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EP1646283A1 - Combinaisons de principes actifs a proprietes insecticides et acaricides - Google Patents

Combinaisons de principes actifs a proprietes insecticides et acaricides

Info

Publication number
EP1646283A1
EP1646283A1 EP04740322A EP04740322A EP1646283A1 EP 1646283 A1 EP1646283 A1 EP 1646283A1 EP 04740322 A EP04740322 A EP 04740322A EP 04740322 A EP04740322 A EP 04740322A EP 1646283 A1 EP1646283 A1 EP 1646283A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkoxy
chlorine
optionally
fluorine
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP04740322A
Other languages
German (de)
English (en)
Inventor
Reiner Fischer
Thomas Bretschneider
Rüdiger Fischer
Christian Funke
Wolfgang Thielert
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Intellectual Property GmbH
Original Assignee
Bayer CropScience AG
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 AG filed Critical Bayer CropScience AG
Publication of EP1646283A1 publication Critical patent/EP1646283A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
    • A01N57/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 containing heterocyclic radicals

Definitions

  • the present invention relates to new combinations of active substances which consist of known cyclic ketoenols on the one hand and other known insecticidal active substances on the other hand and are very well suited for controlling animal pests such as insects and unwanted acarids.
  • X represents C 1 -C 6 alkyl, bromine, C 1 -C 6 alkoxy or C 3 -C 3 haloalkyl
  • Y represents hydrogen, Cj-Cö-alkyl, halogen, Cj-Cö-alkoxy, C ⁇ -C3-haloalkyl,
  • Z represents Ci-Cg-alkyl, halogen, Ci-Cg-alkoxy,
  • n stands for a number from 0-3, A for hydrogen or in each case optionally substituted by halogen, straight-chain or branched C 1 -C 2 -Al 1, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alcohol y-C 1 -C 6 -alkyl, Cycloalkyl with 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur or in each case optionally by halogen, Ci-Cg-alkyl, Ci-Cg-haloalkyl-, Ci-Cg-alkoxy-, C j - Cg-haloalkoxy, Nitro substituted phenyl or phenyl-Ci-Cg-alkyl,
  • B represents hydrogen, C ⁇ -Cg-alkyl or C ⁇ -Cg-alkoxy-C -C4-alkyl
  • a and B together with the carbon atom to which they are attached are saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally by halogen, Ci-Cg-alkyl, Ci-Cg-alkoxy, Cj-C ⁇ -haloalkyl, Form C1-C4-haloalkoxy, C ⁇ -C4_-al ylthio or optionally substituted phenyl substituted or optionally benzo-fused 3- to 8-membered ring,
  • R ⁇ represents in each case optionally substituted by halogen -C-C2 () - Alk l, C2-C2o-alkenyl, -C-Cg-alkoxy-C2-Cg-alkyl or C ⁇ -Cg-polyalkoxy-C2-Cg-alkyl, for each substituted haloalkyl optionally substituted by halogen, nitro, Ci -CG alkyl, Cj-Cg-alkoxy, C j -Cg- phenyl or benzyl,
  • R ⁇ is optionally substituted by halogen, Cj-Cg-alkyl, represents in each case optionally C ⁇ -C4 alk l, halogen, Cj-C4-Halogenalk l, C j-C4-alkoxy, C ⁇ -C4-halo- alkoxy, nitro or Cyano substituted phenyl or benzyl,
  • R ⁇ and R independently of one another each optionally substituted by halogen C - Cg-alkyl, Ci-Cg-alkoxy, Ci-Cg-alkylamino, di- (-C-Cg) alkylamino, C ⁇ -Cg-alkylthio, C-2 "C5-alkenylthio, C2-C5-AlMnylthio, C3-C7-cycloalkylthio, for each optionally by halogen, nitro, cyano, C -C-alkoxy, C ⁇ -C4-haloalkoxy, C ⁇ -C4-alkylthio, C ⁇ -C4-haloalkylthio , -C-C4-Alk l, -C-C4-haloalkyl substituted phenyl, phenoxy or phenylthio,
  • At least one phthalic acid diamide of the formula (II) are synergistically active and are suitable for controlling animal pests.
  • the phthalic acid diamides of the formula (II) are likewise known compounds which are known from or are included in the following publications (cf. EP-A-0 919 542, EP-A-1 006 107, WO 01/00 575, WO 01/00 599, WO 01/46 124, JP 2001-33 555 9, WO 01/02354, WO 01/21 576, WO 02/08 8074, WO 02/08 8075, WO 02/09 4765, WO 02/09 4766, WO 02/06 2807).
