compositions according to the invention may also contain further components, for example surfactants (nonionic or anionic) or dispersing aids or emulsifiers.
Als nicht-ionische Tenside bzw. Dispergierhilfsmittel kommen alle üblicherweise in agrochemischen Mitteln einsetzbaren Stoffe dieses Typs in Betracht. Vorzugsweise genannt seien Polyethylenoxid- polypropylenoxid-Blockcopolymere, Polyethylenglykolether von linearen Alkoholen, Umsetzungsprodukte von Fettsäuren mit Ethylenoxid und/oder Propylenoxid, ferner Polyvinylalkohol, Polyvinylpyrrolidon, Mischpolymerisate aus Polyvinylalkohol und Polyvinylpyrrolidon sowie Copoly- merisate aus (Meth)acrylsäure und (Meth)acrylsäureestern, weiterhin Alkylethoxylate und Alkylarylethoxylate, die gegebenenfalls phosphatiert und gegebenenfalls mit Basen neutralisiert sein können, wobei Sorbitolethoxylate beispielhaft genannt seien, sowie Polyoxyalkylenamin-Derivate. Suitable nonionic surfactants or dispersing agents are all substances of this type which can usually be used in agrochemical compositions. Preference is given to polyethylene oxide-polypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and / or propylene oxide, furthermore polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone and copolymers of (meth) acrylic acid and (meth) acrylic acid esters, furthermore Alkylethoxylates and alkylarylethoxylates, which may optionally be phosphated and optionally neutralized with bases, wherein sorbitol ethoxylates may be mentioned by way of example, as well as polyoxyalkyleneamine derivatives.
Als anionische Tenside kommen alle üblicherweise in agrochemischen Mitteln einsetzbaren Substanzen dieses Typs in Frage. Bevorzugt sind Alkalimetall- und Erdalkalimetall-Salze von Alkylsulfonsäuren oder Alkylarylsulfonsäuren. Suitable anionic surfactants are all substances of this type conventionally usable in agrochemical compositions. Preference is given to alkali metal and alkaline earth metal salts of alkylsulfonic acids or alkylarylsulfonic acids.
Eine weitere bevorzugte Gruppe von anionischen Tensiden bzw. Dispergierhilfsmitteln sind in Pflanzenöl wenig lösliche Salze von Polystyrolsulfonsäuren, Salze von Polyvinylsulfonsäuren, Salze von Naphthalinsulfonsäure-Formaldehyd-Kondensationsprodukten, Salze von Kondensationsprodukten aus Naphthalinsulfonsäure, Phenolsulfonsäure und Formaldehyd sowie Salze von Ligninsulfonsäure. Another preferred group of anionic surfactants or dispersing agents are salts of polystyrenesulfonic acids which are sparingly soluble in vegetable oil, salts of polyvinylsulfonic acids, salts of naphthalenesulfonic acid-formaldehyde condensation products, salts of condensation products of naphthalenesulfonic acid, phenolsulfonic acid and formaldehyde and salts of lignosulfonic acid.
Als Zusatzstoffe, die in den erfindungsgemäßen Formulierungen enthalten sein können, kommen Emulgatoren, schaumhemmende Mittel, Konservierungsmittel, Antioxydantien, Farbstoffe und inerte Füllmaterialien in Betracht. Bevorzugte Emulgatoren sind ethoxylierte Nonylphenole, Umsetzungsprodukte von Alkylphenolen mit Ethylenoxid und/oder Propylenoxid, ethoxylierte Arylalkylphenole, weiterhin ethoxylierte und propoxylierte Arylalkylphenole, sowie sulfatierte oder phosphatierte Arylalkylethoxylate bzw. -ethoxy- propoxylate, wobei Sorbitan-Derivate, wie Polyethylenoxid-Sorbitan-Fettsäureester und Sorbitan- Fettsäureester, beispielhaft genannt seien. Suitable additives which may be present in the formulations according to the invention are emulsifiers, foam-inhibiting agents, preservatives, antioxidants, dyes and inert fillers. Preferred emulsifiers are ethoxylated nonylphenols, reaction products of alkylphenols with ethylene oxide and / or propylene oxide, ethoxylated arylalkylphenols, furthermore ethoxylated and propoxylated arylalkylphenols, and sulfated or phosphated arylalkyl ethoxylates or ethoxypropoxylates, sorbitan derivatives such as polyethylene oxide sorbitan fatty acid esters and sorbitan - fatty acid esters, are exemplified.
Die erfindungsgemäße Zusammensetzung kann neben der Verbindung der Formel (I) weitere Wirkstoffe, einschliesslich Synergisten, und Düngemittel, enthalten. Synergisten sind Verbindungen, durch die die Wirkung der Wirkstoffe gesteigert wird, ohne dass der zugesetzte Synergist selbst aktiv wirksam sein muss. Zu den geeigneten Wirkstoffen zählen Insektizide, Lockstoffe, Sterilantien, Bakterizide, Akarizide, Nematizide, Fungizide, wachstumsregulierende Stoffe, Herbizide, Safener und Botenstoffe (= Semiochemikalien, z.B. Pheromone, Allomone, oder Kairomone). The composition according to the invention may contain, in addition to the compound of formula (I), other active substances, including synergists, and fertilizers. Synergists are compounds that increase the effect of the active ingredients without the added synergist itself having to be active. Suitable active ingredients include insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators, herbicides, safeners and messengers (= semiochemicals, for example pheromones, allomones, or kairomones).
Geeignete Wirkstoffe sind beispielsweise folgende Insektizide, Akarizide oder Nematizide: Suitable active ingredients are, for example, the following insecticides, acaricides or nematicides:
(Inl) Acetylcholinesterase (AChE) Inhibitoren, wie beispielsweise Carbamate, z.B. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxim, Butoxycarboxim, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC und Xylylcarb; oder Organophosphate, z.B. Acephate, Azamethiphos, Azinphos (-methyl, -ethyl), Cadusafos, Chlorethoxyfos, Chlorfenvinphos, Chlormephos, Chlorpyrifos (-methyl), Coumaphos, Cyanophos, Demeton-S-methyl, Diazinon, Dichlorvos/DDVP, Dicrotophos, Dimethoate, Di- methylvinphos, Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Isofenphos, Isopropyl O-(methoxyaminothio-phosphoryl) salicylat, Isoxathion, Malathion, Mecarbam, Methamidophos, Methidathion, Mevinphos, Monocrotophos, Naled, Omethoate, Oxydemeton-methyl, Parathion (-methyl), Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos (-methyl), Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos, Thiometon, Triazophos, Triclorfon und Vamidothion. (Inl) acetylcholinesterase (AChE) inhibitors such as carbamates, e.g. Alanycarb, Aldicarb, Bendiocarb, Benfuracarb, Butocarboxime, Butoxycarboxime, Carbaryl, Carbofuran, Carbosulfan, Ethiofencarb, Fenobucarb, Formetanate, Furathiocarb, Isoprocarb, Methiocarb, Methomyl, Metolcarb, Oxamyl, Pirimicarb, Propoxur, Thiodicarb, Thiofanox, Triazamate, Trimethacarb, XMC and xylylcarb; or organophosphates, e.g. Acephates, azamethiphos, azinphos (-methyl, -ethyl), cadusafos, chloroethoxyfos, chlorfenvinphos, chlormephos, chlorpyrifos (-methyl), coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP, dicrotophos, dimethoates, dimethyvinphos , Disulfoton, EPN, Ethion, Ethoprophos, Famphur, Fenamiphos, Fenitrothion, Fenthion, Fosthiazate, Heptenophos, Isofenphos, Isopropyl O- (methoxyaminothio-phosphoryl) salicylate, Isoxathione, Malathion, Mecarbam, Methamidophos, Methidathione, Mevinphos, Monocrotophos, Naled, Omethoate , Oxydemeton-methyl, Parathion (-methyl), Phenthoate, Phorate, Phosalone, Phosmet, Phosphamidon, Phoxim, Pirimiphos (-methyl), Profenofos, Propetamphos, Prothiofos, Pyraclofos, Pyridaphenthion, Quinalphos, Sulfotep, Tebupirimfos, Temephos, Terbufos, Tetrachlorvinphos , Thiometone, triazophos, triclorfone and vamidothion.
(In2) GABA-gesteuerte Chlorid-Kanal-Antagonisten, wie beispielsweise Organochlorine, z.B. Chlordane und Endosulfan (alpha-); oder Fiprole (Phenylpyrazole), z.B. Ethiprole, Fipronil, Pyrafluprole und Pyriprole. (In2) GABA-controlled chloride channel antagonists, such as organochlorines, e.g. Chlordane and endosulfan (alpha); or fiproles (phenylpyrazoles), e.g. Ethiprole, Fipronil, Pyrafluprole and Pyriprole.
(In3) Natrium-Kanal-Modulatoren/Spannungsabhängige Natrium-Kanal-Blocker, wie beispielsweise Pyrethroide, z.B. Acrinathrin, Allethrin (d-cis-trans, d-trans), Bifenthrin, Bioallethrin, Bioallethrin-S- cyclopentenyl, Bioresmethrin, Cycloprothrin, Cyfluthrin (beta-), Cyhalothrin (gamma-, lambda-), Cypermethrin (alpha-, beta-, theta-, zeta-), Cyphenothrin [(lR)-trans-Isomere], Deltamethrin, Dimefluthrin, Empenthrin [(EZ)-(lR)-Isomere], Esfenvalerate, Etofenprox, Fenpropathrin, Fenvalerate, Flucythrinate, Flumethrin, Fluvalinate (tau-), Halfenprox, Imiprothrin, Metofluthrin, Permethrin, Phenothrin [(1R)- trans-Isomer], Prallethrin, Profluthrin, Pyrethrine (pyrethrum), Resmethrin, RU 15525, Silafluofen, Tefluthrin, Tetramethrin [(1R)- Isomere], Tralomethrin, Transfluthrin und ZXI 8901 ; oder DDT; oder Methoxychlor. (In3) Sodium Channel Modulators / Voltage-Dependent Sodium Channel Blockers, Such as Pyrethroids, eg Acrinathrin, Allethrin (d-cis-trans, d-trans), Bifenthrin, Bioallethrin, Bioallethrin-S-cyclopentenyl, Bioresmethrin, Cycloprothrin, Cyfluthrin (beta), cyhalothrin (gamma, lambda), cypermethrin (alpha, beta, theta, zeta), cyphenothrin [(lR) trans isomers], deltamethrin, dimefluthrin, empenthrin [(EZ) - (lR) -isomers], esfenvalerates, etofenprox, fenpropathrin, fenvalerates, flucythrinates, Flumethrin, fluvalinate (tau-), halfenprox, imiprothrin, metofluthrin, permethrin, phenothrin [(1R) - trans isomer], prallethrin, profuthrin, pyrethrin (pyrethrum), resmethrin, RU 15525, silafluofen, tefluthrin, tetramethrin [(1R) Isomers], tralomethrin, transfluthrin and ZXI 8901; or DDT; or methoxychlor.
(In4) Nikotinerge Acetylcholin-Rezeptor-Agonisten, wie beispielsweise Neonikotinoide, z.B. Acetamiprid, Clothianidin, Dinotefuran, Imidacloprid, Nitenpyram, Sulfoxaflor, Thiacloprid, Thiamethoxam; oder Nikotin. (In4) nicotinergic acetylcholine receptor agonists such as neonicotinoids, e.g. Acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, sulfoxaflor, thiacloprid, thiamethoxam; or nicotine.
(In5) Allosterische Acetylcholin-Rezeptor-Modulatoren (Agonisten), wie beispielsweise Spinosyne, z.B. Spinetoram und Spinosad. (In5) allosteric acetylcholine receptor modulators (agonists), such as spinosyns, e.g. Spinetoram and spinosad.
(In6) Chlorid-Kanal-Aktivatoren, wie beispielsweise Avermectine/Milbemycine, z.B. Abamectin, Emamectin-benzoate, Lepimectin und Milbemectin. (In6) chloride channel activators, such as avermectins / milbemycins, e.g. Abamectin, Emamectin benzoate, Lepimectin and Milbemectin.
(In7) Juvenilhormon-Analoge, z.B. Hydroprene, Kinoprene, Methoprene; oder Fenoxycarb; Pyri- proxyfen. (In7) juvenile hormone analogs, e.g. Hydroprene, kinoprene, methoprene; or fenoxycarb; Pyritexyfen.
(In8) Wirkstoffe mit unbekannten oder nicht spezifischen Wirkmechanismen, wie beispielsweise Begasungsmittel, z.B. Methylbromid und andere Alkylhalogenide; oder Chloropicrin; Sulfurylfluorid; Borax; Brechweinstein. (In8) agents with unknown or nonspecific modes of action, such as fumigants, e.g. Methyl bromide and other alkyl halides; or chloropicrin; sulfuryl fluoride; Borax; Tartar emetic.
(In9) Selektive Fraßhemmer, z.B. Pymetrozine; oder Flonicamid. (In 9) Selective feeding inhibitors, e.g. pymetrozine; or flonicamide.
(InlO) Milbenwachstumsinhibitoren, z.B. Clofentezine, Diflovidazin, Hexythiazox, Etoxazole. (In10) mite growth inhibitors, e.g. Clofentezine, diflovidazine, hexythiazox, etoxazole.
(Inl l) Mikrobielle Disruptoren der Insektendarmmembran, wie beispielsweise Bacillus thuringiensis Subspezies israelensis, Bacillus sphaericus, Bacillus thuringiensis Subspezies aizawai, Bacillus thuringiensis Subspezies kurstaki, Bacillus thuringiensis Subspezies tenebrionis, und BT-Pflanzen- Proteine, z.B. CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Abl . (Inl l) Insect intestinal membrane microbial disruptors such as Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, and BT plant proteins, e.g. CrylAb, CrylAc, CrylFa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34 / 35Abl.
(Inl2) Inhibitoren der oxidativen Phosphorylierung, ATP-Disruptoren, wie beispielsweise Diafenthiuron; oder Organozinnverbindungen, z.B. Azocyclotin, Cyhexatin, Fenbutatin oxide; oder Propargite; Tetradifon. (Inl2) inhibitors of oxidative phosphorylation, ATP disruptors, such as diafenthiuron; or organotin compounds, e.g. Azocyclotine, cyhexatin, fenbutatin oxide; or propargite; Tetradifon.
(Inl3) Entkoppler der oxidativen Phoshorylierung durch Unterbrechung des H-Protongradienten, wie beispielsweise Chlorfenapyr und DNOC. (In13) Decoupling of oxidative phosphorylation by interruption of the H proton gradient, such as chlorfenapyr and DNOC.
(Inl4) Nikotinerge Acetylcholin-Rezeptor- Antagonisten, wie beispielsweise Bensultap, Cartap (-Hydrochlorid), Thiocylam, und Thiosultap (-sodium). (115) Inhibitoren der Chitinbiosynthese, Typ 0, wie beispielsweise Benzoylharnstoffe, z.B. Bistrifluron, Chlorfluazuron, Diflubenzuron, Flucycloxuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Noviflumuron, Teflubenzuron und Triflumuron. (Inl4) Nicotinergic acetylcholine receptor antagonists, such as Bensultap, Cartap (hydrochloride), thiocylam, and thiosultap (-sodium). (115) Type 0 inhibitors of chitin biosynthesis, such as benzoylureas, eg, bistrifluron, chlorofluorazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron.
(Inl 6) Inhibitoren der Chitinbiosynthese, Typ 1 , wie beispielsweise Bupro fezin. (Inl7) Häutungsstörende Wirkstoffe, wie beispielsweise Cyromazine. (Inl 6) inhibitors of chitin biosynthesis, type 1, such as Bupro fezin. (Inl7) Moulting agents, such as Cyromazine.
(Inl 8) Ecdysonagonisten/-disruptoren, wie beispielsweise Diacylhydrazine, z.B. Chromafenozide, Halofenozide, Methoxyfenozide und Tebufenozide. (Inl 8) ecdysone agonists / disruptors, such as diacylhydrazines, e.g. Chromafenozide, Halofenozide, Methoxyfenozide and Tebufenozide.
(Inl 9) Oktopaminerge Agonisten, wie beispielsweise Amitraz. (Inl 9) Octopaminergic agonists, such as amitraz.
(In20) Komplex-III-Elektronentransportinhibitoren, wie beispielsweise Hydramethylnon; Acequinocyl; Fluacrypyrim. (In20) complex III electron transport inhibitors such as hydramethylnone; acequinocyl; Fluacrypyrim.
(In21) Komplex-I-Elektronentransportinhibitoren, beispielsweise aus der Gruppe der METI-Akarizide, z.B. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad; oder Rotenone (Derris). (In21) complex I electron transport inhibitors, for example from the group of the METI acaricides, e.g. Fenazaquin, Fenpyroximate, Pyrimidifen, Pyridaben, Tebufenpyrad, Tolfenpyrad; or Rotenone (Derris).
(In22) Spannungsabhängige Natriumkanal-Blocker, z.B. Indoxacarb; Metaflumizone. (In22) voltage dependent sodium channel blockers, e.g. indoxacarb; Metaflumizone.
(In23) Inhibitoren der Acetyl-CoA-Carboxylase, wie beispielsweise Tetronsäure-Derivate, z.B. Spirodiclofen und Spiromesifen; oder Tetramsäure-Derivate, z.B. Spirotetramat. (In23) inhibitors of acetyl-CoA carboxylase, such as tetronic acid derivatives, e.g. Spirodiclofen and spiromesifen; or tetramic acid derivatives, e.g. Spirotetramat.
(In24) Komplex-IV-Elektronentransportinhibitoren, wie beispielsweise Phosphine, z.B. Aluminiumphosphid, Kalziumphosphid, Phosphin, Zinkphosphid; oder Cyanid. (In24) complex IV electron transport inhibitors such as phosphines, e.g. Aluminum phosphide, calcium phosphide, phosphine, zinc phosphide; or cyanide.
(In25) Komplex-II-Elektronentransportinhibitoren, wie beispielsweise Cyenopyrafen. (In 25) Complex II electron transport inhibitors, such as cyenopyrafen.
(In28) Ryanodinrezeptor-Effektoren, wie beispielsweise Diamide, z.B. Flubendiamide, Chlorantraniliprole (Rynaxypyr), Cyantraniliprole (Cyazypyr) sowie 3-Brom-N- {2-brom-4-chlor-6-[(l- cyclopropylethyl)carbamoyl]phenyl} - 1 -(3-chlorpyridin-2-yl)- 1 H-pyrazol-5-carboxamid (bekannt aus WO2005/077934) oder Methyl-2-[3,5-dibrom-2-({[3-brom-l-(3-chlorpyridin-2-yl)-lH-pyrazol-5- yl]carbonyl}amino)benzoyl]-l,2-dimethylhydrazincarboxylat (bekannt aus WO2007/043677). (In28) ryanodine receptor effectors such as diamides, e.g. Flubendiamide, chlorantraniliprole (Rynaxypyr), cyantraniliprole (Cyazypyr) and 3-bromo-N- {2-bromo-4-chloro-6 - [(1-cyclopropylethyl) carbamoyl] phenyl} -1- (3-chloropyridin-2-yl ) - 1 H -pyrazole-5-carboxamide (known from WO2005 / 077934) or methyl 2- [3,5-dibromo-2 - ({[3-bromo-1- (3-chloropyridin-2-yl) -] 1H-pyrazol-5-yl] carbonyl} amino) benzoyl] -1,2-dimethylhydrazinecarboxylate (known from WO2007 / 043677).