  • the phthalic acid diamides can be summarized under the formula (II):
  • K represents halogen, cyano, alkyl, haloalkyl, alkoxy or haloalkoxy
  • Re *, Re ⁇ , Re ⁇ each independently of one another for hydrogen, cyano, for C3-Cg-cycloalkyl optionally substituted by halogen or for a group of the formula
  • M ⁇ represents optionally substituted alkylene, alkenylene or alkynylene
  • Q represents hydrogen, halogen, cyano, nitro, haloalkyl, in each case optionally substituted C3-Cg-cycloalkyl, alkylcarbonyl or alkoxycarbonyl, in each case optionally substituted phenyl, hetaryl or for a group T-Re 4 ,
  • T stands for -0-, -S (0) m - or - N -, Re
  • Re 4 represents hydrogen, in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, phenyl, phenylalkyl, phenylalkoxy, hetaryl, hetarylalkyl,
  • Re 5 represents hydrogen, in each case optionally substituted alkylcarbonyl, alkoxycarbonyl, phenylcarbonyl or phenylalkoxycarbonyl, k represents the numbers 1 to 4,
  • n the numbers 0 to 2
  • Re and Re 2 together form an optionally substituted four- to seven-membered ring which can optionally be interrupted by heteroatoms,
  • L * and 1? independently of one another represent hydrogen, halogen, cyano or in each case optionally substituted alkyl, alkoxy, alk-S (0) m -, phenyl, phenoxy or hetaryloxy,
  • 1-2 represents hydrogen, halogen, cyano, in each case optionally substituted alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, phenyl, hetaryl or for the group M 2 -Re 6 ,
  • M 2 represents -O- or -S (0) m -
  • Re * represents in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or hetaryl,
  • 1,1 and L 2 together form an optionally substituted five- to six-membered ring which can optionally be interrupted by heteroatoms.
  • K preferably represents fluorine, chlorine, bromine, iodine, cyano, Ci-Cg-alkyl, C j -Cg-haloalkyl, Ci-Cg-alkoxy or Ci-Cg-haloalkoxy,
  • Rel, Re 2 and Re3 preferably each independently of one another for hydrogen, cyano, for C3-Cg-cycloalkyl optionally substituted by halogen or for a group of the formula
  • M * preferably represents Ci-Cg-alkylene, C3-Cg-alkenylene or C3-Cg-alkynylene,
  • Q is preferred for hydrogen, halogen, cyano, nitro, haloalkyl or for C3-Cg-cycloalkyl optionally substituted by fluorine, chlorine, C 1 -C 6 -alkyl or C 1 -C 6 -alkoxy, in which one or two ring members which are not directly adjacent are formed by Oxygen and / or sulfur are replaced or for in each case optionally substituted by halogen Ci-Cg-alkylcarbonyl or C; [- Cg-alkoxycarbonyl or for in each case optionally by halogen, Ci-Cg-alkyl, Ci-Cg-haloalkyl, Cj-Cg- Alkoxy, Ci-C - haloalkoxy, cyano or nitro substituted phenyl or hetaryl with 5 to 6 ring atoms (for example furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl,
  • T preferably represents -0-, -S (0) m - or - N -, Re 5
  • Re 4 is preferred for hydrogen, for in each case optionally substituted by fluorine and / or chlorine Ci-Cg-alkyl, C3-Cg-alkenyl, C3-Cg-alkynyl.