(In29) Weitere Wirkstoffe mit unbekanntem Wirkmechanismus, wie beispielsweise Azadirachtin, Amidoflumet, Benzoximate, Bifenazate, Chinomethionat, Cryolite, Cyflumetofen, Dicofol, Fluensulfone (5-chloro-2-[(3,4,4-trifluorobut-3-en-l-yl)sulfonyl]-l,3-thiazole), Flufenerim, Pyridalyl und Pyrifluquinazon; desweiteren Präparate auf Basis von Bacillus firmus (1-1582, BioNeem, Votivo) sowie folgende bekannte wirksame Verbindungen 4- {[(6-Brompyrid-3-yl)methyl](2-fluorethyl)amino}furan- 2(5H)-on (bekannt aus WO 2007/115644), 4- {[(6-Fluorpyrid-3-yl)methyl](2,2- difluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/115644), 4- {[(2-Chlor-l,3-thiazol-5- yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/115644), 4- {[(6-Chlorpyrid-3- yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/ 115644), 4- {[(6-Chlorpyrid-3- yl)methyl](2,2-difluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/115644), 4- {[(6-Chlor-5- fluorpyrid-3-yl)methyl](methyl)amino}furan-2(5H)-on (bekannt aus WO 2007/115643), 4- {[(5,6- Dichlo^yrid-3-yl)methyl](2-fluorethyl)amino}furan-2(5H)-on (bekannt aus WO 2007/115646), 4- {[(6- Chlor-5-fluo^yrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-on (bekannt aus WO 2007/115643), 4- {[(6-Chlorpyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-on (bekannt aus EP-A-0 539 588), 4- {[(6-Chlorpyrid-3-yl)methyl](methyl)amino}furan-2(5H)-on (bekannt aus EP-A-0 539 588), {[l-(6- Chlorpyridin-3-yl)ethyl](methyl)oxido-λ4-sulfanyliden}cyanamid (bekannt aus WO2007/149134) und seine Diastereomere { [( 1 R)- 1 -(6-Chlorpyridin-3 -yl)ethyl] (methyl)oxido^4-sulfanyliden} cyanamid (A) und {[(l S)-l-(6-Chlorpyridin-3-yl)ethyl](methyl)oxido-λ4-sulfanyliden} cyanamid (B) (ebenfalls bekannt aus WO2007/149134) sowie Sulfoxaflor (ebenfalls bekannt aus WO2007/149134) und seine Diastereomere [(R)-Methyl(oxido) {(lR)-l-[6-(trifluormethyl)pyridin-3-yl]ethyl}-λ4-sulfanyliden]cyan- amid (AI) und [(S)-Methyl(oxido) {(l S)-l-[6-(trifluormethyl)pyridin-3-yl]ethyl}-λ4-sulfanyli- denjcyanamid (A2), bezeichnet als Diastereomerengrappe A (bekannt aus WO 2010/074747, WO 2010/074751), [(R)-Methyl(oxido) {(l S)-l-[6-(trifluormethyl)pyridin-3-yl]ethyl}-λ4-sulfanyliden]cyan- amid (Bl) und [(S)-Methyl(oxido) {(lR)-l-[6-(trifluormethyl)pyridin-3-yl]ethyl}-λ4-sulfanyli- denjcyanamid (B2), bezeichnet als Diastereomerengrappe B (ebenfalls bekannt aus WO 2010/074747, WO 2010/074751) und 1 l -(4-Chlor-2,6-dimethylphenyl)-12-hydroxy-l,4-dioxa-9-azadi- spiro[4.2.4.2]tetradec-l l -en-10-on (bekannt aus WO 2006/089633), 3-(4'-Fluor-2,4-dimethylbiphenyl-3- yl)-4-hydroxy-8-oxa-l-azaspiro[4.5]dec-3-en-2-on (bekannt aus WO 2008/067911), l-[2-fluoro-4- methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-lH-l,2,4-Triazol-5-amine (bekannt aus WO 2006/043635), [(3S,4aR,12R,12aS,12bS)-3-[(Cyclopropylcarbonyl)oxy]-6,12-dihydroxy-4,12b- dimethyl-l l-oxo-9-(pyridin-3-yl)-l,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,l lH-benzo[fJpyrano[4,3- b]chromen-4-yl]methylcyclopropancarboxylat (bekannt aus WO 2006/129714), 2-Cyan-3- (difluormethoxy)-N,N-dimethylbenzolsulfonamid (bekannt aus WO2006/056433), 2-Cyan-3- (difluormethoxy)-N-methylbenzolsulfonamid (bekannt aus WO2006/100288), 2-Cyan-3- (difluormethoxy)-N-ethylbenzolsulfonamid (bekannt aus WO2005/035486), 4-(Difluormethoxy)-N- ethyl-N-methyl-l,2-benzothiazol-3-amin-l,l-dioxid (bekannt aus WO2007/057407) und N-[l-(2,3- Dimethylphenyl)-2-(3,5-dimethylphenyl)ethyl]-4,5-dihydro-l,3-thiazol-2-amin (bekannt aus WO2008/104503). (In29) Other drugs with unknown mechanism of action, such as azadirachtin, amidoflumet, benzoximate, bifenazate, quinomethionate, cryolites, cyflumetofen, dicofol, fluensulfone (5-chloro-2 - [(3,4,4-trifluorobut-3-ene-1 -yl) sulfonyl] -l, 3-thiazoles), flufenerim, pyralidyl and pyrifluquinazone; furthermore preparations based on Bacillus firmus (1-1582, BioNeem, Votivo) and the following known active compounds 4- {[(6-bromopyrid-3-yl) methyl] (2-fluoroethyl) amino} furan 2 (5H) -one (known from WO 2007/115644), 4- {[(6-fluoropyrid-3-yl) methyl] (2,2-difluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/115644), 4- {[(2-chloro-1,3-thiazol-5-yl) methyl] (2-fluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/115644) , 4- {[(6-Chloropyrid-3-yl) methyl] (2-fluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/115644), 4- {[(6-chloropyrid-3 - yl) methyl] (2,2-difluoroethyl) amino} furan-2 (5H) -one (known from WO 2007/115644), 4- {[(6-chloro-5-fluoropyrid-3-yl) methyl] (methyl) amino} furan-2 (5H) -one (known from WO 2007/115643), 4- {[(5,6-dichloro-3-yl) methyl] (2-fluoroethyl) amino} furan 2 (5H) -one (known from WO 2007/115646), 4- {[(6-chloro-5-fluoro-3-ylid-3-yl) methyl] (cyclopropyl) amino} furan-2 (5H) -one ( known from WO 2007/115643), 4- {[(6-chloropyrid-3-yl) methyl] (cyclopropyl) amino} furan-2 (5H) -one (known from EP-A-0 539 588), 4- {[(6-chloropyrid-3-yl) methyl] (methyl) amino} furan-2 (5H) -one (known from EP-A-0 539 588), {[1- (6-chloropyridin-3-yl ) ethyl] (methyl) oxido-λ 4 -sulfanylidene} cyano mid (known from WO2007 / 149134) and its diastereomers {[(1R) -1- (6-chloropyridin-3-yl) ethyl] (methyl) oxido ^ 4 -sulfanylidene} cyanamide (A) and {[(l S ) -l- (6-chloropyridin-3-yl) ethyl] (methyl) oxido-λ 4 -sulfanyliden} cyanamide (B) (also known from WO2007 / 149134) and sulfoxaflor (also known from WO2007 / 149134) and its diastereomers [(R) -methyl (oxido) {(IR) -l- [6- (trifluoromethyl) pyridin-3-yl] ethyl} -λ 4 -sulfanylidene] cyanoamide (AI) and [(S) -methyl ( oxido) {(1S) -1- [6- (trifluoromethyl) pyridin-3-yl] ethyl} -λ 4 -sulfanylidenecyanamide (A2), referred to as diastereomeric gamma A (known from WO 2010/074747, WO 2010 / No. 074751), [(R) -methyl (oxido) {(1S) -1- [6- (trifluoromethyl) pyridin-3-yl] ethyl} -λ 4 -sulfanylidene] cyanamide (B1) and [(S ) -Methyl (oxido) {(IR) -l- [6- (trifluoromethyl) pyridin-3-yl] ethyl} -λ 4 -sulfanylidenjcyanamid (B2), referred to as Diastereomerengrappe B (also known from WO 2010/074747 , WO 2010/074751) and 1 l - (4-chloro-2,6-dimethylphenyl) -12-hydroxy-l, 4-diox a-9-azadirolo [4.2.4.2] tetradec-1-en-10-one (known from WO 2006/089633), 3- (4'-fluoro-2,4-dimethylbiphenyl-3-yl) - 4-hydroxy-8-oxa-1-azaspiro [4.5] dec-3-en-2-one (known from WO 2008/067911), 1- [2-fluoro-4-methyl-5 - [(2,2 , 2-trifluoroethyl) sulfinyl] phenyl] -3- (trifluoromethyl) -1H-l, 2,4-triazole-5-amine (known from WO 2006/043635), [(3S, 4aR, 12R, 12aS, 12bS) 3 - [(Cyclopropylcarbonyl) oxy] -6,12-dihydroxy-4,12b-dimethyl-1-oxo-9- (pyridin-3-yl) -l, 3,4,4a, 5,6,6a , 12,12a, 12b-decahydro-2H, 1H-benzo [f-pyrano [4,3-b] chromen-4-yl] -methylcyclopropanecarboxylate (known from WO 2006/129714), 2-cyano-3- (difluoromethoxy) - N, N-dimethylbenzenesulfonamide (known from WO2006 / 056433), 2-cyano-3- (difluoromethoxy) -N-methylbenzenesulfonamide (known from WO2006 / 100288), 2-cyano-3- (difluoromethoxy) -N-ethylbenzenesulfonamide (known from US Pat WO2005 / 035486), 4- (difluoromethoxy) -N-ethyl-N-methyl-1,2-benzothiazol-3-amine-1, 1-dioxide (known from WO2007 / 057407) and N- [1- (2, 3-dimethylphenyl) -2- (3,5-dimethylphenyl) ethyl] -4,5-dihydro-1,3-d -thiazol-2-amine (known from WO2008 / 104503).
Geeignete Wirkstoffe sind beispielsweise auch folgende Fungizide: Suitable active ingredients are, for example, the following fungicides:
(Fl) Inhibitoren der Ergosterol-Biosynthese, wie beispielsweise Aldimorph, Azaconazol, Bitertanol, Bromuconazol, Cyproconazol, Diclobutrazol, Difenoconazol, Diniconazol, Diniconazol-M, Dodemorph, Dodemorph Acetat, Epoxiconazol, Etaconazol, Fenarimol, Fenbuconazol, Fenhexamid, Fenpropidin, Fenpropimorph, Fluquinconazol, Flurprimidol, Flusilazol, Flutriafol, Furconazol, Furconazol-Cis, Hexaconazol, Imazalil, Imazalil Sulfat, Imibenconazol, Ipconazol, Metconazol, Myclobutanil, Naftifin, Nuarimol, Oxpoconazol, Paclobutrazol, Pefurazoat, Penconazol, Piperalin, Prochloraz, Propiconazol, Prothioconazol, Pyributicarb, Pyrifenox, Quinconazol, Simeconazol, Spiroxamin, Tebuconazol, Terbinafin, Tetraconazol, Triadimefon, Triadimenol, Tridemorph, Triflumizol, Triforin, Triticonazol, Uniconazol, Uniconazol-p, Viniconazol, Voriconazol, l-(4-Chlorphenyl)-2-(lH-l,2,4-triazol-l- yl)cycloheptanol, Methyl- 1 -(2,2-dimethyl-2,3-dihydro- 1 H-inden- 1 -yl)-l H-imidazol-5-carboxylat, N'- {5- (Difluormethyl)-2-methyl-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N-methylimidoformamid, N- Ethyl-N-methyl-N'- {2-methyl-5-(trifluormethyl)-4-[3-(trimethylsilyl)propoxy]phenyl}imidoformamid und O- [ 1 -(4-Methoxyphenoxy)-3 ,3 -dimethylbutan-2-yl] - 1 H-imidazol- 1 -carbothioat. (Fl) inhibitors of ergosterol biosynthesis, such as aldimorph, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazole, difenoconazole, diniconazole, diniconazole-M, dodemorph, Dodemorph Acetate, Epoxiconazole, Etaconazole, Fenarimol, Fenbuconazole, Fenhexamid, Fenpropidin, Fenpropimorph, Fluquinconazole, Flurprimidol, Flusilazole, Flutriafol, Furconazole, Furconazole Cis, Hexaconazole, Imazalil, Imazalil Sulfate, Imibenconazole, Ipconazole, Metconazole, Myclobutanil, Naftifine, Nuarimol, Oxpoconazole, Paclobutrazole, Pefurazoate, Penconazole, Piperaline, Prochlorazole, Propiconazole, Prothioconazole, Pyributicarb, Pyrifenox, Quinconazole, Simeconazole, Spiroxamine, Tebuconazole, Terbinafine, Tetraconazole, Triadimefon, Triadimenol, Tridemorph, Triflumizole, Triforine, Triticonazole, Uniconazole, Uniconazole-p, Viniconazole, voriconazole, 1- (4-chlorophenyl) -2- (1H-l, 2,4-triazol-1-yl) cycloheptanol, methyl 1 - (2,2-dimethyl-2,3-dihydro-1H 1-yl) -1H-imidazole-5-carboxylate, N '- {5- (difluoromethyl) -2-methyl-4- [3- (trimethylsilyl) propoxy] phenyl} -N-ethyl-N- methylimidoformamide, N-ethyl-N-methyl-N '- {2-methyl-5- (trifluoromethyl) -4- [3- (trimethylsilyl) propoxy] phenyl} imidoformamide, and O- [1- (4-meth oxyphenoxy) -3,3-dimethylbutan-2-yl] -1H-imidazole-1-carbothioate.
(F2) Inhibitoren der Respiration (Atmungsketten-Inhibitoren), wie beispielsweise Bixafen, Boscalid, Carboxin, Diflumetorim, Fenfuram, Fluopyram, Flutolanil, Fluxapyroxad, Furametpyr, Furmecyclox, Isopyrazam Mischung des syn-epimeren Razemates 1RS,4SR,9RS und des anti-empimeren Razemates 1RS,4SR,9SR, Isopyrazam (anti-epimeres Razemat), Isopyrazam (anti-epimeres Enantiomer 1R,4S,9S), Isopyrazam (anti-epimeres Enantiomer 1 S,4R,9R), Isopyrazam (syn-epimeres Razemat 1RS,4SR,9RS), Isopyrazam (syn-epimeres Enantiomer 1R,4S,9R), Isopyrazam (syn-epimeres Enantiomer 1 S,4R,9S), Mepronil, Oxycarboxin, Penflufen, Penthiopyrad, Sedaxane, Thifluzamid, l-Methyl-N-[2-(l , 1,2,2- tetrafluorethoxy)phenyl]-3-(trifluormethyl)-lH-pyrazol-4-carboxamid, 3-(Difluormethyl)-l-methyl-N- [2-(l ,l,2,2-tetrafluorethoxy)phenyl]-lH-pyrazol-4-carboxamid, 3-(Difluormethyl)-N-[4-fluor-2- (1,1 ,2,3,3,3-hexafluorpropoxy)phenyl]-l -methyl-lH-pyrazol-4-carboxamid und N-[l -(2,4-Dichlor- phenyl)- 1 -methoxypropan-2-yl] -3 -(difluormethyl)- 1 -methyl- 1 H-pyrazol-4-carboxamid. (F2) inhibitors of respiration (respiratory chain inhibitors), such as bixafen, boscalid, carboxin, diflumetorim, fenfuram, fluopyram, flutolanil, fluxapyroxad, furametpyr, furmecyclox, isopyrazam mixture of the syn-epimeric racemate 1RS, 4SR, 9RS and the anti- more highly enriched racemates 1RS, 4SR, 9SR, isopyrazam (anti-epimeric racemate), isopyrazam (anti-epimeric enantiomer 1R, 4S, 9S), isopyrazam (anti-epimeric enantiomer 1S, 4R, 9R), isopyrazam (syn-epimeric racemate 1RS , 4SR, 9RS), isopyrazam (syn-epimeric enantiomer 1R, 4S, 9R), isopyrazam (syn-epimeric enantiomer 1S, 4R, 9S), mepronil, oxycarboxine, penflufen, penthiopyrad, sedaxanes, thifluzamide, 1-methyl-N [2- (1,2,2-tetrafluoroethoxy) phenyl] -3- (trifluoromethyl) -1H-pyrazole-4-carboxamide, 3- (difluoromethyl) -1-methyl-N- [2- (1, l, 2,2-tetrafluoroethoxy) phenyl] -1H-pyrazole-4-carboxamide, 3- (difluoromethyl) -N- [4-fluoro-2- (1,1,2,3,3,3-hexafluoropropoxy) phenyl] ] -1-methyl-1H-pyrazole-4-carboxamide and N- [1- (2,4-dichlorophenyl) -1-methoxy-2-propyl] -3 - (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide.
(F3) Inhibitoren der Respiration (Atmungsketten-Inhibitoren) am Komplex III der Atumungskette, wie beispielsweise Ametoctradin, Amisulbrom, Azoxystrobin, Cyazofamid, Dimoxystrobin, Enestroburin, Famoxadon, Fenamidon, Fluoxastrobin, Kresoxim-Methyl, Metominostrobin, Orysastrobin, Picoxystrobin, Pyraclostrobin, Pyrametostrobin, Pyraoxystrobin, Pyribencarb, Trifloxystrobin, (2E)-2- (2- {[6-(3-Chlor-2-methylphenoxy)-5-fluorpyrimidin-4-yl]oxy}phenyl)-2-(methoxyimino)-N-methyl- ethanamid, (2E)-2-(Methoxyimino)-N-methyl-2-(2- {[( {(lE)-l-[3-(trifluormethyl)phenyl]ethyli- den} amino)oxy]methyl}phenyl)ethanamid, (2E)-2-(Methoxyimino)-N-methyl-2- {2-[(E)-( { 1 -[3-(F3) inhibitors of respiration (respiratory chain inhibitors) at the complex III of the respiratory chain, such as ametoctradine, amisulbrom, azoxystrobin, cyazofamide, dimoxystrobin, enestroburin, famoxadone, fenamidone, fluoxastrobin, kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin, pyraclostrobin, pyrametostrobin , Pyraoxystrobin, pyribencarb, trifloxystrobin, (2E) -2- (2- {[6- (3-chloro-2-methylphenoxy) -5-fluoropyrimidin-4-yl] oxy} phenyl) -2- (methoxyimino) -N -methyl-ethanamide, (2E) -2- (methoxyimino) -N-methyl-2- (2- {[({(L (e) -l- [3- (trifluoromethyl) -phenyl] ethylidene} amino) oxy] methyl} phenyl) ethanamide, (2E) -2- (methoxyimino) -N-methyl-2- {2 - [(E) - ({1 - [3
(trifluormethyl)phenyl] ethoxy} imino)methyl]phenyl} ethanamid, (2E)-2- {2- [( { [(IE)- 1 -(3 - { [(E)- 1 -Fluor- 2-phenylethenyl]oxy}phenyl)ethyliden]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylethan- amid, (2E)-2- {2-[( {[(2E,3E)-4-(2,6-Dichlorphenyl)but-3-en-2-yliden]amino}oxy)methyl]phenyl} -2- (methoxyimino)-N-methylethanamid, 2-Chlor-N-(l ,l,3-trimethyl-2,3-dihydro-lH-inden-4-yl)pyridin-3- carboxamid, 5-Methoxy-2-methyl-4-(2- {[( {(lE)-l-[3-(trifluormethyl)phenyl]ethyli- den}amino)oxy]methyl}phenyl)-2,4-dihydro-3H-l,2,4-triazol-3-on, Methyl-(2E)-2- {2-[( {cyclopro- pyl[(4-methoxyphenyl)imino]methyl} sulfanyl)methyl]phenyl} -3-methoxyprop-2-enoat, N-(3-Ethyl- 3,5,5-trimethylcyclohexyl)-3-(formylamino)-2-hydroxybenzamid, 2- {2-[(2,5-Dimethylphen- oxy)methyl]phenyl} -2-methoxy-N-methylacetamid und (2R)-2- {2-[(2,5-Dimethylphen- oxy)methyl]phenyl} -2-methoxy-N-methylacetamid. (trifluoromethyl) phenyl] ethoxy} imino) methyl] phenyl} ethanamide, (2E) -2- {2- [({[(IE) -1- (3 - {[(E) -1-fluoro-2-phenylethenyl ] oxy} phenyl) ethylidene] amino} oxy) methyl] phenyl} -2- (methoxyimino) -N-methylethane amide, (2E) -2- {2 - [({[(2E, 3E) -4- ( 2,6-dichlorophenyl) but-3-en-2-ylidene] amino} oxy) methyl] phenyl} -2- (methoxyimino) -N-methylethaneamide, 2-chloro-N- (1,1,3-trimethyl- 2,3-dihydro-1H-inden-4-yl) pyridine-3-carboxamide, 5-methoxy-2-methyl-4- (2- {[({(1E) -l- [3- (trifluoromethyl) phenyl] ] ethylidene} amino) oxy] methyl} phenyl) -2,4-dihydro-3H-l, 2,4-triazol-3-one, methyl (2E) -2- {2 - [({cyclopropyl) pyl [(4-methoxyphenyl) imino] methyl} sulfanyl) methyl] phenyl} -3-methoxyprop-2-enoate, N- (3-ethyl) 3,5,5-trimethylcyclohexyl) -3- (formylamino) -2-hydroxybenzamide, 2- {2 - [(2,5-dimethylphenoxy) methyl] phenyl} -2-methoxy-N-methylacetamide and (2R) -2- {2 - [(2,5-dimethylphenoxy) methyl] phenyl} -2-methoxy-N-methylacetamide.
(F4) Inhibitoren der Mitose und Zellteilung, wie beispielsweise Benomyl, Carbendazim, Chlorfenazol, Diethofencarb, Ethaboxam, Fluopicolid, Fuberidazol, Pencycuron, Thiabendazol, Thiophanat-Methyl, Thiophanat, Zoxamid, 5-Chlor-7-(4-methylpiperidin-l -yl)-6-(2,4,6-trifluorphenyl)[l ,2,4]triazolo[l ,5- ajpyrimidin und 3-Chlor-5-(6-chlorpyridin-3-yl)-6-methyl-4-(2,4,6-trifluorphenyl)pyridazin. (F4) inhibitors of mitosis and cell division, such as benomyl, carbendazim, chlorfenazole, diethofencarb, ethaboxam, fluopicolide, fuberidazole, pencycuron, thiabendazole, thiophanate-methyl, thiophanate, zoxamide, 5-chloro-7- (4-methylpiperidine-1 - yl) -6- (2,4,6-trifluorophenyl) [l, 2,4] triazolo [l, 5-ajpyrimidine and 3-chloro-5- (6-chloropyridin-3-yl) -6-methyl-4 - (2,4,6-trifluorophenyl) pyridazine.
(F5) Verbindungen mit Multisite-Aktivität, wie beispielsweise Bordeauxmischung, Captafol, Captan, Chlorothalonil, Kupferzubereitungen wie Kupferhydroxid, Kupfernaphthenat, Kupferoxid, Kupferoxychlorid, Kupfersulfat, Dichlofluanid, Dithianon, Dodine, Dodine freie Base, Ferbam, Fluorofolpet, Folpet, Guazatin, Guazatinacetat, Iminoctadin, Iminoctadinalbesilat, Iminoctadintriacetat, Mankupfer, Mancozeb, Maneb, Metiram, Zinkmetiram, Kupfer-Oxin, Propamidin, Propineb, Schwefel und Schwefelzubereitungen wie beispielsweise Calciumpolysulfid, Thiram, Tolylfluanid, Zineb und Ziram. (F5) Compounds with multisite activity, such as Bordeaux mixture, captafol, captan, chlorothalonil, copper preparations such as copper hydroxide, copper naphthenate, copper oxide, copper oxychloride, copper sulfate, dichlofluanid, dithianon, dodine, dodine free base, Ferbam, Fluorofolpet, Folpet, guazatine, guazatin acetate , Iminoctadine, iminoctadinal besylate, iminoctadine triacetate, mancopper, mancozeb, maneb, metiram, zinc metiram, copper oxine, propamidine, propineb, sulfur and sulfur preparations such as calcium polysulfide, thiram, tolylfluanid, zineb and ziram.
(F6) Resistenzinduktoren, wie beispielsweise Acibenzolar-S-Methyl, Isotianil, Probenazol und Tiadinil. (F6) resistance inducers, such as acibenzolar-S-methyl, isotianil, probenazole and tiadinil.
(F7) Inhibitoren der Aminosäure- und Protein-Biosynthese, wie beispielsweise Andoprim, Blasticidin-S, Cyprodinil, Kasugamycin, Kasugamycin Hydrochlorid Hydrat, Mepanipyrim und Pyrimethanil. (F7) inhibitors of amino acid and protein biosynthesis, such as andoprim, blasticidin-S, cyprodinil, kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim and pyrimethanil.
(F8) Inhibitoren der ATP Produktion, wie beispielsweise Fentin Acetat, Fentin Chlorid, Fentin Hydroxid und Silthiofam. (F8) inhibitors of ATP production, such as, for example, fentin acetate, fentin chloride, fentin hydroxide and silthiofam.
(F9) Inhibitoren der Zellwandsynthese, wie beispielsweise Benthiavalicarb, Dimethomorph, Flumorph, Iprovalicarb, Mandipropamid, Polyoxins, Polyoxorim, Validamycin A und Valifenalat. (F9) inhibitors of cell wall synthesis, such as benthiavalicarb, dimethomorph, flumorph, iprovalicarb, mandipropamide, polyoxins, polyoxorim, validamycin A, and valifenalate.