  • Re ⁇ preferably for hydrogen, for each Ci-Cg-alkylcarbonyl, C1-Cg-alkoxycarbonyl optionally substituted by fluorine and / or chlorine, for each optionally one to four times by halogen, Ci-Cg-alkyl, C ⁇ -Cg- Alkoxy, Cj-C ⁇ haloalkyl, C ⁇ - C4-haloalkoxy, nitro or cyano substituted phenyl-carbonyl or phenyl-C ⁇ -C.4-alkyloxycarbonyl,
  • k preferably represents the numbers 1 to 3,
  • n preferably represents the numbers 0 to 2
  • Re and Re 2 preferably form a five- to six-membered ring which can optionally be interrupted by an oxygen or sulfur atom
  • Ll and 1 preferably independently of one another for hydrogen, cyano, fluorine, chlorine, bromine, iodine, Ci-Cg-alkyl, Ci-C ⁇ -haloalkyl, Cj-Cg-alkoxy, Ci-Qj-haloalkoxy, C ⁇ -C4-alkyl-S (0) m -, -C-C4-haloalkyl-S (0) m -, for each optionally single to triple by fluorine, chlorine, bromine, Cj-Cg-alkyl, C ⁇ -Cg-alkoxy, C1-C4- haloalkyl, C ⁇ - C-4-haloalkoxy, cyano or nitro substituted phenyl, phenoxy, pyridinyloxy, thiazolyloxy or pyrimidyloxy,
  • L 2 preferably for hydrogen, fluorine, chlorine, bromine, iodine, cyano, for each Ci-Ci Q- alkyl optionally substituted by fluorine and / or chlorine, C2-C1 Q -alkenyl, C2-Cg-alkynyl, for each optionally substituted by fluorine, chlorine, C3-Cg-cycloalkyl, for each optionally optionally up to three times by fluorine, chlorine, bromine, Ci-Cg-alkyl, Cj-Cg-alkoxy, C ⁇ -C4-haloalkyl, C1-C4-haloalkoxy, cyano or nitro substituted phenyl, pyridyl, thienyl, pyrimidyl or thiazolyl,
  • M 2 preferably represents - - or -S (0) m - and
  • L 2 and ß preferably together each form a five- to six-membered ring optionally substituted by fluorine and / or CJ-C J-alkyl, which may optionally be interrupted by one or two oxygen atoms. It is particularly preferred to use compounds of the formula II in which
  • K particularly preferably represents chlorine, bromine and iodine
  • Re, Re 2 and Re 3 are particularly preferably each independently of one another for hydrogen or for a group of the formula
  • M particularly preferably represents C i-Cg-alkylene, C3-Cg-alkenylene or C3-Cg-alkynylene,
  • Q particularly preferably represents hydrogen, fluorine, chlorine, cyano, trifluoromethyl, C3-Cg-cycloalkyl or a group T-Re 4 ,
  • T particularly preferably represents -O- or -S (0) m -
  • Re 4 particularly preferably represents hydrogen, in each case optionally mono- to trisubstituted by fluorine and / or chlorine-substituted C 1 -C 6 -alkyl, C3-Cg-alkenyl, C3-Cg-alkynyl or C3-Cg-cycloalkyl,
  • k particularly preferably represents the numbers 1 to 3,
  • n particularly preferably represents the numbers 0 to 2
  • L and 1 independently of one another particularly preferably for hydrogen, fluorine, chlorine, bromine, iodine, cyano, C j -C ⁇ alkyl, C ⁇ -C2-haloalkyl, C ⁇ -C4 alkoxy, C j -C ⁇ haloalkoxy, for each optionally phenyl or phenoxy which is monosubstituted or disubstituted by fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 4 -haloalkoxy, cyano or nitro,
  • L 2 particularly preferably represents hydrogen, fluorine, chlorine, bromine, iodine, cyano, represents in each case optionally substituted once to thirteen times by fluorine and / or chlorine-substituted C j -Cg- alkyl, C2-Cg alkenyl, C2-Cg alkynyl, C3 -Cg-cycloalkyl or for a group
  • M 2 particularly preferably represents -O- or -S (0) m -
  • K very particularly preferably represents iodine
  • Re * and Re 2 very particularly preferably represent hydrogen
  • M 1 very particularly preferably for -CHCH 3 -CH -, -C (CH3) 2 -CH 2 -, -CHC 2 H 5 -CH 2 -, - - CC - CH; -C (C 2 H 5 ) 2-CH 2 -, / ⁇ H 3 C C 2 H 5
  • Q very particularly preferably for hydrogen, fluorine, chlorine, cyano, trifluoromethyl, C3-C - cycloalkyl or for a group
  • T very particularly preferably represents -S-, -SO- or -SO2-,
  • Re 4 very particularly preferably for methyl, ethyl, n-propyl, isopropyl, n-butyl, iso-butyl, sec-butyl or tert-butyl, allyl which is optionally mono- to trisubstituted by fluorine and / or chlorine, Butenyl or isoprenyl, L and ß independently of one another very particularly preferably represent hydrogen, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, methoxy, ethoxy, trifluoromethyl, difluoromethoxy or trifluoromethoxy,
  • L 2 very particularly preferably for hydrogen, fluorine, chlorine, bromine, iodine, cyano, for each methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl which is optionally monosubstituted to nine times by fluorine and / or chlorine , sec-butyl, tert-butyl, allyl, butenyl or isoprenyl or for a group
  • M 2 very particularly preferably represents oxygen or sulfur
  • Butenyl or isoprenyl represents phenyl which is optionally mono- to disubstituted by fluorine, chlorine, bromine, methyl, ethyl, methoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, cyano or nitro.
  • insecticidal and / or acaricidal action of the active compound combinations according to the invention is substantially higher than the sum of the actions of the individual active compounds. So there is an unforeseeable, real synergistic effect and not just an addition.
  • the active compound combinations according to the invention contain at least one active ingredient of the formula (II). Active substance combinations containing compounds of the formula (I) are preferred,
  • X represents Ci -Qj-alkyl, bromine, Ci -G ⁇ -alkoxy or Ci -C3-haloalkyl
  • Y represents hydrogen, Ci-G ⁇ -alkyl, fluorine, chlorine, bromine, Ci-Q / j-alkoxy, C1-C3 -haloalkyl,
  • Z represents C 1 -C 4 -alkyl, chlorine, bromine, C 1 -C 4 -alkoxy,
  • n stands for a number from 0-2
  • B represents hydrogen, C 1 -C 2 alkyl or C j -C 2 alkoxy-C j -C 2 alkyl
  • a and B together with the carbon atom to which they are attached are a saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally mono- or disubstituted by fluorine, chlorine, C1-C4-alkyl, C ⁇ -C4-alkoxy, C ⁇ - C2-haloalkyl, -C-C2-haloalkoxy or C1-C2- alkylthio substituted 3- to 7-membered ring form,
  • R represents in each case optionally mono- to pentasubstituted by fluorine or chlorine, C j - C 16 alkyl, C 2 -C 16 alkenyl, C -C4-alkoxy-C -C 4 alkyl, C 1 -C 4 -alkylthio-C ⁇ -C 4 alkyl or cycloalkyl with 3-6 ring atoms, which can be interrupted by oxygen and / or sulfur atoms, is optionally monosubstituted or disubstituted by fluorine, chlorine, bromine, nitro, C -C4-al yl, C ⁇ - C4-Alko y, -C-C4-haloalkyl, C -C4-haloalkoxy-substituted phenyl stands for optionally mono- to disubstituted by fluorine, chlorine, bromine, -C-C4 ⁇ alkyl, C -C4 alkoxy, Ci-
  • R 2 for each optionally single to fivefold fluorine or chlorine by substituted C1-C 2 o-alkyl, C 2 -C 2 o-alkenyl, C 1 -Cg-alkoxy-C 2 -Cg-alkyl, -C-Cg-polyalkoxy- C 2 -Cg-al_kyl represents phenyl or benzyl, in each case optionally one to two times by fluorine, chlorine, bromine, nitro, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C1-C4-haloalkyl-substituent,
  • R3 for C1-C4-AH VI which is optionally monosubstituted to pentasubstituted by fluorine or chlorine, for in each case optionally monosubstituted to twice by C ⁇ -Al-yl, fluorine, chlorine, bromine, C -C4-haloalkyl, C -C4-alkoxy, C -C4-haloalkoxy, nitro or cyano substituted phenyl or benzyl,
  • R "and R ⁇ independently of one another, each optionally monosubstituted to trisubstituted by fluorine or chlorine, Ci-Cg-alkyl, C -Cg-alkoxy, C3-Cg-alkenyl, Ci-C4-alkoxy-C ⁇ -C2-alkyl, for optionally benzyl which is monosubstituted or disubstituted by fluorine, chlorine, bromine, C.sub.2 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkyl or C.sub.4 -C.sub.4 alkoxy or together represents an optionally by oxygen or Sulfur-interrupted 5- to 6-membered ring, which may optionally be substituted by C 1 -C 2 -Al 1,
  • halogen preferably represents chlorine and fluorine.
  • X represents C 1 -C 4 -alkyl, C 1 -C 4 -alko y or trifluoromethyl
  • Y represents hydrogen, C -C4-alkyl, chlorine, bromine, -C-C4-alkoxy, C -C2-haloalkyl,
  • Z represents C -C 4 alkyl, chlorine, bromine, C -C ⁇ alkoxy
  • n 0 or 1
  • a and B together with the carbon atom to which they are attached form a saturated 5- to 6-membered ring which is optionally monosubstituted or substituted by C -C4-Alk l or C ⁇ ⁇ C4-alkoxy,
  • R represents in each case optionally mono- to trisubstituted by fluorine or chlorine, C j - Ci2 alkyl, C 2 -C ⁇ 2 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 2 alkyl, or cycloalkyl having 3-6 ring atoms, which may be interrupted by 1 to 2 oxygen atoms, is, optionally monosubstituted by fluorine, chlorine, bromine, nitro, C -C 4 alkyl, C j -C ⁇ alkoxy, trifluoromethyl or trifluoromethoxy-substituted phenyl;
  • R 2 represents C j -C ⁇ alyl, C 2 -C 12 alkenyl, C 1 -C alkoxy-C 2 -C 4 alkyl, represents phenyl or benzyl which is in each case simply substituted by fluorine, chlorine, bromine, nitro, C -C4-Al1, C -C4alkoxy or trifluoromethyl, and at least one active compound of the formula (II).