(F10) Inhibitoren der Lipid- und Membran-Synthese, wie beispielsweise Biphenyl, Chloroneb, Dicloran, Edifenphos, Etridiazol, lodocarb, Iprobenfos, Isoprothiolan, Propamocarb, Propamocarb Hydrochlorid, Prothiocarb, Pyrazophos, Quintozen, Tecnazene und Tolclofos-Methyl. (F10) inhibitors of lipid and membrane synthesis, such as biphenyl, chloroneb, dicloran, edifenphos, etridiazole, iodocarb, Iprobenfos, isoprothiolane, propamocarb, propamocarb hydrochloride, prothiocarb, pyrazophos, quintozene, tecnazene, and tolclofos-methyl.
(Fl 1) Inhibitoren der Melanin-Biosynthese, wie beispielsweise Carpropamid, Diclocymet, Fenoxanil, Fthalid, Pyroquilon und Tricyclazol. (Fl 1) inhibitors of melanin biosynthesis, such as carpropamide, diclocymet, fenoxanil, fthalide, pyroquilone and tricyclazole.
(Fl 2) Inhibitoren der Nukleinsäuresynthese, wie beispielsweise Benalaxyl, Benalaxyl-M (Kiralaxyl), Bupirimat, Clozylacon, Dimethirimol, Ethirimol, Furalaxyl, Hymexazol, Metalaxyl, Metalaxyl-M (Mefenoxam), Ofurace, Oxadixyl, Oxolinsäure. (Fl 2) Inhibitors of nucleic acid synthesis, such as benalaxyl, benalaxyl-M (kiralaxyl), bupirimate, clozylacon, dimethirimol, ethirimol, furalaxyl, hymexazole, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl, oxolinic acid.
(Fl 3) Inhibitoren der Signaltransduktion, wie beispielsweise Chlozolinat, Fenpiclonil, Fludioxonil, Iprodion, Procymidon, Quinoxyfen und Vinclozolin. (Fl 4) Entkoppler, wie beispielsweise Binapacryl, Dinocap, Ferimzon, Fluazinam und Meptyldinocap. (Fl 3) Signal transduction inhibitors, such as, for example, chlozolinate, fenpiclonil, fludioxonil, iprodione, procymidone, quinoxyfen and vinclozolin. (Fl4) decouplers such as binapacryl, dinocap, ferimzone, fluazinam and meptyldinocap.
(Fl 5) Weitere Verbindungen, wie beispielsweise Benthiazol, Bethoxazin, Capsimycin, Carvon, Chinomethionat, Chlazafenon, Cufraneb, Cyflufenamid, Cymoxanil, Cyprosulfamide, Dazomet, Debacarb, Dichlorophen, Diclomezin, Difenzoquat, Difenzoquat Methylsulphat, Diphenylamin, Ecomat, Fenpyrazamin, Flumetover, Fluoromid, Flusulfamid, Flutianil, Fosetyl-Aluminium, Fosetyl-Calcium, Fosetyl-Natrium, Hexachlorbenzol, Irumamycin, Methasulfocarb, Methylisothiocyanat, Metrafenon, Mildiomycin, Natamycin, Nickel Dimethyldithiocarbamat, Nitrothal-Isopropyl, Octhilinone, Oxamocarb, Oxyfenthiin, Pentachlorphenol und dessen Salze, Phenothrin, Phosphorsäure und deren Salze, Propamocarb-Fosetylat, Propanosin-Natrium, Proquinazid, Pyrrolnitrin, Tebufloquin, Tecloftalam, Tolnifanid, Triazoxid, Trichlamid, Zarilamid, l-(4- {4-[(5R)-5-(2,6-Difluorphenyl)-4,5- dihydro- 1 ,2-oxazol-3 -yl] - 1 ,3 -thiazol-2-yl} piperidin- 1 -yl)-2- [5-methyl-3 -(trifluormethyl)- 1 H-pyrazol- 1 - yl]ethanon, l-(4- {4-[(5S)-5-(2,6-Difluorphenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2- yl}piperidin-l -yl)-2-[5-methyl-3-(trifluormethyl)-lH-pyrazol-l-yl]ethanon, l-(4- {4-[5-(2,6- Difluorphenyl)-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)-2-[5-methyl-3- (trifluormethyl)- 1 H-pyrazol- 1 -yl] ethanon, 1 -(4-Methoxyphenoxy)-3 ,3 -dimethylbutan-2-yl- 1 H-imidazol- 1 -carboxylat, 2,3,5, 6-Tetrachlor-4-(methylsulfonyl)pyridin, 2,3-Dibutyl-6-chlorthieno[2,3-d]pyrimidin- 4(3H)-on, 2-[5-Methyl-3-(trifluormethyl)-lH-pyrazol-l-yl]-l-(4- {4-[(5R)-5-phenyl-4,5-dihydro-l,2- oxazol-3 -yl] - 1 ,3 -thiazol-2-yl} piperidin- 1 -yl)ethanon, 2- [5-Methyl-3 -(trifluormethyl)- 1 H-pyrazol- 1 -yl] -(Fl 5) Further compounds, such as, for example, benthiazole, Bethoxazine, Capsimycin, Carvone, Chinomethionat, Chlazafenone, Cufraneb, Cyflufenamid, Cymoxanil, Cyprosulfamide, Dazomet, Debacarb, Dichlorophene, Diclomezine, Difenzoquat, Difenzoquat methylsulphate, Diphenylamine, Ecomat, Fenpyrazamine, Flumetover, Fluoromide, flusulfamide, flutianil, fosetyl-aluminum, fosetyl-calcium, fosetyl-sodium, hexachlorobenzene, irumamycin, methasulfocarb, methylisothiocyanate, metrafenone, mildiomycin, natamycin, nickel dimethyldithiocarbamate, nitrothal-isopropyl, octhilinone, oxamocarb, oxyfenthiine, pentachlorophenol and its salts, Phenothrin, phosphoric acid and its salts, propamocarb-fosetylate, propanosine sodium, proquinazide, pyrrolnitrin, tebufloquine, tecloftalam, tolnifanide, triazoxide, trichlamide, zarilamide, 1- (4- {4 - [(5R) -5- (2,6 -Difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2-yl} piperidine-1-yl) -2- [5-methyl-3 - (trifluoromethyl) 1-H-pyrazol-1-yl] ethanone, 1- (4- {4 - [(5 S) -5- (2,6-) Difluorophenyl) -4,5-dihydro-l, 2-oxazol-3-yl] -l, 3-thiazol-2-yl} piperidin-1-yl) -2- [5-methyl-3- (trifluoromethyl) - lH-pyrazol-1-yl] ethanone, 1- (4- {4- [5- (2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl] -l, 3 thiazol-2-yl} piperidin-1-yl) -2- [5-methyl-3- (trifluoromethyl) -1-H-pyrazol-1-yl] ethanone, 1- (4-methoxyphenoxy) -3,3-dimethylbutane -2-yl-1H-imidazole-1-carboxylate, 2,3,5,6-tetrachloro-4- (methylsulfonyl) pyridine, 2,3-dibutyl-6-chlorothieno [2,3-d] pyrimidine-4 (3H) -one, 2- [5-methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] -1- (4- {4 - [(5R) -5-phenyl-4,5-dihydro -l, 2-oxazol-3-yl] -1,3-thiazol-2-yl} piperidin-1-yl) ethanone, 2- [5-methyl-3 - (trifluoromethyl) -1H-pyrazole-1 - yl] -
1- (4- {4-[(5S)-5-phenyl-4,5-dihydro-l,2-oxazol-3-yl]-l,3-thiazol-2-yl}piperidin-l-yl)ethanon, 2-[5- Methyl-3-(trifluormethyl)- 1 H-pyrazol- 1 -yl]- 1 - {4- [4-(5-phenyl-4,5-dihydro- 1 ,2-oxazol-3-yl)- 1 ,3-thiazol-1- (4- {4 - [(5 S) -5-phenyl-4,5-dihydro-1,2-oxazol-3-yl] -1,3-thiazol-2-yl} piperidin-1-yl) ethanone, 2- [5-methyl-3- (trifluoromethyl) -1 H -pyrazol-1-yl] -1- {4- [4- (5-phenyl-4,5-dihydro-1,2-oxazole) 3-yl) -1,3-thiazole
2- yl]piperidin-l-yl} ethanon, 2-Butoxy-6-iod-3-propyl-4H-chromen-4-on, 2-Chlor-5-[2-chlor-l-(2,6- difluor-4-methoxyphenyl)-4-methyl-lH-imidazol-5-yl]pyridin, 2-Phenylphenol und dessen Salze, 3,4,5- Trichlorpyridin-2,6-dicarbonitril, 3-[5-(4-Chlorphenyl)-2,3-dimethyl-l,2-oxazolidin-3-yl]pyridin, 3- Chlor-5-(4-chlorphenyl)-4-(2,6-difluorphenyl)-6-methylpyridazin, 4-(4-Chlorphenyl)-5-(2,6-difluor- phenyl)-3,6-dimethylpyridazin, 5-Amino-l,3,4-thiadiazol-2-thiol, 5-Chlor-N'-phenyl-N'-(prop-2-in-l- yl)thiophen-2-sulfonohydrazid, 5-Methyl-6-octyl[l,2,4]triazolo[l,5-a]pyrimidin-7-amin, Ethyl-(2Z)-3- amino-2-cyan-3-phenylprop-2-enoat, N-(4-Chlorbenzyl)-3-[3-methoxy-4-(prop-2-in-l- yloxy)phenyl]propanamid, N-[(4-Chlorphenyl)(cyan)methyl]-3-[3-methoxy-4-(prop-2-in-l- yloxy)phenyl]propanamid, N-[(5-Brom-3-chlorpyridin-2-yl)methyl]-2,4-dichlorpyridin-3-carboxamid, N-[l-(5-Brom-3-chlorpyridin-2-yl)ethyl]-2,4-dichlorpyridin-3-carboxamid, N-[l -(5-Brom-3- chlorpyridin-2-yl)ethyl]-2-fluor-4-iodpyridin-3-carboxamid, N- {(E)-[(Cyclopropylmethoxy)imino][6- (difluormethoxy)-2,3-difluorphenyl]methyl} -2-phenylacetamid, N- {(Z)- [(Cyclopropylmethoxy)imino] [6-(difluormethoxy)-2,3-difluorphenyl]methyl} -2-phenylacetamid, N- Methyl-2-( 1 - { [5-methyl-3 -(trifluormethyl)- 1 H-pyrazol- 1 -yl] acetyl} piperidin-4-yl)-N-( 1 ,2,3 ,4- tetrahydronaphthalen-l-yl)-l,3-thiazol-4-carboxamid, N-Methyl-2-(l - {[5-methyl-3-(trifluormethyl)-lH- pyrazol- 1 -yl] acetyl} piperidin-4-yl)-N- [( 1 R)- 1 ,2,3 ,4-tetrahydronaphthalen- 1 -yl] - 1 ,3 -thiazol-4- carboxamid, N-Methyl-2-( 1 - { [5-methyl-3 -(trifluormethyl)- 1 H-pyrazol- 1 -yl] acetyl} piperidin-4-yl)-N- [(1S)-1 ,2,3 ,4-tetrahydronaphthalen- 1 -yl] - 1 ,3 -thiazol-4-carboxamid, Pentyl- {6- [( { [( 1 -methyl- 1 H- tetrazol-5-yl)(phenyl)methyliden]amino}oxy)methyl]pyridin-2-yl}carbamat, Phenazin-1 -carbonsäure, Chinolin-8-ol und Chinolin-8-olsulfat(2:l). 2-yl] piperidin-1-yl} ethanone, 2-butoxy-6-iodo-3-propyl-4H-chromen-4-one, 2-chloro-5- [2-chloro-L- (2,6- difluoro-4-methoxyphenyl) -4-methyl-1H-imidazol-5-yl] pyridine, 2-phenylphenol and its salts, 3,4,5-trichloropyridine-2,6-dicarbonitrile, 3- [5- (4- Chlorophenyl) -2,3-dimethyl-1,2-oxazolidin-3-yl] pyridine, 3-chloro-5- (4-chlorophenyl) -4- (2,6-difluorophenyl) -6-methylpyridazine, 4- ( 4-chlorophenyl) -5- (2,6-difluorophenyl) -3,6-dimethylpyridazine, 5-amino-1, 3,4-thiadiazole-2-thiol, 5-chloro-N'-phenyl-N ' - (prop-2-yn-1-yl) thiophene-2-sulfonohydrazide, 5-methyl-6-octyl [l, 2,4] triazolo [l, 5-a] pyrimidin-7-amine, ethyl (2Z ) -3-amino-2-cyano-3-phenylprop-2-enoate, N- (4-chlorobenzyl) -3- [3-methoxy-4- (prop-2-yn-1-yloxy) phenyl] propanamide, N - [(4-chlorophenyl) (cyano) methyl] -3- [3-methoxy-4- (prop-2-yn-1-yloxy) phenyl] propanamide, N - [(5-bromo-3-chloropyridine) 2-yl) methyl] -2,4-dichloropyridine-3-carboxamide, N- [1- (5-bromo-3-chloropyridin-2-yl) ethyl] -2,4-dichloropyridine-3-carboxamide, N- [1- (5-bromo-3-chloropyridin-2-yl) ethyl] -2-fluoro-4-iodopyridine 3-carboxamide, N - {(E) - [(Cyclopropylmethoxy) imino] [6- (difluoromethoxy) -2,3-difluorophenyl] methyl} -2-phenylacetamide, N - {(Z) - [(Cyclopropylmethoxy) imino ] [6- (difluoromethoxy) -2,3-difluorophenyl] methyl} -2-phenylacetamide, N-methyl-2- (1 - {[5-methyl-3 - (trifluoromethyl) -1 H -pyrazol-1-yl ] acetyl} piperidin-4-yl) -N- (1,2,3,4-tetrahydronaphthalen-1-yl) -1,3-thiazole-4-carboxamide, N-methyl-2- (1 - {[5 -methyl-3- (trifluoromethyl) -1H-pyrazol-1-yl] acetyl} piperidin-4-yl) - N - [(1 R) -1,3,3,4-tetrahydronaphthalen-1-yl] -1 , 3-thiazole-4 carboxamide, N-methyl-2- (1 - {[5-methyl-3 - (trifluoromethyl) -1-H-pyrazol-1-yl] -acetyl} -piperidin-4-yl) -N- [(1S) -1, 2,3,4-tetrahydronaphthalene-1-yl] -1,3-thiazole-4-carboxamide, pentyl {6- [({[(1-methyl-1H-tetrazol-5-yl) (phenyl) -methylidene ] amino} oxy) methyl] pyridin-2-yl} carbamate, phenazine-1-carboxylic acid, quinolin-8-ol and quinoline-8-olsulfate (2: 1).
(F16) Weitere Verbindungen, wie beispielsweise l-Methyl-3-(trifluormethyl)-N-[2'- (trifluormethyl)biphenyl-2-yl]-lH-pyrazol-4-carboxamid, N-(4'-Chlorbiphenyl-2-yl)-3-(difluormethyl)- 1 -methyl- 1 H-pyrazol-4-carboxamid, N-(2',4'-Dichlorbiphenyl-2-yl)-3 -(difluormethyl)- 1 -methyl- 1 H- pyrazol-4-carboxamid, 3-(Difluormethyl)-l-methyl-N-[4'-(trifluormethyl)biphenyl-2-yl]-lH-pyrazol-4- carboxamid, N-(2',5'-Difluorbiphenyl-2-yl)-l-methyl-3-(trifluormethyl)-lH-pyrazol-4-carboxamid, 3- (Difluormethyl)- 1 -methyl-N- [4'-(prop- 1 -in- 1 -yl)biphenyl-2-yl] - 1 H-pyrazol-4-carboxamid, 5-Fluor- 1,3- dimethyl-N- [4'-(prop- 1 -in- 1 -yl)biphenyl-2-yl] - 1 H-pyrazol-4-carboxamid, 2-Chlor-N- [4'-(prop- 1 -in- 1 - yl)biphenyl-2-yl]pyridin-3-carboxamid, 3-(Difluormethyl)-N-[4'-(3,3-dimethylbut-l-in-l-yl)biphenyl-2- yl]-l -methyl- lH-pyrazol-4-carboxamid, N-[4'-(3,3-Dimethylbut-l-in-l-yl)biphenyl-2-yl]-5-fluor-l,3- dimethyl- 1 H-pyrazol-4-carboxamid, 3 -(Difluormethyl)-N-(4'-ethinylbiphenyl-2-yl)- 1 -methyl- 1 H- pyrazol-4-carboxamid, N-(4'-Ethinylbiphenyl-2-yl)-5-fluor- 1 ,3-dimethyl- 1 H-pyrazol-4-carboxamid, 2- Chlor-N-(4'-ethinylbiphenyl-2-yl)pyridin-3-carboxamid, 2-Chlor-N-[4'-(3,3-dimethylbut-l-in-l-yl)bi- phenyl-2-yl]pyridin-3 -carboxamid, 4-(Difluormethyl)-2-methyl-N-[4'-(trifluormethyl)biphenyl-2-yl]- l,3-thiazol-5-carboxamid, 5-Fluor-N-[4'-(3-hydroxy-3-methylbut-l-in-l-yl)biphenyl-2-yl]-l,3-dimethyl- lH-pyrazol-4-carboxamid, 2-Chlor-N-[4'-(3-hydroxy-3-methylbut-l-in-l-yl)biphenyl-2-yl]pyridin-3- carboxamid, 3 -(Difluormethyl)-N- [4'-(3 -methoxy-3 -methylbut- 1 -in- 1 -yl)biphenyl-2-yl] - 1 -methyl- 1 H- pyrazol-4-carboxamid, 5-Fluor-N-[4'-(3-methoxy-3-methylbut-l-in-l-yl)biphenyl-2-yl]-l,3-dimethyl- lH-pyrazol-4-carboxamid, 2-Chlor-N-[4'-(3 -methoxy-3 -methylbut- 1 -in- l-yl)biphenyl-2-yl]pyridin-3- carboxamid, (5-Brom-2-methoxy-4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanon und N- [2-(4- { [3 -(4-Chlorphenyl)prop-2-in- 1 -yl] oxy } -3 -methoxyphenyl)ethyl] -N2-(methyl- sulfonyl)valinamid. (F16) Further compounds, such as, for example, 1-methyl-3- (trifluoromethyl) -N- [2'- (trifluoromethyl) biphenyl-2-yl] -1H-pyrazole-4-carboxamide, N- (4'-chlorobiphenyl- 2-yl) -3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, N- (2 ', 4'-dichlorobiphenyl-2-yl) -3- (difluoromethyl) -1-methyl- 1 H-pyrazole-4-carboxamide, 3- (difluoromethyl) -1-methyl-N- [4 '- (trifluoromethyl) biphenyl-2-yl] -1H-pyrazole-4-carboxamide, N- (2', 5 '-Difluorobiphenyl-2-yl) -1-methyl-3- (trifluoromethyl) -1H-pyrazole-4-carboxamide, 3- (difluoromethyl) -1-methyl-N- [4' - (prop-1-amine) 1 -yl) biphenyl-2-yl] -1-H-pyrazole-4-carboxamide, 5-fluoro-1,3-dimethyl-N- [4 '- (prop-1-yn-1-yl) biphenyl-2 -yl] - 1 H -pyrazole-4-carboxamide, 2-chloro-N- [4 '- (prop-1-yn-1-yl) biphenyl-2-yl] pyridine-3-carboxamide, 3- (difluoromethyl ) -N- [4 '- (3,3-dimethylbut-1-yn-1-yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide, N- [4' - (3 , 3-dimethylbut-1-yn-1-yl) biphenyl-2-yl] -5-fluoro-1, 3-dimethyl-1H-pyrazole-4-carboxamide, 3- (difluoromethyl) -N- (4 ' -ethynyl-biphenyl-2-yl) - 1 -m ethyl 1H-pyrazole-4-carboxamide, N- (4'-ethynyl-biphenyl-2-yl) -5-fluoro-1,3-dimethyl-1H-pyrazole-4-carboxamide, 2-chloro-N- ( 4'-ethynyl-biphenyl-2-yl) pyridine-3-carboxamide, 2-chloro-N- [4 '- (3,3-dimethylbut-1-yn-1-yl) -biphenyl-2-yl] pyridine 3-carboxamide, 4- (difluoromethyl) -2-methyl-N- [4 '- (trifluoromethyl) biphenyl-2-yl] -1,3-thiazole-5-carboxamide, 5-fluoro-N- [4'- (3-hydroxy-3-methylbut-1-yn-1-yl) biphenyl-2-yl] -1,3-dimethyl-1H-pyrazole-4-carboxamide, 2-chloro-N- [4 '- (3 -hydroxy-3-methylbut-1-yn-1-yl) biphenyl-2-yl] pyridine-3-carboxamide, 3- (difluoromethyl) -N- [4 '- (3-methoxy-3-methylbut-1 - in 1 -yl) biphenyl-2-yl] -1-methyl-1H-pyrazole-4-carboxamide, 5-fluoro-N- [4 '- (3-methoxy-3-methylbut-1-in-1 -yl) biphenyl-2-yl] -l, 3-dimethyl-1H-pyrazole-4-carboxamide, 2-chloro-N- [4 '- (3-methoxy-3-methylbut-1-yn-1-yl ) biphenyl-2-yl] pyridine-3-carboxamide, (5-bromo-2-methoxy-4-methylpyridin-3-yl) (2,3,4-trimethoxy-6-methylphenyl) methanone and N- [2- (4- {[3- (4-chlorophenyl) prop-2-yn-1-yl] oxy} -3-methoxyphenyl) ethyl] -N2- (methylsulfonyl) valinamide.
Sofern chemisch sinnvoll, können die vorgenannten Wirkstoffe mit geeigneten Basen oder Säuren Salze bilden. Die hier mit ihrem„common name" genannten Wirkstoffe sind bekannt und beispielsweise im Pestizidhandbuch („The Pesticide Manual" 14th Ed., British Crop Protection Council 2006) beschrieben oder im Internet recherchierbar (z.B. http://www.alanwood.net/pesticides). If chemically useful, the aforementioned active ingredients can form salts with suitable bases or acids. The active substances mentioned here with their "common name" are known and described, for example, in the Pesticide Handbook ("The Pesticide Manual" 14th Ed., British Crop Protection Council 2006) or searchable on the Internet (eg http://www.alanwood.net/pesticides ).
Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie erwünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich natürlich vorkommender Kulturpflanzen). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechnologische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzenteilen sollen alle oberirdischen Teile und Organe der Pflanzen, wie Spross, Blatt und Blüte verstanden werden, wobei beispielhaft Blätter, Nadeln, Stängel, Stämme, Blüten, Fruchtkörper und Früchte aufgeführt werden. Zu den Pflanzenteilen gehört auch Erntegut sowie vegetatives Vermehrungsmaterial, beispielsweise Stecklinge. According to the invention, all plants and parts of plants can be treated. In this context, 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 that 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 by Plant variety rights protectable or non-protectable plant varieties. Plant parts are to be understood as meaning all aboveground parts and organs of the plants, such as shoots, leaves and flowers, examples of which include leaves, needles, stems, stems, flowers, fruiting bodies and fruits. The plant parts also include crops and vegetative propagating material, such as cuttings.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit der erfindungsgemäßen Zusammensetzung erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z.B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen und Aufstreichen. The treatment according to the invention of the plants and plant parts with the composition according to the invention is carried out directly or by acting on their environment, habitat or storage space according to the usual treatment methods, e.g. by dipping, spraying, evaporating, misting, spreading and painting.
Insbesondere eignet sich die erfindungsgemäße Zusammensetzung zur Behandlung von oberirdischen Pflanzenteilen. Bevorzugt sind dabei die vorstehend als bevorzugt oder besonders bevorzugt genannten erfindungsgemäßen Kombinationen zu nennen. So entsteht ein großer Teil des durch Schädlinge verursachten Schadens an Kulturpflanzen durch den Befall oberirdischer Pflanzenteile In particular, the composition according to the invention is suitable for the treatment of above-ground parts of plants. Preference is given to mention the combinations according to the invention mentioned above as being preferred or particularly preferred. Thus, a large part of the damage caused by pests damage to crops by the infestation of aboveground plant parts
Die Bekämpfung von Pflanzenschädlingen durch die Behandlung von oberiridischen Pflanzenteilen ist seit langem bekannt und ist Gegenstand ständiger Verbesserungen. Dennoch ergeben sich bei der Behandlung von oberiridischen Pflanzenteilen eine Reihe von Problemen, die nicht immer zufriedenstellend gelöst werden können. So ist es erstrebenswert, Verfahren zum Schutz der oberirdischen Pflanzenteile zu entwickeln, die das zusätzliche Ausbringen von Pflanzenschutzmitteln nach dem Auflaufen der Pflanzen reduzieren. Es ist weiterhin erstrebenswert, die Menge des eingesetzten Wirkstoffs dahingehend zu optimieren, dass die oberirdischen Pflanzenteile vor dem Befall durch Schädlinge bestmöglich geschützt werden, ohne jedoch die Pflanze selbst durch den eingesetzten Wirkstoff zu schädigen. Insbesondere sollten Verfahren zur Behandlung oberiridischer Pflanzenteile auch die intrinsischen, Insektiziden Eigenschaften transgener Pflanzen einbeziehen, um einen optimalen Schutz der oberirdischen Pflanzenteile bei einem minimalen Aufwand an Pflanzenschutzmitteln zu erreichen. The control of plant pests by the treatment of Oberiridisches plant parts has long been known and is the subject of constant improvement. Nevertheless, there are a number of problems in the treatment of Upper-Irish parts of plants that can not always be satisfactorily resolved. Thus, it is desirable to develop methods for protecting the above-ground parts of plants, which reduce the additional application of pesticides after the emergence of the plants. It is also desirable to optimize the amount of active ingredient used to the effect that the above-ground parts of plants are best protected against infestation by pests, but without damaging the plant itself by the active ingredient used. In particular, methods for treating upper-iridian plant parts should also include the intrinsic, insecticidal properties of transgenic plants in order to achieve optimum protection of the above-ground parts of plants with a minimum of pesticides.
Die vorliegende Erfindung bezieht sich daher insbesondere auch auf ein Verfahren zum Schutz von Pflanzen vor dem Befall von Pflanzenschädlingen, indem die oberirdischen Pflanzenteile mit der erfindungsgemäßen Zusammensetzung behandelt werden. The present invention therefore also relates in particular to a method of protecting plants from the infestation of plant pests by treating the above-ground parts of plants with the composition according to the invention.
Die Erfindung bezieht sich ebenfalls auf die Verwendung der erfindungsgemäßen Zusammensetzung zur Bekämpfung von Pflanzenschädlingen, indem die Zusammensetzung auf konventionelle oder transgene Pflanzen aufgebracht ist. Weiterhin bezieht sich die Erfindung auf oberirdische Pflanzenteile, welche zum Schutz vor Pflanzenschädlingen mit der erfindungsgemäßen Zusammensetzung behandelt wurden. Pflanzenschädlinge sind insbesondere Insekten, Spinnentiere, Helminthen, Nematoden und Mollusken, die in der Landwirtschaft, im Gartenbau, in Forsten, in Gärten und Freizeiteinrichtungen vorkommen. Die erfindungsgemäßen Zusammensetzungen sind gegen normal sensible und resistente Arten sowie gegen alle oder einzelne Entwicklungsstadien wirksam. Zu den Pflanzenschädlingen gehören: The invention also relates to the use of the composition according to the invention for controlling plant pests by applying the composition to conventional or transgenic plants. Furthermore, the invention relates to aboveground plant parts which have been treated with the composition according to the invention for protection against plant pests. In particular, plant pests are insects, arachnids, helminths, nematodes and molluscs found in agriculture, horticulture, forests, gardens and recreational facilities. The compositions according to the invention are active against normally sensitive and resistant species as well as against all or individual stages of development. Plant pests include:
Schädlinge aus dem Stamm: Arthropoda, insbesondere aus der Klasse der Arachnida z.B. Acarus spp., Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides pteronyssius, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Halotydeus destructor, Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Metatetranychus spp., Nuphersa spp., Oligonychus spp., Ornithodorus spp., Ornithonyssus spp., Panonychus spp., Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus, Stenotarsonemus spp., Tarsonemus spp., Tetranychus spp., Vaejovis spp., Vasates lycopersici. Pests from the strain: Arthropoda, especially from the class of arachnids, e.g. Acarus spp., Aceria kuko, Aceria sheldoni, Aculops spp., Aculus spp., Amblyomma spp., Amphitetranychus viennensis, Argas spp., Boophilus spp., Brevipalpus spp., Bryobia praetiosa, Centruroides spp., Chorioptes spp., Dermanyssus gallinae , Dermatophagoides pteronyssius, Dermatophagoides farinae, Dermacentor spp., Eotetranychus spp., Epitrimerus pyri, Eutetranychus spp., Eriophyes spp., Halotydeus destructor, Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Latrodectus spp., Loxosceles spp., Metatetranychus Spp., Nuphersa spp., Oligonychus spp., Ornithodorus spp., Ornithonyssus spp., Panonychus spp., Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus, Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp., Scorpio maurus , Stenotarsonemus spp., Tarsonemus spp., Tetranychus spp., Vaejovis spp., Vasates lycopersici.
Aus der Klasse der Chilopoda z.B. Geophilus spp., Scutigera spp. aus der Ordnung oder der Klasse der Collembola z.B. Onychiurus armatus, Sminthurus viridis; aus der Klasse der Diplopoda z.B. Blaniulus guttulatus; aus der Klasse der Insecta, z.B. aus der Ordnung der Blattodea z.B. Blattella asahinai, Blattella germanica, Blatta orientalis, Leucophaea maderae (Rhypaobia maderae), Panchlora spp., Parcoblatta spp., Periplaneta spp., Supella longipalpa, Loboptera decipiens, Neostylopyga rhombifolia, Pycnoscelus surinamensis; From the genus of Chilopoda, e.g. Geophilus spp., Scutigera spp. from the order or class of collembola e.g. Onychiurus armatus, Sminthurus viridis; from the class of diplopoda e.g. Blaniulus guttulatus; from the class of Insecta, e.g. from the order of the Blattodea e.g. Blattella asahinai, Blattella germanica, Blatta orientalis, Leucophaea maderae (Rhypaobia maderae), Panchlora spp., Parcoblatta spp., Periplaneta spp., Supella longipalpa, Loboptera decipiens, Neostylopyga rhombifolia, Pycnoscelus surinamensis;
Aus der Ordnung der Coleoptera z.B. Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Aethina tumida, Agelastica alni, Agriotes spp., Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., Anthrenus spp., Apion spp., Apogonia spp., Atomaria spp., Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytra zealandica, Ctenicera spp., Curculio spp., Cryptolestes ferrugineus, Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp., Diabrotica spp., Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., Epitrix spp., Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Hellula undalis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa decemlineata, Leucoptera spp., Lissorhoptrus oryzophilus, Listronotus (= Hyperodes) spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megascelis spp., Melanotus spp., Meligethes aeneus, Melolontha spp., Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorrhynchus spp., Oulema spp., Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyllotreta spp., Popillia japonica, Premnotrypes spp., Prostephanus trancatus, Psylliodes spp., Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophoras ferragineus, Rhynchophoras palmarum, Sinoxylon perforans, Sitophilus spp., Sitophilus oryzae, Sphenophorus spp., Stegobium paniceum, Sternechus spp., Symphyletes spp., Tanymecus spp., Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp.. From the order of the Coleoptera eg Acalymma vittatum, Acanthoscelides obtectus, Adoretus spp., Aethina tumida, Agelastica alni, Agriotes spp., Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, Anoplophora spp., Anthonomus spp., Anthrenus spp., Apion spp. , Apogonia spp., Atomaria spp., Attagenus spp., Baris caerulescens, Bruchidius obtectus, Bruchus spp., Cassida spp., Cerotoma trifurcata, Ceutorrhynchus spp., Chaetocnema spp., Cleonus mendicus, Conoderus spp., Cosmopolites spp., Costelytra zealandica, Ctenicera spp., Curculio spp., Cryptolestes ferruginus, Cryptorhynchus lapathi, Cylindrocopturus spp., Dermestes spp., Diabrotica spp., Dichocrocis spp., Dicladispa armigera, Diloboderus spp., Epicaerus spp., Epilachna spp., Epitrix spp. , Faustinus spp., Gibbium psylloides, Gnathocerus cornutus, Hellula and alis, Heteronychus arator, Heteronyx spp., Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp., Lachnosterna consanguinea, Lasioderma serricorne, Latheticus oryzae, Lathridius spp., Lema spp., Leptinotarsa decemlineata, Leucoptera spp., Lissorhoptrus oryzophilus, Listronotus (= Hyperodes) spp., Lixus spp., Luperodes spp., Luperomorpha xanthodera, Lyctus spp., Megascelis spp., Melanotus spp., Meligethes aeneus, Melolontha spp., Migdolus spp., Monochamus spp., Naupactus xanthographus, Necrobia spp., Neogalerucella spp., Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorrhynchus spp., Oulema spp., Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp., Phyllophaga helleri, Phyllotreta spp., Popillia japonica, Premnotrypes spp., Prostephanus trancatus, Psylliodes spp., Ptinus spp., Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp., Rhynchophoras ferragineus, Rhynchophoras palmarum, Sinoxylon perforans, Sitophilus spp., Sitophilus oryzae, Sphenophorus spp., Stegobium paniceum, Starchus spp., Symphyletes spp. , Tanymecus spp., Tenebrio molitor, Tenebrioides mauretanicus, Tribolium spp., Trogoderma spp., Tychius spp., Xylotrechus spp., Zabrus spp.
Aus der Ordnung der Dermaptera, z.B. Anisolabis maritime, Forficula auricularia, Labidura riparia; From the order of the Dermaptera, e.g. Anisolabis maritime, Forficula auricularia, Labidura riparia;
Aus der Ordnung der Diptera z.B. Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp., Asphondylia spp., Bactrocera spp., Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis spp., Ceratitis capitata, Chironomus spp., Chrysomyia spp., Chrysops spp., Chrysozona pluvialis, Cochliomyia spp., Contarinia spp., Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp., Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasyneura spp., Delia spp., Dermatobia hominis, Drosophila spp., Drosophila suzukii, Echinocnemus spp., Euleia heraclei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp., Hyppobosca spp., Hypoderma spp., Liriomyza spp.. Lucilla spp., Lutzomyia spp., Mansonia spp., Musca spp., Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterborniella subcincta, Pegomyia spp., Phlebotomus spp., Phorbia spp., Phormia spp., Piophila casei, Platyparea poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., Sarcophaga spp., Simulium spp, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., Toxotrypana curvicauda. From the order of Diptera e.g. Aedes spp., Agromyza spp., Anastrepha spp., Anopheles spp., Asphondylia spp., Bactrocera spp., Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis spp., Ceratitis capitata, Chironomus spp., Chrysomyia spp., Chrysops spp , Chrysozona pluvialis, Cochliomyia spp., Contarinia spp., Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp., Culicoides spp., Culiseta spp., Cuterebra spp., Dacus oleae, Dasyneura spp., Delia spp., Dermatobia hominis, Drosophila Spp., Drosophila suzukii, Echinocnemus spp., Euleia heraclei, Fannia spp., Gasterophilus spp., Glossina spp., Haematopota spp., Hydrellia spp., Hydrellia griseola, Hylemya spp., Hyppobosca spp., Hypoderma spp., Liriomyza spp Lucilla spp., Lutzomyia spp., Mansonia spp., Musca spp., Oestrus spp., Oscinella frit, Paratanytarsus spp., Paralauterborniella subcincta, Pegomyia spp., Phlebotomus spp., Phorbia spp., Phormia spp., Piophila casei , Platyparea poeciloptera, Prodiplosis spp., Psila rosae, Rhagoletis spp., Sa rcophaga spp., Simulium spp, Stomoxys spp., Tabanus spp., Tetanops spp., Tipula spp., Toxotrypana curvicauda.
Aus der Unterordnung der Heteroptera z.B. Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., Eurydema spp., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp., Lygus spp., Macropes excavatus, Megacopta cribraria, Miridae, Monaionion atratum, Nezara spp., Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp., Stephanitis nashi, Tibraca spp., Triatoma spp. From the subordination of Heteroptera e.g. Aelia spp., Anasa tristis, Antestiopsis spp., Boisea spp., Blissus spp., Calocoris spp., Campylomma livida, Cavelerius spp., Cimex spp., Collaria spp., Creontiades dilutus, Dasynus piperis, Dichelops furcatus, Diconocoris hewetti, Dysdercus spp., Euschistus spp., Eurydema spp., Eurygaster spp., Halyomorpha halys, Heliopeltis spp., Horcias nobilellus, Leptocorisa spp., Leptocorisa varicornis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp., Lygus spp., Macropes excavatus, Megacopta cribraria, Miridae, Monaionion atratum, Nezara spp., Nysius spp., Oebalus spp., Pentomidae, Piesma quadrata, Piezodorus spp., Psallus spp., Pseudacysta persea, Rhodnius spp., Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp. Stephanitis nashi, Tibraca spp., Triatoma spp.
Aus der Ordnung der Hemiptera z.B. Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus spp., Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., Anuraphis cardui, Aonidiella spp., Aphanostigma piri, Aphis spp., Arboridia apicalis, Arytainilla spp., Aspidiella spp., Aspidiotus spp., Atanus spp., Aulacorthum solani, Bemisia spp., Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysii, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., Calli- gypona marginata, Capulinia spp., Carneocephala fülgida, Ceratovacuna lanigera, Cercopidae, Cero- plastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis juglandicola, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Cryptoneossa spp., Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes spp., Dialeurodes citri, Diaphorina spp., Diaphorina citri, Diaspis spp., Diuraphis spp., Drosicha spp., Dysaphis spp., Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp., Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp., Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., Lepidosaphes spp., Lipaphis erysimi, Lopholeucaspis japonica, Lycorma delicatula, Macrosiphum spp., Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metealfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., Parlatoria spp., Pemphigus spp., Peregrinus maidis, Perkinsiella spp., Phenacoccus spp., Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., Pinnaspis aspidistrae, Planococcus spp., Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., Psyllopsis spp., Psylla spp., Pteromalus spp., Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., Saissetia spp., Scaphoides titanus, Schizaphis graminum, Selenaspidus articulatus, Sitobion avenae, Sogata spp., Sogatella fureifera, Sogatodes spp., Stictocephala festina, Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes spp., Trialeurodes vaporariorum, Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.. From the order of Hemiptera, for example, Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acizzia uncatoides, Acrida turrita, Acyrthosipon spp., Acrogonia spp., Aeneolamia spp., Agonoscena spp., Aleurocanthus spp., Aleyrodes spp., Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus spp., Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp., Anuraphis cardui, Aonidiella spp., Aphanostigma piri, Aphis spp., Arboridia apicalis, Arytainilla spp., Aspidiella spp , Aspidiotus spp., Atanus spp., Aulacorthum solani, Bemisia spp., Bemisia tabaci, Blastopsylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysii, Brachycolus spp., Brevicoryne brassicae, Cacopsylla spp., Calligypona marginata, Capulinia spp., Carneocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp., Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis juglandicola, Chrysomphalus aonidum, Chrysomphalus ficus, Cicadulina mbila, Coccomytilus halli, Coccus spp., Cryptomyzus ribis, Cryptoneossa spp. , Ctenarytaina spp., Dalbulus spp., Dialeurodes chittendeni, Dialeurodes spp., Dialeurodes citri, Diaphorina spp., Diaphorina citri, Diaspis spp., Diuraphis spp., Drosicha spp., Dysaphis spp., Dysmicoccus spp., Empoasca spp., Eriosoma spp., Erythroneura spp., Eucalyptolyma spp., Euphyllura spp., Euscelis bilobatus, Ferrisia spp., Fiorinia spp., Furcaspis oceanica, Geococcus coffeae, Glycaspis spp., Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, Icerya spp., Idiocerus spp., Idioscopus spp., Laodelphax striatellus, Lecanium spp., Lepidosaphes spp., Lipaphis erysimi, Lopholeucaspis japonica , Lycorma delicatula, Macrosiphum spp., Macrosteles facifrons, Mahanarva spp., Melanaphis sacchari, Metcalfiella spp., Metealfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp., Nasonovia ribisnigri, Neomaskellia spp., Nephotettix spp., Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp., Orthezia praelonga, Oxya chinensis, Pachypsylla spp., Parabemisia myricae, Paratrioza spp., Parlatoria spp., Pemphigus spp., Peregrinus maidis, Perkinsiell a spp., Phenacoccus spp., Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp., Pinnaspis aspidistrae, Planococcus spp., Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp., Psyllopsis spp., Psylla spp., Pteromalus spp. Pulvinaria spp., Pyrilla spp., Quadraspidiotus spp., Quesada gigas, Rastrococcus spp., Rhopalosiphum spp., Saissetia spp., Scaphoides titanus, Schizaphis graminum, Selenaspidus articulatus, Sitobion avenae, Sogata spp., Sogatella fureifera, Sogatodes spp. Stictocephala festina, Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp., Tinocallis caryaefoliae, Tomaspis spp., Toxoptera spp., Trialeurodes spp., Trialeurodes vaporariorum, Trioza spp., Typhlocyba spp., Unaspis spp., Viteus vitifolii, Zygina spp.