  • Active ingredient combinations containing compounds of the formula (T) are very particularly preferred,
  • X represents methyl, ethyl, methoxy, ethoxy or trifluoromethyl
  • Y represents hydrogen, methyl, ethyl, chlorine, bromine, methoxy or trifluoromethyl
  • Z represents methyl, ethyl, chlorine, bromine or methoxy
  • n 0 or 1
  • a and B together with the carbon atom to which they are attached form a saturated 5- to 6-membered ring optionally substituted by methyl, ethyl, propyl, methoxy, ethoxy, propoxy, butoxy or isobutoxy,
  • Rl for each optionally monosubstituted to trisubstituted by fluorine or chlorine-Cg-alkyl, C 2 -Cg-alkenyl, C -C 3 -alkoxy-C ⁇ -C2-alkyl, or cycloalkyl with 3-6 ring atoms, which by 1 to 2 oxygen atoms can be interrupted, represents phenyl optionally substituted by fluorine, chlorine, bromine, methyl, methoxy, trifluoromethyl or trifluoromethoxy;
  • R 2 represents C 1 -Cg alkyl, C 2 -Cg alkenyl, Ci -C 4 alkoxy-C 2 -C 3 alkyl, each optionally simply by fluorine, chlorine, bromine, nitro, methyl, methoxy or trifluoromethyl-substituted phenyl or benzyl,
  • Active substance combinations containing the compound of the formula (Ib-1) are particularly preferred
  • Saturated or unsaturated hydrocarbon radicals such as alkyl or alkenyl, also in combination with heteroatoms, such as e.g. in alkoxy, where possible, be straight-chain or branched.
  • optionally substituted radicals can be mono- or polysubstituted, and in the case of multiple substitutions the substituents can be the same or different.
  • the active ingredient combinations can also contain other fungicidal, acaricidal or insecticidal active mixing partners.
  • the combinations according to the invention contain active ingredients of the formula (I) and the mixing partner of the formula () in the stated preferred and particularly preferred mixing ratios:
  • the preferred mixing ratio is 500.T to 1:50.
  • the particularly preferred mixing ratio is 25: 1 to 1:10.
  • the mixing ratios are based on weight ratios.
  • the ratio is to be understood as an active ingredient of the formula (I): mixing partner of the formula (H).
  • the active compound combinations according to the invention are suitable, with good plant tolerance, favorable warm-blood toxicity and good environmental compatibility, for combating animal damage, preferably arthropods and nematodes, in particular insects and arachnids, which are used in agriculture, animal health, in forests, in gardens and leisure facilities, in Storage and material protection as well as in the hygiene sector. They are effective against normally sensitive and resistant species as well as against all or individual stages of development.
  • the pests mentioned above include:
  • Isopoda e.g. Oniscus asellus, Armadillidium vulgare, Porcellio scaber.
  • Thysanura e.g. Lepisma saccharina.
  • Phthiraptera e.g. Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp ..
  • Thysanoptera e.g. Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella accidentalis.
  • Homoptera e.g
  • Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.
  • Plant parasitic nematodes include e.g. Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaph.
  • the active compound combinations of compounds of the formula (I) and at least one compound of the formula (II) according to the invention are particularly suitable for controlling “biting” pests. These include in particular the following pests:
  • the active compound combinations according to the invention of compounds of the formula (I) and at least one compound of the formula (H) are also particularly suitable for controlling “sucking” pests. These include in particular the following pests:
  • Homoptera e.
  • the active substance combinations according to the invention are notable in particular for an excellent action against caterpillars, beetle larvae, spider mites, aphids and leaf fly.
  • the active substance combinations according to the invention can be converted into the customary formulations, such as solutions, emulsions, wettable powders, suspensions, powders, dusts, pastes, soluble powders, granules, suspension emulsion concentrates, active substance-impregnated natural and synthetic substances and very fine encapsulations in polymeric substances ,
  • formulations are made in a known manner, e.g. by mixing the active ingredients with extenders, that is to say liquid solvents and / or solid carriers, optionally using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • extenders that is to say liquid solvents and / or solid carriers
  • surface-active agents that is to say emulsifiers and / or dispersants and / or foam-generating agents.
  • liquid solvents essentially come in
  • Aromatics such as xylene, toluene, or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chlorethylenes or methylene chloride, aliphatic table hydrocarbons such as cyclohexane or paraffins, e.g. petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide and dimethyl sulfoxide, and water.