Aus der Ordnung der Hymenoptera z.B. Acromyrmex spp., Athalia spp., Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., Hoplocampa spp., Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., Wasmannia auropunetata, Xeris spp.. From the order of Hymenoptera e.g. Acromyrmex spp., Athalia spp., Atta spp., Camponotus spp., Dolichovespula spp., Diprion spp., Hoplocampa spp., Lasius spp., Linepithema (Iridiomyrmex) humile, Monomorium pharaonis, Paratrechina spp., Paravespula spp., Plagiolepis Spp., Sirex spp., Solenopsis invicta, Tapinoma spp., Technomyrmex albipes, Urocerus spp., Vespa spp., Wasmannia auropunetata, Xeris spp.
Aus der Ordnung der Isopoda z.B. Armadillidium vulgare, Oniscus asellus, Porcellio scaber. Aus der Ordnung der Isoptera z.B. Coptotermes spp., Cornitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermes spp., Odontotermes spp., Porotermes spp., Reticulitermes spp.. From the order of the Isopoda eg Armadillidium vulgare, Oniscus asellus, Porcellio scaber. From the order of the Isoptera eg Coptotermes spp., Cornitermes cumulans, Cryptotermes spp., Incisitermes spp., Kalotermes spp., Microtermes obesi, Nasutitermes spp., Odontotermes spp., Porotermes spp., Reticulitermes spp.
Aus der Ordnung der Lepidoptera z.B. Achroia grisella, Acronicta major, Adoxophyes spp., Aedia leucomelas, Agrotis spp., Alabama spp., Amyelois transitella, Anarsia spp., Anticarsia spp., Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, Chilo spp., Choreutis pariana, Choristoneura spp., Chrysodeixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphalocrocis medinalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., Dalaca noctuides, Diaphania spp., Diatraea saccharalis, Diparopsis spp., Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eidana saccharina, Ephestia spp., Epinotia spp., Epiphyas postvittana, Erannis spp., Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., Hedylepta spp., Helicoverpa spp., Heliothis spp., Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp., Lithocolletis spp., Lithophane antennata, Lobesia spp., Loxagrotis albicosta, Lymantria spp., Lyonetia spp., Malacosoma neustria, Maruca spp., Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Omphisa spp., Operophtera spp., Oria spp., Orthaga spp., Ostrinia spp., Panolis flammea, Parnara spp., Pectinophora spp., Perileucoptera spp., Phthorimaea spp., Phyllocnistis citrella, Phyllonorycter spp., Pieris spp., Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella, Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., Scirpophaga spp., Scirpophaga innotata, Scotia segetum, Sesamia spp., Sesamia inferens, Sparganothis spp., Spodoptera spp., Spodoptera praefica, Stathmopoda spp., Stenoma spp., Stomopteryx subsecivella, Synanthedon spp., Tecia solanivora, Thaumetopoea spp., Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., Tryporyza incertulas, Tuta absoluta, Virachola spp.. From the order of Lepidoptera e.g. Achroia grisella, Acronica major, Adoxophyes spp., Aedia leucomelas, Agrotis spp., Alabama spp., Amyelois transitella, Anarsia spp., Anticarsia spp., Argyroploce spp., Autographa spp., Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, Busseola spp., Cacoecia spp., Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, Chilo spp., Choreutis pariana, Choristoneura spp., Chrysodixis chalcites, Clysia ambiguella, Cnaphalocerus spp., Cnaphalocrocis medinalis, Cnephasia spp., Conopomorpha spp., Conotrachelus spp., Copitarsia spp., Cydia spp., Dalaca noctuides, Diaphania spp., Diacraea saccharalis, Diparopsis spp., Earias spp., Ecdytolopha aurantium, Elasmopalpus lignosellus, Eidana saccharina, Ephestia spp., Epinotia spp., Epiphyas postvittana, Erannis spp., Erschoviella musculana, Etiella spp., Eudocima spp., Eulia spp., Eupoecilia ambiguella, Euproctis spp., Euxoa spp., Feltia spp., Galleria mellonella, Gracillaria spp., Grapholitha spp., Hedylepta spp., Helicoverpa spp., Heliothis spp., Hofmannophila pseudospretella, Homoeosoma spp., Homona spp., Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp., Laphygma spp., Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp., Lithocolletis spp., Lithophane antennata, Lobesia spp., Loxagrotis albicosta, Lymantria spp., Lyonetia spp., Malacosoma neustria, Maruca spp., Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis spp., Monopis obviella, Mythimna separata, Nemapogon cloacellus, Nymphula spp., Oiketicus spp., Omphisa spp., Operophtera spp., Oria spp., Orthaga spp., Ostrinia spp., Panolis flammea, Parnara spp., Pectinophora spp., Perileucoptera spp. , Phthorimaea spp., Phyllocnistis citrella, Phyllonorycter spp., Pieris spp., Platynota stultana, Plodia interpunctella, Plusia spp., Plutella xylostella, Prays spp., Prodenia spp., Protoparce spp., Pseudaletia spp., Pseudaletia unipuncta, Pseudoplusia includens . Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp., Scirpophaga spp., Scirpophaga innotata, Scotia segetum, Sesamia spp., Sesamia inferens, Sparganothis spp., Spodoptera spp., Spodoptera praefica, Stathmopoda spp., Stenoma spp., Stomopteryx subsecivella, Synanthedon Spp., Tecia solanivora, Thaumetopoea spp., Thermesia gemmatalis, Tinea cloacella, Tinea pellionella, Tineola bisselliella, Tortrix spp., Trichophaga tapetzella, Trichoplusia spp., Tryporyza incertulas, Tuta absoluta, Virachola spp.
Aus der Ordnung der Orthoptera oder Saltatoria z.B. Acheta domesticus, Dichroplus spp., Gryllotalpa spp., Hieroglyphus spp., Locusta spp., Melanoplus spp., Paratlanticus ussuriensis, Schistocerca gregaria. From the order of Orthoptera or Saltatoria e.g. Acheta domesticus, Dichroplus spp., Gryllotalpa spp., Hieroglyphus spp., Locusta spp., Melanoplus spp., Paratlanticus ussuriensis, Schistocerca gregaria.
Aus der Ordnung der Phthiraptera z.B. Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Phylloxera vastatrix, Phtirus pubis, Trichodectes spp. Aus der Ordnung der Siphonaptera z.B. Ceratophyllus spp., Ctenocephalides spp., Pulex irritans Tunga penetrans, Xenopsylla cheopis. From the order of Phthiraptera eg Damalinia spp., Haematopinus spp., Linognathus spp., Pediculus spp., Phylloxera vastatrix, Phtirus pubis, Trichodectes spp. From the order of Siphonaptera eg Ceratophyllus spp., Ctenocephalides spp., Pulex irritans Tunga penetrans, Xenopsylla cheopis.
Aus der Ordnung der Symphyla z.B. Scutigerella spp.. From the order of Symphyla e.g. Scutigerella spp ..
Aus der Ordnung der Thysanoptera z.B. Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips leeuweni, Drepanothris reuteri, Enneothrips flavens, Frankliniella spp., Haplothrips spp., Heliothrips spp., Hercinothrips femoralis, Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamoni, Thrips spp.. From the order of Thysanoptera e.g. Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips leeuweni, Drepanothris reuteri, Enneothrips flavens, Frankliniella spp., Haplothrips spp., Heliothrips spp., Hercinothrips femoralis, Rhipiphorothrips cruentatus, Scirtothrips spp., Taeniothrips cardamoni, Thrips spp.
Aus der Ordnung der Zygentoma (= Thysanura)Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus, Thermobia domestica. aus der Klasse der Symphyla z.B. Scutigerella spp.; From the order of Zygentoma (= Thysanura) Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus, Thermobia domestica. from the class of Symphyla e.g. Scutigerella spp .;
Schädlinge aus dem Stamm: Mollusca, insbesondere aus der Klasse der Bivalvia, z.B. Dreissena spp. Pests from the strain: Mollusca, especially from the bivalve class, e.g. Dreissena spp.
Aus der Klasse der Gastropoda z.B. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.. From the class Gastropoda, e.g. Arion spp., Biomphalaria spp., Bulinus spp., Deroceras spp., Galba spp., Lymnaea spp., Oncomelania spp., Pomacea spp., Succinea spp.
Pflanzenschädlinge aus dem Stamm: Nematoda, d.h. pflanzenparasitäre Nematoden, insbesondere Aglenchus spp., Anguina spp., Aphelenchoides spp., Belonolaimus spp., Bursaphelenchus spp., Cacopaurus spp., Criconemella spp., Criconemoides spp., Ditylenchus spp., Dolichodorus spp., Globo- dera spp., Helicotylenchus spp., Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., Hoplolaimus spp., Longidorus spp., Meloidogyne spp., Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp., Pratylenchus spp., Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., Tylenchulus spp., Tylenchulus semipenetrans, Tylenchorhynchus spp., Xiphinema spp.. Plant pests from the strain: Nematoda, i. plant parasitic nematodes, in particular Aglenchus spp., Anguina spp., Aphelenchoides spp., Belonolaimus spp., Bursaphelenchus spp., Cacopaurus spp., Criconemella spp., Criconemoides spp., Ditylenchus spp., Dolichodorus spp., Globodera spp. Helicotylenchus spp., Hemicriconemoides spp., Hemicycliophora spp., Heterodera spp., Hoplolaimus spp., Longidorus spp., Meloidogyne spp., Meloinema spp., Nacobbus spp., Neotylenchus spp., Paralongidorus spp., Paraphelenchus spp., Paratrichodorus spp , Pratylenchus spp., Pseudohalenchus spp., Psilenchus spp., Punctodera spp., Quinisulcius spp., Radopholus similis, Rotylenchulus spp., Rotylenchus spp., Scutellonema spp., Subanguina spp., Trichodorus spp., Tylenchulus spp., Tylenchulus semipenetrans, Tylenchorhynchus spp., Xiphinema spp.
Weiterhin lässt sich aus dem Unterreich der Protozoa die Ordnung der Coccidia z.B Eimeria spp. bekämpfen. Furthermore, the order of the coccidia, for example Eimeria spp., Can be determined from the subregion of the protozoa. fight.
Einer der Vorteile der vorliegenden Erfindung ist es, dass aufgrund der systemischen Eigenschaften der erfindungsgemäßen Zusammensetzung, bei Behandlung oberirdischer Pflanzenteile auch translaminar Schädlinge bekämpft werden. Ein weiterer Vorteil besteht in der synergistischen Erhöhung der msektiziden Wirksamkeit der erfindungsgemäßen Zusammensetzung gegenüber dem msektiziden Einzelwirkstoff, die über die zu erwartende Wirksamkeit der beiden einzeln angewendeten Wirkstoffe hinausgeht. Damit wird eine Optimierung der Menge der eingesetzten Wirkstoffe ermöglicht. Ebenso ist es als vorteilhaft anzusehen, dass die erfindungsgemäße Zusammensetzung auch auf transgenen Pflanzen eingesetzt werden kann, wobei die aus diesem Saatgut hervorgehenden Pflanzen zur Expression eines gegen Schädlinge gerichteten Proteins befähigt sind. Durch die Behandlung solcher Pflanzen mit den erfindungsgemäßen Mitteln, können bestimmte Schädlinge bereits durch die Expression des z.B. Insektiziden Proteins kontrolliert werden, und zusätzlich durch die erfindungsgemäßen Mittel vor Schäden bewahrt werden. One of the advantages of the present invention is that, due to the systemic properties of the composition according to the invention, it is also possible to combat translaminar pests when treating aboveground plant parts. A further advantage consists in the synergistic increase in the insecticidal activity of the composition according to the invention over the individual insecticide, which exceeds the expected effectiveness of the two individually applied active ingredients. This allows optimization of the amount of active ingredients used. Likewise, it is to be regarded as advantageous that the composition of the invention can also be used on transgenic plants, wherein the plants resulting from this seed are capable of expressing a protein directed against pests. By treating such plants with the agents according to the invention, certain pests can already be controlled by the expression of the insecticidal protein, for example, and in addition can be protected from damage by the agents according to the invention.
Die erfindungsgemäße Zusammensetzung eignet sich zum Schutz von oberiridischen Pflanzenteilen jeglicher Pflanzensorte, wie bereits vorstehend genannt, die in der Landwirtschaft, im Gewächshaus, in Forsten oder im Gartenbau eingesetzt wird. Insbesondere handelt es sich dabei um Mais, Erdnuss, Canola, Raps, Mohn, Soja, Baumwolle, Rübe (z.B. Zuckerrübe und Futterrübe), Reis, Hirse, Weizen, Gerste, Hafer, Roggen, Sonnenblume, Tabak, Kartoffeln oder Gemüse (z.B. Tomaten, Kohlgewächs). Die erfindungsgemäßen Mittel eignen sich ebenfalls zur Behandlung von Obstpflanzen und Gemüse wie vorstehend bereits genannt. Besondere Bedeutung kommt der Behandlung von Mais, Soja, Baumwolle, Weizen und Canola oder Raps zu. The composition of the invention is suitable for the protection of Oberiridisches plant parts of any plant variety, as already mentioned above, which is used in agriculture, in the greenhouse, in forests or in horticulture. In particular, these are corn, peanut, canola, rapeseed, poppy, soybeans, cotton, turnip (eg sugar beet and fodder beet), rice, millet, wheat, barley, oats, rye, sunflower, tobacco, potatoes or vegetables (eg tomatoes , Cabbage). The compositions according to the invention are likewise suitable for the treatment of fruit plants and vegetables as already mentioned above. Special importance is attached to the treatment of maize, soya, cotton, wheat and canola or rapeseed.
Transgene Pflanzen enthalten in der Regel zumindest ein heterologes Gen, das die Expression eines Polypeptids mit insbesondere Insektiziden Eigenschaften steuert. Die heterologen Gene in transgenen Pflanzen können dabei aus Mikroorganismen wie Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus oder Gliocladium stammen. Die vorliegende Erfindung eignet sich besonders für die Behandlung von transgenen Pflanzen, die zumindest ein heterologes Gen enthalten, das aus Bacillus sp. stammt und dessen Genprodukt Wirksamkeit gegen Maiszünsler und/oder Maiswurzel-Bohrer zeigt. Besonders bevorzugt handelt es sich dabei um ein heterologes Gen, das aus Bacillus thuringiensis stammt. Transgenic plants usually contain at least one heterologous gene which controls the expression of a polypeptide having in particular insecticidal properties. The heterologous genes in transgenic plants can be derived from microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus or Gliocladium. The present invention is particularly useful for the treatment of transgenic plants containing at least one heterologous gene derived from Bacillus sp. and whose gene product shows activity against corn borer and / or corn rootworm. Most preferably, this is a heterologous gene derived from Bacillus thuringiensis.
Wie bereits oben erwähnt, können erfindungsgemäß alle Pflanzen und deren oberiridischen Teile behandelt werden. In einer bevorzugten Ausführungsform, werden wild vorkommende oder durch konventionelle biologische Zuchtmethoden, wie Kreuzung oder Protoplastenfusion erhaltene Pflanzenarten und Pflanzensorten, sowie deren Teile, behandelt (konventionelle Pflanzen). In einer weiteren bevorzugten Ausführungsform, werden transgene Pflanzen und Pflanzensorten, die durch gentechnologische Methoden gegebenenfalls in Kombination mit konventionellen Methoden erhalten wurden (Genetically Modified Organisms) und deren Teile behandelt. As already mentioned above, according to the invention all plants and their uppermost parts can be treated. In a preferred embodiment, wild-type or plant species and plant varieties obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and parts thereof are treated (conventional plants). In a further preferred embodiment, transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated.
Unter Pflanzensorten versteht man Pflanzen mit neuen Eigenschaften ("Traits"), die sowohl durch konventionelle Züchtung, durch Mutagenese oder durch rekombinante DNA-Techniken gezüchtet worden sind. Dies können Sorten, Bio- und Genotypen sein. Plant varieties are understood as meaning plants having new traits which have been bred by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be varieties, biotypes and genotypes.