  • chlorinated aromatics and chlorinated aliphatic hydrocarbons such as chlorobenzenes, chlorethylenes or methylene chloride
  • aliphatic table hydrocarbons such as cyclohexane or paraffins, e.g. petroleum fractions, mineral and vegetable oils, alcohol
  • Ammonium salts and natural rock powders such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders such as highly disperse silica, aluminum oxide and silicates are suitable as solid carriers for granules: e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems; as emulsifying and / or foaming agents are possible: e.g.
  • nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates;
  • Possible dispersants are: e.g. Lignin sulfite liquor and methyl cellulose.
  • Adhesives such as carboxymethyl cellulose, natural and synthetic polymers in the form of powders, granules or latices, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids can be used in the formulations.
  • Other additives can be mineral and vegetable oils.
  • Dyes such as inorganic pigments, e.g. Iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.
  • the formulations generally contain between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%.
  • the active compound combinations according to the invention can be present in commercially available formulations and in the use forms prepared from these formulations in a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • active compounds such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-regulating substances or herbicides.
  • Insecticides include, for example, phosphoric acid esters, carbamates, carboxylic acid esters, chlorinated hydrocarbons, phenylureas, substances produced by microorganisms and others
  • the active compound combinations according to the invention can furthermore be present in their commercially available formulations and in the use forms prepared from these formulations in a mixture with synergists.
  • Synergists are compounds that increase the effectiveness of the active ingredients without the added synergist itself having to be active.
  • the active substance content of the use forms prepared from the commercially available formulations can vary within wide ranges.
  • the active substance concentration of the use forms can be from 0.0000001 to 95% by weight of active substance, preferably between 0.0001 and 1% by weight.
  • the application takes place in a customary manner adapted to the application forms.
  • the active substance combinations When used against hygiene pests and pests of stored products, the active substance combinations are notable for an excellent residual action on wood and clay and for good stability to alkali on limed substrates.
  • the active compound combinations according to the invention act not only against plant, hygiene and stored-product pests, but also in the veterinary sector against animal parasites (ectoparasites) such as shield ticks, leather ticks, space mites, running mites, flies (stinging and licking), parasitic fly larvae, lice, hair lice, Featherlings and fleas.
  • animal parasites ectoparasites
  • shield ticks such as shield ticks, leather ticks, space mites, running mites, flies (stinging and licking), parasitic fly larvae, lice, hair lice, Featherlings and fleas.
  • Anoplurida e.g. Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp ..
  • Nematocerina and Brachycerina for example Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp.
  • Atylotus spp. Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp., Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp .. From the order of the Siphohapterida, for example Pulex spp., Ctenocephalides spp., Xenopsylla spp., Cerato-S
  • Actinedida Prostigmata
  • Acaridida e.g. Acarapis spp., Cheyletiella spp., Ornitrocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodterol spp ., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp., Laminosioptes spp ..
  • the combinations of active substances according to the invention are also suitable for combating arthropods which are used in agricultural animals, such as e.g. Cattle, sheep, goats, horses, pigs, donkeys, camels, buffalo, rabbits, chickens, turkeys, ducks, geese, bees, other pets such as e.g. Dogs, cats, house birds, aquarium fish and so-called experimental animals, such as Infest hamsters, guinea pigs, rats and mice.
  • arthropods By combating these arthropods, deaths and reduced performance (in the case of meat, milk, wool, skins, eggs, honey, etc.) are to be reduced, so that the use of the active compound combinations according to the invention enables more economical and simple animal husbandry.
  • the active compound combinations according to the invention are used in the veterinary sector in a known manner by enteral administration in the form of, for example, tablets, capsules, drinkers, drenches, granules, pastes, boluses, the feed-through method, suppositories, by parenteral administration, for example by Injections (intramuscular, subcutaneous, intravenous, intraperitonal, etc.), implants, by nasal application, by dermal application in the form of, for example, diving or bathing (dipping), spraying (spray), pouring on (pour-on and spot-on), washing , the powder and with the help of shaped articles containing active ingredients, such as collars, ear tags, tail tags, limb tapes, holsters, marking devices, etc.
  • enteral administration in the form of, for example, tablets, capsules, drinkers, drenches, granules, pastes, boluses, the feed-through method, suppositories
  • parenteral administration for example
  • the active compound used as formulations for example powders, emulsions, flowables
  • the active compounds which comprise the active compounds in an amount of 1 to 80 wt .-%, directly or after 100 to 10 Apply a thousandfold dilution or use it as a chemical bath.
  • insects may be mentioned by way of example and preferably, but without limitation:
  • Kalotermes flavicollis Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwi iensis, Zootermopsis nevadensis, Coptotermes formosanus.
  • Bristle tails such as Lepisma saccharina.
  • non-living materials such as preferably plastics, adhesives, glues, papers and cartons, leather, wood, wood processing products and paints.