Zu den bevorzugten erfindungsgemäß zu behandelnden transgenen (gentechnologisch erhaltenen) Pflanzen bzw. Pflanzensorten gehören alle Pflanzen, die durch die gentechnologische Modifikation genetisches Material erhielten, welches diesen Pflanzen besondere vorteilhafte wertvolle Eigenschaften ("Traits") verleiht. Beispiele für solche Eigenschaften sind besseres Pflanzenwachstum, erhöhte Toleranz gegenüber hohen oder niedrigen Temperaturen, erhöhte Toleranz gegen Trockenheit oder gegen Wasser- bzw. Bodensalzgehalt, erhöhte Blühleistung, erleichterte Ernte, Beschleunigung der Reife, höhere Ernteerträge, höhere Qualität und/oder höherer Ernährungswert der Ernteprodukte, höhere Lagerfähigkeit und/oder Bearbeitbarkeit der Ernteprodukte. Weitere und besonders hervorgehobene Beispiele für solche Eigenschaften sind eine erhöhte Abwehr der Pflanzen gegen tierische und mikrobielle Schädlinge, wie gegenüber Insekten, Milben, pflanzenpathogenen Pilzen, Bakterien und/oder Viren sowie eine erhöhte Toleranz der Pflanzen gegen bestimmte herbizide Wirkstoffe. Als Beispiele transgener Pflanzen werden die wichtigen Kulturpflanzen, wie Getreide (Weizen, Reis), Mais, Soja, Kartoffel, Zuckerrüben, Tomaten, Erbsen und andere Gemüsesorten, Baumwolle, Tabak, Raps, sowie Obstpflanzen (mit den Früchten Äpfel, Birnen, Zitasfrüchten und Weintrauben) erwähnt, wobei Mais, Soja, Kartoffel, Baumwolle, Tabak und Raps besonders hervorgehoben werden. Als Eigenschaften ("Traits") werden besonders hervorgehoben die erhöhte Abwehr der Pflanzen gegen Insekten, Spinnentiere, Nematoden und Schnecken durch in den Pflanzen entstehende Toxine, insbesondere solche, die durch das genetische Material aus Bacillus thuringiensis (z.B. durch die Gene CrylA(a), CrylA(b), CrylA(c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb und CrylF sowie deren Kombinationen) in den Pflanzen erzeugt werden (im folgenden "Bt Pflanzen"). Als Eigenschaften ("Traits") werden auch besonders hervorgehoben die erhöhte Abwehr von Pflanzen gegen Pilze, Bakterien und Viren durch Systemische Akquirierte Resistenz (SAR), Systemin, Phytoalexine, Elicitoren sowie Resistenzgene und entsprechend exprimierte Proteine und Toxine. Als Eigenschaften ("Traits") werden weiterhin besonders hervorgehoben die erhöhte Toleranz der Pflanzen gegenüber bestimmten herbiziden Wirkstoffen, beispielsweise Imidazolinonen, Sulfonylharnstoffen, Glyphosate oder Phosphinotricin (z.B. "PAT"-Gen). Die jeweils die gewünschten Eigenschaften ("Traits") verleihenden Gene können auch in Kombinationen miteinander in den transgenen Pflanzen vorkommen. Als Beispiele für "Bt Pflanzen" seien Maissorten, Baumwollsorten, Sojasorten und Kartoffelsorten genannt, die unter den Handelsbezeichnungen YIELD GARD® (z.B. Mais, Baumwolle, Soja), KnockOut® (z.B. Mais), StarLink® (z.B. Mais), Bollgard® (Baumwolle), Nucotn® (Baumwolle) und NewLeaf® (Kartoffel) vertrieben werden. Als Beispiele für Herbizid-tolerante Pflanzen seien Maissorten, Baumwollsorten und Sojasorten genannt, die unter den Handelsbezeichnungen Roundup Ready® (Toleranz gegen Glyphosate z.B. Mais, Baumwolle, Soja), Liberty Link® (Toleranz gegen Phosphinotricin, z.B. Raps), IMI® (Toleranz gegen Imidazolinone) und STS® (Toleranz gegen Sulfonylharnstoffe z.B. Mais) vertrieben werden. Als Herbizid- resistente (konventionell auf Herbizid-Toleranz gezüchtete) Pflanzen seien auch die unter der Bezeichnung Clearfield® vertriebenen Sorten (z.B. Mais) erwähnt. Selbstverständlich gelten diese Aussagen auch für in der Zukunft entwickelte bzw. zukünftig auf den Markt kommende Pflanzensorten mit diesen oder zukünftig entwickelten genetischen Eigenschaften ("Traits"). Je nach Pflanzenarten bzw. Pflanzensorten, deren Standort und Wachstumsbedingungen (Böden, Klima, Vegetationsperiode, Ernährung), können durch die Behandlung mit der erfindungsgemäßen Zusammensetzung auch überadditive ("synergistische") Effekte auftreten. So sind beispielsweise erniedrigte Aufwandmengen und/oder Erweiterungen des Wirkungsspektrums und/oder eine Verstärkung der Wirkung der erfindungsgemäß verwendbaren Stoffe und Mittel, besseres Pflanzenwachstum, erhöhte Toleranz gegenüber hohen oder niedrigen Temperaturen, erhöhte Toleranz gegen Trockenheit oder gegen Wasser- bzw. Bodensalzgehalt, erhöhte Blühleistung, erleichterte Ernte, Beschleunigung der Reife, höhere Ernteerträge, höhere Qualität und/oder höherer Ernährungswert der Ernteprodukte, höhere Lagerfähigkeit und/oder Bearbeitbarkeit der Ernteprodukte möglich, die über die eigentlich zu erwartenden Effekte hinausgehen. The preferred plants or plant varieties to be treated according to the invention to be treated include all plants produced by the genetic engineering modification received genetic material which gives these plants special beneficial properties ("traits"). Examples of such properties 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 workability of the harvested products. 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. Examples of transgenic plants are the important crops such as cereals (wheat, rice), corn, soy, potato, sugar beets, tomatoes, peas and other vegetables, cotton, tobacco, oilseed rape, and fruit plants (with the fruits apples, pears, citrus fruits and Grapes), with special emphasis on maize, soya, potato, cotton, tobacco and oilseed rape. Traits which are particularly emphasized are the increased defense of the plants against insects, arachnids, nematodes and snails by toxins formed in the plants, in particular those produced by the genetic material from Bacillus thuringiensis (eg by the genes CrylA (a) , CrylA (b), CrylA (c), CryllA, CrylllA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb and CrylF and combinations thereof) in the plants (hereinafter "Bt plants"). Traits also highlight the increased resistance of plants to fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins. Traits which are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (eg "PAT" gene). The genes which confer the desired properties ("traits") can also occur in combinations with one another in the transgenic plants. Examples of "Bt plants" are maize varieties, cotton varieties, soya bean varieties and potato varieties which are sold under the trade names YIELD GARD ® (for example maize, cotton, soya beans), KnockOut ® (for example maize), StarLink ® (for example maize), Bollgard ® ( cotton), NuCOTN ® (cotton) and NewLeaf ® (potato). Examples of herbicide-tolerant plants are maize varieties, cotton varieties and soybean varieties may be mentioned, under the trade names Roundup Ready ® (tolerance to glyphosate, for example maize, cotton, soya bean), Liberty Link ® (tolerance to phosphinotricin, for example oilseed rape), IMI ® (tolerance against imidazolinone) and STS® (tolerance to sulfonylureas eg corn). As herbicide-resistant (conventionally grown on herbicide tolerance) plants are also sold under the name Clearfield ® varieties (eg corn). Of course, these statements also apply to future or future marketed plant varieties with these or future developed genetic traits. Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, diet), treatment with the composition according to the invention may also result in superadditive ("synergistic") effects. Thus, 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 usable in the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering power facilitated harvest, acceleration of ripeness, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or machinability of the harvested products, which exceed the actual expected effects.
Die Erfindung wird durch die folgenden Beispiele näher erläutert, ohne sie dadurch einzuschränken. In den nachfolgenden Beispielen, haben die Abkürzungen folgende Bedeutung: RME = Rapsölmethylester; AMS = Ammoniumsulfat; EW = Öl-in- Wasser Emulsion; ppm = parts per million; d = Tage The invention is further illustrated by the following examples, without thereby limiting. In the following examples, the abbreviations have the following meanings: RME = rapeseed oil methyl ester; AMS = ammonium sulfate; EW = oil-in-water emulsion; ppm = parts per million; d = days
Beispiel 1: Example 1:
Blattapplikation Nilaparvata lugens / Reis Foliar application Nilaparvata lugens / rice
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Solvent: 7 parts by weight of dimethylformamide
Emulgator: Alkylarylpolyglykolether  Emulsifier: alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, welches eine Emulgatorkonzentration von 1000 ppm enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaltigem Wasser verdünnt. Bei erforderlicher Zugabe von Ammoniumsalzen oder/und PenetrationsfÖrderern (Rapsölmethylester = RME), werden diese in einer Konzentration von jeweils 1000 ppm nach dem Verdünnen der fertigen Präparatelösung zupipettiert.To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. When necessary addition of ammonium salts and / or penetration promoters (rapeseed oil methyl ester = RME), these are pipetted in a concentration of 1000 ppm after dilution of the finished preparation solution.
Reispflanzen (Oryza sativa, var. Balilla) werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt und anschließend mit Larven der Reiszikade {Nilaparvata lugens) besetzt. Rice plants (Oryza sativa, var. Balilla) are treated by spraying with the preparation of active compound in the desired concentration and then populated with larvae of the rice leafhopper {Nilaparvata lugens).
Nach der gewünschten Zeit wird die Abtötung in % bestimmt. Dabei bedeutet 100 %, dass alle Zikaden abgetötet wurden; 0 % bedeutet, dass keine Zikaden abgetötet wurden. After the desired time the kill is determined in%. 100% means that all cicadas have been killed; 0% means that no cicadas have been killed.
Zusätzlich wird die pflanzenschützende Wirkung bonitiert. Bei 100 % Wirkung ist kein Schaden durch Fraß zu sehen, bei 0 % Wirkung entspricht der Schaden an den behandelten Blättern dem der unbehandelten Kontrolle. Bei diesem Test zeigte die Verbindung der Formel (I) in Kombination mit RME (Rapsölmethylester) oder / und AMS (Ammoniumsulfat) eine verbesserte Wirksamkeit im Vergleich zu der Einzelanwendung : In addition, the phytoprotective effect is scored. At 100% effect no damage by feeding is to be seen, with 0% effect the damage at the treated leaves corresponds to the untreated control. In this test, the compound of formula (I) in combination with RME (rapeseed oil methyl ester) or / and AMS (ammonium sulfate) showed improved efficacy compared to the single application:
Tabelle A-1 : Nilaparvata lugens - Test Table A-1: Nilaparvata lugens test
Wirkstoff Konzentration in 2 ai/ha Abtötun2 in % nach 2^Active substance Concentration in 2 ai / ha Kill2% after 2 ^
Unbehandelte Kontrolle 0 Untreated control 0
RME Kontrolle 0  RME control 0
Verbindung der Formel (I) 16 50  Compound of formula (I) 16 50
Verbindung der Formel (I) + 16 80  Compound of formula (I) + 16 80
RME  RME
Tabelle A-2: Nilaparvata lugens - Test Table A-2: Nilaparvata lugens test
Wirkstoff Konzentration in 2 ai/ha Abtötun2 in % nach 21d Active substance concentration in 2 ai / ha kill2 in% after 21 d
Unbehandelte Kontrolle 0 Untreated control 0
RME/AMS Kontrolle 0  RME / AMS control 0
Verbindung der Formel (I) 4 45  Compound of formula (I) 4 45
Verbindung der Formel (I) + 4 100  Compound of formula (I) + 4 100
RME  RME
Verbindung der Formel (I) + 4 100  Compound of formula (I) + 4 100
AMS  AMS
Verbindung der Formel (I) + 4 100  Compound of formula (I) + 4 100
RME + AMS  RME + AMS
Tabelle A-3: Nilaparvata lugens - Fraßschutz Table A-3: Nilaparvata lugens - feeding protection
Wirkstoff Konzentration in 2 ai/ha Fraßschutz in % nach 21d Active ingredient concentration in 2 ai / ha feeding protection in% after 21 d
Unbehandelte Kontrolle 0 Untreated control 0
RME/AMS Kontrolle 0  RME / AMS control 0
Verbindung der Formel (I) 4 33  Compound of formula (I) 4 33
1.33 0  1.33 0
0.44 0 Verbindung der Formel (I) + 4 1000.44 0 Compound of formula (I) + 4 100
RME 1.33 47 RME 1.33 47
0.44 13  0.44 13
Verbindung der Formel (I) + 4 100  Compound of formula (I) + 4 100
AMS 1.33 0  AMS 1.33 0
0.44 0  0.44 0
Verbindung der Formel (I) + 4 100  Compound of formula (I) + 4 100
RME + AMS 1.33 58  RME + AMS 1.33 58
0.44 42  0.44 42
Beispiel 2: Example 2:
Blattapplikation Aphis gossypii / Baumwolle Foliar application Aphis gossypii / cotton
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Solvent: 7 parts by weight of dimethylformamide
Emulgator: Alkylarylpolyglykolether Emulsifier: alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, welches eine Emulgatorkonzentration von 1000 ppm enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaltigem Wasser verdünnt. Bei erforderlicher Zugabe von Ammoniumsalzen oder/und Penetrationsförderern (Rapsölmethylester = RME), werden diese in einer Konzentration von jeweils 1000 ppm nach dem Verdünnen der fertigen Präparatelösung zupipettiert.To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. When necessary addition of ammonium salts or / and penetration promoters (rapeseed oil methyl ester = RME), these are pipetted in a concentration of 1000 ppm after dilution of the finished preparation solution.
Einblättrige Baumwollpflanzen (Gossypium hirsutum), die stark von der Baumwollblattlaus {Aphis gossypii) befallen sind, werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt. Single-leaved cotton plants (Gossypium hirsutum) heavily infested with the cotton aphid {Aphis gossypii) are treated by spraying with the preparation of active compound at the desired concentration.
Nach der gewünschten Zeit wird die Abtötung in % bestimmt. Dabei bedeutet 100 %, dass alle Tiere abgetötet wurden; 0 % bedeutet, dass keine Tiere abgetötet wurden. After the desired time the kill is determined in%. 100% means that all animals have been killed; 0% means that no animals were killed.
Bei diesem Test zeigte die Verbindung der Formel (I) in Kombination mit RME (Rapsölmethylester) eine verbesserte Wirksamkeit im Vergleich zu der Einzelanwendung: Tabelle B-l: Aphis gossypii - Test In this test, the compound of formula (I) in combination with RME (rapeseed oil methyl ester) showed improved efficacy compared to the single application: Table Bl: Aphis gossypii test
Figure imgf000031_0001
Figure imgf000031_0001
*gef. = gefundene Insektizide Wirkung, ** ber. = berechnete Wirkung nach der Colby-Formel  * Found. = found insecticidal activity, ex. = calculated effect according to the Colby formula
Beispiel 3: Example 3:
Nezara viridula -Test Nezara viridula test
Lösungsmittel: 7 Gewichtsteile Dimethylformamid Solvent: 7 parts by weight of dimethylformamide
Emulgator: Alkylarylpolyglykolether  Emulsifier: alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung löst man 1 Gewichtsteil Wirkstoff mit den angegebenen Gewichtsteilen Lösungsmittel und füllt mit Wasser, welches eine Emulgatorkonzentration von 1000 ppm enthält, bis zum Erreichen der gewünschten Konzentration auf. Zur Herstellung weiterer Testkonzentrationen wird mit emulgatorhaltigem Wasser verdünnt. Bei erforderlicher Zugabe von Ammoniumsalzen oder/und Penetrationsförderern (Rapsölmethylester), werden diese in einer Konzentration von jeweils 1000 ppm nach dem Verdünnen der fertigen Präparatelösung zupipettiert. Baumwollpflanzen (Gossypium hirsutum ) werden durch Sprühen mit der Wirkstoffzubereitung in der gewünschten Konzentration behandelt und anschließend mit Larven der Grünen Reiswanze (Nezara viridula) besetzt. To prepare a suitable preparation of active compound, 1 part by weight of active compound is dissolved with the stated parts by weight of solvent and filled with water containing an emulsifier concentration of 1000 ppm until reaching the desired concentration. To prepare further test concentrations, dilute with emulsifier-containing water. When necessary addition of ammonium salts and / or penetration promoters (rapeseed oil methyl ester), these are pipetted in a concentration of 1000 ppm after dilution of the finished preparation solution. Cotton plants (Gossypium hirsutum) are treated by spraying with the preparation of active compound in the desired concentration and then populated with larvae of the green rice bug (Nezara viridula).
Nach der gewünschten Zeit wird die Mortalität in % bestimmt. Dabei bedeutet 100 %, dass alle Wanzen abgetötet wurden; 0 % bedeutet, dass keine Wanzen abgetötet wurden. Vorhandene Kontrollmortalität wird mittels der Schneider-Orelli-Formel verrechnet.  After the desired time, mortality is determined in%. 100% means that all bugs have been killed; 0% means that no bugs have been killed. Existing control mortality is calculated using the Schneider-Orelli formula.
Schneider - Orelli - Formel zur Verrechnung von Kontrollmortalität in % Schneider - Orelli - Formula for offsetting control mortality in%
% Mortalität behandelte Pflanze - % Mortalität Kontrollpflanze% Mortality treated plant -% mortality control plant
KKM % = ( ) x 100 CCM% = () x 100
100 - % Mortalität Kontrollpflanze  100% mortality control plant
KKM = korrigierte Kontrollmortalität CCM = corrected control mortality
Zusätzlich wird die pflanzenschützende Wirkung bonitiert. Bei 100 % Wirkung ist kein Schaden durch Fraß zu sehen, bei 0 % Wirkung entspricht der Schaden an den behandelten Blättern dem der unbehandelten Kontrolle. In addition, the phytoprotective effect is scored. At 100% effect no damage by feeding is to be seen, with 0% effect the damage at the treated leaves corresponds to the untreated control.
Bei diesem Test zeigte die Verbindung der Formel (I) in Kombination mit AMS (Ammoniumsulfat) eine verbesserte Wirksamkeit im Vergleich zu der Einzelanwendung: siehe Tabelle In this test, the compound of formula (I) in combination with AMS (ammonium sulfate) showed improved efficacy compared to the single application: see table
Tabelle C-l: Nezara viridula - Test - Mortalität Table C-1: Nezara viridula - Test - Mortality
Figure imgf000032_0001
Figure imgf000032_0001
*gefundene Wirkung; "berechnete Wirkung unter Verrechnung der unbehandelten Kontrolle nach Schneider- * found effect; "calculated effect by offsetting the untreated control according to Schneider
Orelli Tabelle C-2: Nezara viridula - Test - Fraßschutz Orelli Table C-2: Nezara viridula test protection
Wirkstoff Konzentration in 2 ai/ha Fraßschutz in % nach 2^ Active substance Concentration in 2 ai / ha Meal protection in% after 2 ^
Unbehandelte Kontrolle 0 Untreated control 0
Verbindung der Formel (I) 1.33 89  Compound of formula (I) 1.33 89
0.44 0  0.44 0
Verbindung der Formel (I) + 1.33 100  Compound of formula (I) + 1.33 100
AMS  AMS
0.44 36  0.44 36
Tabelle C-3: Nezara viridula - Test - Fraßschutz Table C-3: Nezara viridula test protection
Wirkstoff Konzentration in 2 ai/ha Fraßschutz in % nach 3^ Active substance concentration in 2 ai / ha feeding protection in% after 3 ^
Unbehandelte Kontrolle 0 Untreated control 0
Verbindung der Formel (I) 0.44 6  Compound of formula (I) 0.44 6
Verbindung der Formel (I) + 0.44 36  Compound of formula (I) + 0.44 36
AMS  AMS