  • the material to be protected from insect infestation is very particularly preferably wood and wood processing products.
  • Wood and wood processing products which can be protected by the agent according to the invention or mixtures containing it are to be understood as examples: Lumber, wooden beams, railway sleepers, bridge parts, jetties, wooden vehicles, boxes, pallets, containers, telephone poles, wooden cladding, wooden windows and doors, plywood, chipboard, carpentry or wooden products that are generally used in house construction or in the. Find carpentry use.
  • the active substance combinations can be used as such, in the form of concentrates or generally customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes.
  • the formulations mentioned can be prepared in a manner known per se, e.g. by mixing the active ingredients with at least one solvent or diluent, emulsifier, dispersant and / or binder or fixative, water repellent, optionally siccatives and UV stabilizers and optionally dyes and pigments and further processing aids.
  • the insecticidal compositions or concentrates used to protect wood and wood-based materials contain the active ingredient according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight.
  • the amount of the agents or concentrates used depends on the type and occurrence of the insects and on the medium. The optimum amount of use can be determined in each case by test series. In general, however, it is sufficient to use 0.0001 to 20% by weight, preferably 0.001 to 10% by weight, of the active compound, based on the material to be protected.
  • the organic chemical solvents used are preferably oily or oily solvents with an evaporation number above 35 and a flash point above 30 ° C., preferably above 45 ° C.
  • Corresponding mineral oils or their aromatic fractions or mineral oil-containing solvent mixtures preferably white spirit, petroleum and / or alkylbenzene, are used as such low-volatility, water-insoluble, oily and oily solvents.
  • liquid aliphatic hydrocarbons with a boiling range from 180 to 210 ° C. or high-boiling mixtures of aromatic and aliphatic hydrocarbons with a boiling range from 180 to 220 ° C. and / or spindle oil and / or monochlomaphthalene, preferably ⁇ -monochloronaphthalene, are used.
  • organic low-volatility oily or oily solvents with an evaporation number above 35 and a flash point above 30 ° C, preferably above 45 ° C can be partially replaced by slightly or medium-volatile organic chemical solvents, with the proviso that the solvent mixture also has an evaporation number 35 and a flash point above 30 ° C, preferably above 45 ° C, and that the mixture is soluble or emulsifiable in this solvent mixture.
  • part of the organic chemical solvent or solvent mixture or an aliphatic polar organic chemical solvent or solvent mixture is replaced.
  • Aliphatic organic chemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ethers, esters or the like, are preferably used.
  • the organic chemical binders used are the water-digestible synthetic resins which are known per se and / or which are soluble or dispersible or emulsifiable in the organic chemical solvents used and / or binding drying oils, in particular binders consisting of or containing an acrylate resin, a vinyl resin, e.g. Polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indene-coumarone resin, silicone resin, drying vegetable and / or drying oils and / or physically drying binders based on a natural and / / or synthetic resin used.
  • binders consisting of or containing an acrylate resin, a vinyl resin, e.g. Polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin
  • the synthetic resin used as a binder can be used in the form of an emulsion, dispersion or solution. Bitumen or bituminous substances up to 10% by weight can also be used as binders. In addition, known dyes, pigments, water-repellants, odor correctors and inhibitors or anticorrosive agents and the like can be used. According to the invention, at least one alkyd resin or modified alkyd resin and / or a drying vegetable oil is preferably contained in the agent or in the concentrate as the organic chemical binder. Alkyd resins with an oil content of more than 45% by weight, preferably 50 to 68% by weight, are preferably used according to the invention.
  • binder mentioned can be replaced by a fixing agent (mixture) or a plasticizer (mixture). These additives are intended to prevent volatilization of the active ingredients and crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used).
  • the plasticizers come from the chemical classes of phthalic acid esters such as dibutyl, dioctyl or benzyl butyl phthalate, phosphoric acid esters such as tributyl phosphate, adipic acid esters such as di- (2-ethylhexyl) adipate, stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, higher glycerol glycol or glycerol ether and p-toluenesulfonic acid ester.
  • phthalic acid esters such as dibutyl, dioctyl or benzyl butyl phthalate
  • phosphoric acid esters such as tributyl phosphate
  • adipic acid esters such as di- (2-ethylhexyl) adipate
  • stearates such as butyl stearate or amyl
  • Fixing agents are chemically based on polyvinyl alkyl ethers such as e.g. Polyvinyl methyl ether or ketones such as benzophenone, ethylene benzophenone.
  • Water is also particularly suitable as a solvent or diluent, optionally in a mixture with one or more of the above-mentioned organic chemical solvents or diluents, emulsifiers and dispersants.