Claims

Patentansprüche claims
1. Zusammensetzungen enthaltend die Verbindung der Formel (I) 1. Compositions containing the compound of the formula (I)
Figure imgf000034_0001
Figure imgf000034_0001
und mindestens einen Wirkungsverbesserer ausgewählt unter Penetrationsiorderem und Ammonium- und Phos honiumsalzen der Formel (II)  and at least one activity improver selected from among penetration-enhancing and ammonium and phosphorus salts of the formula (II)
Figure imgf000034_0002
Figure imgf000034_0002
in welcher  in which
D für Stickstoff oder Phosphor steht; n für 1 , D is nitrogen or phosphorus; n for 1,
2, 3 oder 4 steht; 2, 3 or 4;
R8, R9, R10 und R11 unabhängig voneinander für Wasserstoff oder jeweils gegebenenfalls substituiertes Ci-Cs-Alkyl oder einfach oder mehrfach ungesättigtes, gegebenenfalls substituiertes C2-C8-Alkenyl stehen, wobei die Substituenten aus Halogen, Nitro und Cyano ausgewählt sein können; R 8 , R 9 , R 10 and R 11 independently of one another represent hydrogen or in each case optionally substituted C 1 -C 8 -alkyl or mono- or polyunsaturated, optionally substituted C 2 -C 8 -alkenyl, where the substituents are selected from halogen, nitro and cyano can;
R anorganisches oder organisches Anion steht. R is inorganic or organic anion.
Zusammensetzung nach Anspruch 1 , enthaltend einen Penetrationsförderer der ausgewählt ist aus einem mineralischen oder pflanzlichen Öl sowie Modifikationen davon und/ oder einem Alkanol-alkoxylat der Formel (III) Composition according to Claim 1, comprising a penetration promoter selected from a mineral or vegetable oil and modifications thereof and / or an alkanol alkoxylate of the formula (III)
R-0-(AO)v-R' (III) in welcher R-O- (AO) v -R '(III) in which
R für geradkettiges oder verzweigtes Ci-C2o-Alkyl steht; R is straight-chain or branched C 1 -C 20 -alkyl;
R' für Wasserstoff, Methyl, Ethyl, n-Propyl, z o-Propyl, n-Butyl, iso-Butyl, tert-Butyl, n- Pentyl oder n-Hexyl steht; AO für einen Ethylenoxid-Rest, einen Propylenoxid-Rest, einen Butylenoxid-Rest oder für Gemische aus Ethylenoxid- und Propylenoxid-Resten oder Butylenoxid-Resten steht; und v für eine Zahl von 2 bis 30 steht. R 'is hydrogen, methyl, ethyl, n -propyl, z o -propyl, n -butyl, iso -butyl, tert -butyl, n -pentyl or n -hexyl; AO is an ethylene oxide radical, a propylene oxide radical, a butylene oxide radical or mixtures of ethylene oxide and propylene oxide radicals or butylene oxide radicals; and v is a number from 2 to 30.
3. Zusammensetzung nach Anspruch 2, wobei der PenetrationsfÖrderer ein pflanzliches Öl ist, ausgewählt unter Rapsöl, Sonnenblumenöl und deren Methyl- oder Ethylestern. A composition according to claim 2, wherein the penetration promoter is a vegetable oil selected from rapeseed oil, sunflower oil and their methyl or ethyl esters.
4. Zusammensetzung nach einem der Ansprüche 1 bis 3, enthaltend ein Ammoniumsalz der Formel (II), in welcher 4. The composition according to any one of claims 1 to 3, containing an ammonium salt of the formula (II), in which
D für Stickstoff steht; n für 1 oder 2 steht; D is nitrogen; n is 1 or 2;
R8, R9, R10 und R11 unabhängig voneinander für Wasserstoff oder jeweils gegebenenfalls substituiertes Ci-C i-Alkyl stehen, wobei die Substituenten aus Halogen, Nitro und Cyano ausgewählt sind; und R 8 , R 9 , R 10 and R 11 are each independently hydrogen or each optionally substituted Ci-C i-alkyl, wherein the substituents of halogen, nitro and cyano are selected; and
R12 für Hydrogencarbonat, Tetraborat, Fluorid, Bromid, Jodid, Chlorid, Monohydrogenphosphat, Dihydrogenphosphat, Hydrogensulfat, Tartrat, Sulfat, Nitrat, Thiosulfat, Thiocyanat, Formiat, Laktat, Acetat, Propionat, Butyrat, Pentanoat, Citrat oder Oxalat steht. R 12 is hydrogencarbonate, tetraborate, fluoride, bromide, iodide, chloride, monohydrogenphosphate, dihydrogenphosphate, hydrogensulfate, tartrate, sulphate, nitrate, thiosulphate, thiocyanate, formate, lactate, acetate, propionate, butyrate, pentanoate, citrate or oxalate.
5. Zusammensetzung nach einem der Ansprüche 1 bis 4, enthaltend ein Ammoniumsalz das ausgewählt ist unter den folgenden Salzen: 5. A composition according to any one of claims 1 to 4, containing an ammonium salt selected from the following salts:
Ammoniumsulfat, Ammoniumlaktat, Ammoniumnitrat, Ammoniumthiosulfat, Ammoniumthiocyanat, Ammoniumeitrat, Ammoniumoxalat, Ammoniumformiat, Ammoniumhydrogenphosphat, Ammoniumdihydrogenphosphat, Ammoniumcarbonat, Ammoniumbenzoat, Ammoniumsulfit, Ammoniumbenzoat, Ammoniumhydrogenoxalat, Ammoniumhydrogencitrat, Ammoniumacetat, Tetramethylammoniumsulfat, Tetramethyl- ammoniumlaktat, Tetramethylammoniumnitrat, Tetramethylammoniumthiosulfat,Ammonium sulfate, ammonium lactate, ammonium nitrate, ammonium thiosulfate, ammonium thiocyanate, ammonium citrate, ammonium oxalate, ammonium formate, ammonium hydrogen phosphate, ammonium dihydrogen phosphate, ammonium carbonate, ammonium benzoate, ammonium sulfite, ammonium benzoate, ammonium hydrogen oxalate, ammonium hydrogen citrate, ammonium acetate, tetramethylammonium sulfate, tetramethylammonium nitrate, tetramethylammonium nitrate, tetramethylammonium thiosulfate,
Tetramethylammoniumthiocyanat, Tetramethylammomumcitrat, Tetramethylammoniumoxalat, Tetramethylammoniumformiat, Tetramethylammoniumhydrogenphosphat, Tetramethylammoniumdihydrogenphosphat, Tetraethylammoniumsulfat, Tetraethylammoniumlaktat, Tetraethylammoniumnitrat, Tetraethylammoniumthiosulfat, Tetraethylammoniumthiocyanat, Tetraethylammoniumcitrat, Tetraethylammoniumoxalat, Tetraethylammoniumformiat, Tetraethylammoniumhydrogenphosphat, Tetraethylammoniumdihydrogenphosphat. Tetramethylammonium thiocyanate, tetramethylammonium citrate, tetramethylammonium oxalate, tetramethylammonium formate, tetramethylammonium hydrogenphosphate, tetramethylammonium dihydrogenphosphate, tetraethylammonium sulfate, tetraethylammonium lactate, tetraethylammonium nitrate, tetraethylammonium thiosulfate, tetraethylammonium thiocyanate, tetraethylammonium citrate, tetraethylammonium oxalate, Tetraethylammonium formate, tetraethylammonium hydrogenphosphate, tetraethylammonium dihydrogenphosphate.
6. Verwendung der Zusammensetzung, wie in einem der Ansprüche 1 bis 5 definiert, zur Bekämpfung von Pflanzenschädlingen. 6. Use of the composition as defined in any one of claims 1 to 5, for controlling plant pests.
7. Verwendung nach Anspruch 6, in dem die Zusammensetzung auf oberirdische Pflanzenteile konventioneller oder transgener Pflanzen aufgebracht ist. 7. Use according to claim 6, in which the composition is applied to aerial plant parts of conventional or transgenic plants.
8. Verwendung nach Anspruch 6, in dem die Zusammensetzung als Spritzbrühe oder als Tankmischung vorliegt. 8. Use according to claim 6, in which the composition is present as a spray mixture or as a tank mixture.
PCT/EP2015/064682 2014-07-01 2015-06-29 Improved insecticidal compositions WO2016001129A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP14175132.1 2014-07-01
EP14175132 2014-07-01

Publications (1)

Publication Number Publication Date
WO2016001129A1 true WO2016001129A1 (en) 2016-01-07

Family

ID=51022255

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2015/064682 WO2016001129A1 (en) 2014-07-01 2015-06-29 Improved insecticidal compositions

Country Status (1)

Country Link
WO (1) WO2016001129A1 (en)

Citations (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2848476A (en) 1956-10-31 1958-08-19 Du Pont Process for preparing omega-chloronitriles from cyanogen chloride and ethylene
EP0036106A2 (en) 1980-03-04 1981-09-23 Hoechst Aktiengesellschaft Synergistic mixtures of phosphinothricine
FR2600494A1 (en) 1986-06-27 1987-12-31 Kao Corp SYNERGISTIC AGENT FOR A BIOCIDE, BIOCIDE COMPOSITION CONTAINING THE SAME, AND METHOD FOR STRENGTHENING A BIOCID
EP0268915A2 (en) 1986-11-21 1988-06-01 Bayer Ag Trifluoromethylcarbonyl derivatives
US4844734A (en) 1986-07-14 1989-07-04 Kao Corporation Process for the preparation of granular pesticide
EP0453086A2 (en) 1990-04-16 1991-10-23 Kao Corporation Biocide activator
WO1992016108A1 (en) 1991-03-25 1992-10-01 Valent U.S.A. Corporation Chemically stable granules containing insecticidal phosphoroamidothioates
JPH0578323A (en) 1991-03-11 1993-03-30 Nippon Soda Co Ltd New heterocyclic compound, its production and insecticide
EP0539588A1 (en) 1990-07-05 1993-05-05 Nippon Soda Co., Ltd. Amine derivative
WO1995017817A1 (en) 1993-12-28 1995-07-06 Kao Corporation Enhancer composition for agricultural chemicals and agricultural chemical composition
EP0664081A2 (en) 1994-01-20 1995-07-26 Hoechst Schering AgrEvo GmbH Synergistic combinations of ammonium salts
US5462912A (en) 1991-10-09 1995-10-31 Kao Corporation Agricultural chemical composition enhancer comprising quaternary di(polyoxyalkylene) ammonium alkyl sulfates
EP0681865A2 (en) 1994-05-09 1995-11-15 Bayer Ag Low foam surfactant and use thereof
US5538937A (en) 1992-11-13 1996-07-23 Hasebe; Keiko Agricultural chemical composition comprising quaternary ammonium enhancers
WO1998035553A1 (en) 1997-02-14 1998-08-20 Imperial Chemical Industries Plc Agrochemical surfactant compositions
WO2000035278A1 (en) 1998-12-16 2000-06-22 Bayer Aktiengesellschaft Agrochemical formulations
US6645914B1 (en) 2002-05-01 2003-11-11 Ndsu-Research Foundation Surfactant-ammonium sulfate adjuvant composition for enhancing efficacy of herbicides
US20030224939A1 (en) 2002-05-31 2003-12-04 David Miles Adjuvant for pesticides
US20050009880A1 (en) 2002-09-12 2005-01-13 Cottrell Ian W. High concentration topical insecticide containing insect growth regulator
WO2005035486A1 (en) 2003-10-02 2005-04-21 Basf Aktiengesellschaft 2-cyanobenzenesulfonamides for combating animal pests
US20050096386A1 (en) 2003-11-03 2005-05-05 Cottrell Ian W. High concentration topical insecticide containing insect growth regulator
WO2005077934A1 (en) 2004-02-18 2005-08-25 Ishihara Sangyo Kaisha, Ltd. Anthranilamides, process for the production thereof, and pest controllers containing the same
WO2006043635A1 (en) 2004-10-20 2006-04-27 Kumiai Chemical Industry Co., Ltd. 3-triazolylphenyl sulfide derivative and insecticide/acaricide/nematicide containing the same as active ingredient
WO2006056433A2 (en) 2004-11-26 2006-06-01 Basf Aktiengesellschaft Novel 2-cyano-3-(halo)alkoxy-benzenesulfonamide compounds for combating animal pests
WO2006089633A2 (en) 2005-02-22 2006-08-31 Bayer Cropscience Ag Spiroketal-substituted cyclic ketoenols
WO2006100288A2 (en) 2005-03-24 2006-09-28 Basf Aktiengesellschaft 2-cyanobenzenesulfonamide compounds for seed treatment
WO2006129714A1 (en) 2005-06-01 2006-12-07 Meiji Seika Kaisha, Ltd. Pest control agent
WO2007043677A1 (en) 2005-10-14 2007-04-19 Sumitomo Chemical Company, Limited Hydrazide compound and pesticidal use of the same
WO2007057407A2 (en) 2005-11-21 2007-05-24 Basf Se Insecticidal methods using 3-amino-1,2-benzisothiazole derivatives
WO2007068355A1 (en) * 2005-12-13 2007-06-21 Bayer Cropscience Ag Insecticidal compositions with improved effect
WO2007115644A1 (en) 2006-03-31 2007-10-18 Bayer Cropscience Ag Substituted enaminocarbonyl compounds
WO2007115643A1 (en) 2006-03-31 2007-10-18 Bayer Cropscience Ag Substituted enaminocarbonyl compounds
WO2007115646A1 (en) 2006-03-31 2007-10-18 Bayer Cropscience Ag Substituted enaminocarbonyl compounds used as insecticides
WO2007149134A1 (en) 2006-06-23 2007-12-27 Dow Agrosciences Llc A method to control insects resistant to common insecticides
WO2008067911A1 (en) 2006-12-04 2008-06-12 Bayer Cropscience Ag Biphenyl-substituted spirocyclic ketoenols
WO2008104503A1 (en) 2007-03-01 2008-09-04 Basf Se Pesticidal active mixtures comprising aminothiazoline compounds
WO2010074747A1 (en) 2008-12-26 2010-07-01 Dow Agrosciences, Llc Stable insecticide compositions and methods for producing same
WO2010074751A1 (en) 2008-12-26 2010-07-01 Dow Agrosciences, Llc Stable sulfoximine-insecticide compositions
EP2223598A1 (en) * 2009-02-23 2010-09-01 Bayer CropScience AG Insecticidal compounds with improved effect
WO2012029672A1 (en) 2010-08-31 2012-03-08 Meiji Seikaファルマ株式会社 Noxious organism control agent
EP2633756A1 (en) * 2012-02-29 2013-09-04 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivate

Patent Citations (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2848476A (en) 1956-10-31 1958-08-19 Du Pont Process for preparing omega-chloronitriles from cyanogen chloride and ethylene
EP0036106A2 (en) 1980-03-04 1981-09-23 Hoechst Aktiengesellschaft Synergistic mixtures of phosphinothricine
FR2600494A1 (en) 1986-06-27 1987-12-31 Kao Corp SYNERGISTIC AGENT FOR A BIOCIDE, BIOCIDE COMPOSITION CONTAINING THE SAME, AND METHOD FOR STRENGTHENING A BIOCID
US4844734A (en) 1986-07-14 1989-07-04 Kao Corporation Process for the preparation of granular pesticide
EP0268915A2 (en) 1986-11-21 1988-06-01 Bayer Ag Trifluoromethylcarbonyl derivatives
EP0453086A2 (en) 1990-04-16 1991-10-23 Kao Corporation Biocide activator
EP0539588A1 (en) 1990-07-05 1993-05-05 Nippon Soda Co., Ltd. Amine derivative
JPH0578323A (en) 1991-03-11 1993-03-30 Nippon Soda Co Ltd New heterocyclic compound, its production and insecticide
WO1992016108A1 (en) 1991-03-25 1992-10-01 Valent U.S.A. Corporation Chemically stable granules containing insecticidal phosphoroamidothioates
US5462912A (en) 1991-10-09 1995-10-31 Kao Corporation Agricultural chemical composition enhancer comprising quaternary di(polyoxyalkylene) ammonium alkyl sulfates
US5538937A (en) 1992-11-13 1996-07-23 Hasebe; Keiko Agricultural chemical composition comprising quaternary ammonium enhancers
WO1995017817A1 (en) 1993-12-28 1995-07-06 Kao Corporation Enhancer composition for agricultural chemicals and agricultural chemical composition
EP0664081A2 (en) 1994-01-20 1995-07-26 Hoechst Schering AgrEvo GmbH Synergistic combinations of ammonium salts
EP0681865A2 (en) 1994-05-09 1995-11-15 Bayer Ag Low foam surfactant and use thereof
WO1998035553A1 (en) 1997-02-14 1998-08-20 Imperial Chemical Industries Plc Agrochemical surfactant compositions
WO2000035278A1 (en) 1998-12-16 2000-06-22 Bayer Aktiengesellschaft Agrochemical formulations
US6645914B1 (en) 2002-05-01 2003-11-11 Ndsu-Research Foundation Surfactant-ammonium sulfate adjuvant composition for enhancing efficacy of herbicides
US20030224939A1 (en) 2002-05-31 2003-12-04 David Miles Adjuvant for pesticides
US20050009880A1 (en) 2002-09-12 2005-01-13 Cottrell Ian W. High concentration topical insecticide containing insect growth regulator
WO2005035486A1 (en) 2003-10-02 2005-04-21 Basf Aktiengesellschaft 2-cyanobenzenesulfonamides for combating animal pests
US20050096386A1 (en) 2003-11-03 2005-05-05 Cottrell Ian W. High concentration topical insecticide containing insect growth regulator
WO2005077934A1 (en) 2004-02-18 2005-08-25 Ishihara Sangyo Kaisha, Ltd. Anthranilamides, process for the production thereof, and pest controllers containing the same
WO2006043635A1 (en) 2004-10-20 2006-04-27 Kumiai Chemical Industry Co., Ltd. 3-triazolylphenyl sulfide derivative and insecticide/acaricide/nematicide containing the same as active ingredient
WO2006056433A2 (en) 2004-11-26 2006-06-01 Basf Aktiengesellschaft Novel 2-cyano-3-(halo)alkoxy-benzenesulfonamide compounds for combating animal pests
WO2006089633A2 (en) 2005-02-22 2006-08-31 Bayer Cropscience Ag Spiroketal-substituted cyclic ketoenols
WO2006100288A2 (en) 2005-03-24 2006-09-28 Basf Aktiengesellschaft 2-cyanobenzenesulfonamide compounds for seed treatment
WO2006129714A1 (en) 2005-06-01 2006-12-07 Meiji Seika Kaisha, Ltd. Pest control agent
WO2007043677A1 (en) 2005-10-14 2007-04-19 Sumitomo Chemical Company, Limited Hydrazide compound and pesticidal use of the same
WO2007057407A2 (en) 2005-11-21 2007-05-24 Basf Se Insecticidal methods using 3-amino-1,2-benzisothiazole derivatives
WO2007068355A1 (en) * 2005-12-13 2007-06-21 Bayer Cropscience Ag Insecticidal compositions with improved effect
WO2007115644A1 (en) 2006-03-31 2007-10-18 Bayer Cropscience Ag Substituted enaminocarbonyl compounds
WO2007115643A1 (en) 2006-03-31 2007-10-18 Bayer Cropscience Ag Substituted enaminocarbonyl compounds
WO2007115646A1 (en) 2006-03-31 2007-10-18 Bayer Cropscience Ag Substituted enaminocarbonyl compounds used as insecticides
WO2007149134A1 (en) 2006-06-23 2007-12-27 Dow Agrosciences Llc A method to control insects resistant to common insecticides
WO2008067911A1 (en) 2006-12-04 2008-06-12 Bayer Cropscience Ag Biphenyl-substituted spirocyclic ketoenols
WO2008104503A1 (en) 2007-03-01 2008-09-04 Basf Se Pesticidal active mixtures comprising aminothiazoline compounds
WO2010074747A1 (en) 2008-12-26 2010-07-01 Dow Agrosciences, Llc Stable insecticide compositions and methods for producing same
WO2010074751A1 (en) 2008-12-26 2010-07-01 Dow Agrosciences, Llc Stable sulfoximine-insecticide compositions
EP2223598A1 (en) * 2009-02-23 2010-09-01 Bayer CropScience AG Insecticidal compounds with improved effect
WO2012029672A1 (en) 2010-08-31 2012-03-08 Meiji Seikaファルマ株式会社 Noxious organism control agent
EP2633756A1 (en) * 2012-02-29 2013-09-04 Meiji Seika Pharma Co., Ltd. Pest control composition including novel iminopyridine derivate

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
"The Pesticide Manual, 14th ed.", 2006, BRITISH CROP PROTECTION COUNCIL
BAUR ET AL., PESTICIDE SCIENCE, vol. 51, 1997, pages 131 - 152

Similar Documents

Publication Publication Date Title
EP2467367B1 (en) 3-triazolylphenyl-substituted sulphide derivatives as acaricides and insecticides
WO2012004293A2 (en) Insecticide and fungicide active ingredient combinations
EP3544978B1 (en) 2-[3-(alkylsulfonyl)-2h-indazol-2-yl]-3h-imidazo[4,5-b]pyridine derivatives and related compounds as pesticides
EP2467021B1 (en) 3-[1-(3-haloalkyl)-triazolyl]-phenyl-sulphide derivatives as acaricides and insecticides
EP2582242A1 (en) Active substance combinations with insecticide and acaricide properties
US20130317067A1 (en) Pesticidal mixtures with improved properties
EP3608311A1 (en) Crystalline form a of n-[4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl]-2-methyl-4-methylsulfonyl-5-(1,1,2,2,2-pentafluoroethyl)pyrazole-3-carboxamide
WO2014005982A1 (en) Insecticide and fungicide active ingredient combinations
US20130331417A1 (en) Insecticidal mixtures with improved properties
EP2446742A1 (en) Insecticide or acaricide compositions containing mono- or disaccharides as activity enhancers
WO2012045680A2 (en) Insecticidal and fungicidal active substance combinations
EP2587922A1 (en) Improved insecticidal compositions comprising cyclic carbonylamidines
WO2012028583A1 (en) Formulations comprising deltamethrin
WO2019007888A1 (en) Insecticidal active ingredient combinations
WO2016001120A1 (en) Insecticide active ingredient combinations
WO2020078839A1 (en) Active substance combinations
WO2016001129A1 (en) Improved insecticidal compositions
EP3004091A1 (en) Bicyclic aryl sulphide and aryl sulphoxide derivatives as pest control agent
WO2019007891A1 (en) Insecticidal active ingredient combinations
US20190159451A1 (en) Active compound combinations and methods to protect the propagation material of plants
EP3772960A1 (en) Active ingredient combinations with insecticidal, fungicidal and acaricidal properties
WO2019224143A1 (en) Active ingredient combinations with insecticidal, nematicidal and acaricidal properties
WO2019197615A1 (en) Active ingredient combinations with fungicides, insecticides and acaricidal properties
WO2016001124A1 (en) Insecticidal active ingredient combinations
WO2016001119A1 (en) Insecticide and fungicide active ingredient combinations

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 15732251

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 15732251

Country of ref document: EP

Kind code of ref document: A1