  • a particularly effective wood protection is achieved through industrial impregnation processes, e.g. Vacuum, double vacuum or pressure process.
  • the active substance combinations according to the invention can be used to protect objects, in particular hulls, sieves, nets, structures, quay systems and signaling systems which come into contact with sea or brackish water.
  • G ppe Ledamorpha such as various types of Lepas and Scalpellum
  • Balanomorpha (barnacles) such as Baianus or Pollicipes species
  • heavy metals such as e.g. in bis (trialkyltin) sulf ⁇ den, tri-n-butylziimlaurat, tri - «- butylzi_ ⁇ nchlorid, copper (I) oxide, triethyltin chloride, tri-n-butyl (2-phenyl-4-chlorophenoxy) tin, tributyltin oxide, molybdenum disulfide, Antimony oxide, polymeric butyl titanate, phenyl (bispyridine) bismuth chloride, tri-butyltin fluoride, manganese ethylene bisthiocarbamate, zinc dimethyldithiocarbamate, zinc ethylene bisthiocarbamate, zinc and copper salts of 2-pyridinethiol-l-oxydi-oxydiamethyldiharbamoyl (iodide) oxydimethylamide, bisdimethyl imide, -ethylene-bisd
  • the ready-to-use antifouling paints can optionally contain other active ingredients, preferably algicides, fungicides, herbicides, molluscicides or other antifouling active ingredients.
  • Benzo [b] thiophenecarboxylic acid cyclohexylamide-S, S-dioxide, dichlofluanid, fluorfolpet, 3-iodo-2-propynyl-butylcarbamate, tolylfluanid and azoles such as
  • the anti-fouling agents used contain the active compound combinations according to the invention in a concentration of 0.001 to 50% by weight, in particular of 0.01 to 20% by weight.
  • the antifouling agents according to the invention further contain the usual ingredients such as in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973.
  • antifoulm paints contain in particular binders.
  • Examples of recognized binders are polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in a solvent system, in particular in an aqueous system, vinyl chloride / vinyl acetate copolymer systems in the form of aqueous dispersions or in the form of organic solvent systems, butadiene / - styrene / acrylonitrile rubbers, drying agents Oils such as linseed oil, resin esters or modified hard resins in combination with tar or bitumen, asphalt and epoxy compounds, small amounts of chlorinated rubber, chlorinated polypropylene and vinyl resins.
  • Paints may also contain inorganic pigments, organic pigments or dyes, which are preferably insoluble in seawater. Paints may also contain materials such as rosin to enable controlled release of the active ingredients. The paints may also contain plasticizers, modifiers affecting theological properties, and other conventional ingredients. The compounds according to the invention or the abovementioned mixtures can also be incorporated into self-polishing antifouling systems.
  • insects in particular insects, arachnids and mites, which live in closed rooms, such as apartments, factory halls, offices, vehicle cabins, etc. occurrence. They can be used to control these pests in household insecticide products. They are effective against sensitive and resistant species and against all stages of development. These pests include:
  • Scorpionidea for example Buthus occitanus.
  • Acariria for example Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Omithodoms moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides pteronissimus.
  • Opiliones e.g. Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.
  • Diplopoda e.g. Blaniulus guttulatus, Polydesmus spp ..
  • Hymenoptera e.g. Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.
  • Heteroptera e.g. Ci ex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.
  • plants and parts of plants can be treated.
  • Plants are understood here to mean all plants and plant populations, such as desired and undesired wild plants or crop plants (including naturally occurring crop plants).
  • Crop plants can be plants which can be obtained by conventional breeding and optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' rights.
  • Plant parts are to be understood to mean all above-ground and underground parts and organs of plants, such as shoots, leaves, flowers and roots, examples being leaves, needles, stems, stems, flowers, fruiting bodies, fruits and seeds, and roots, tubers and rhizomes .
  • the plant parts also include crops and vegetative and generative propagation material, for example cuttings, tubers, rhizomes, offshoots and seeds.
  • the treatment of the plants and parts of plants with the active compounds according to the invention is carried out directly or by acting on their surroundings, living space or storage space according to the customary treatment methods, for example by dipping, spraying, evaporating, atomizing, scattering, spreading and in the case of propagation material, in particular seeds single or multi-layer wrapping.
  • all plants and their parts can be treated.
  • wild plant species or plant species and their parts obtained by conventional biological breeding methods, such as crossing or protoplast fusion are treated.
  • transgenic plants and plant cultivars which have been obtained by genetic engineering methods, if appropriate in combination with conventional methods (genetically modified organisms) and their parts are treated.
  • the term “parts” or “parts of plants” or “parts of plants” was explained above.
  • Plants of the plant varieties which are in each case commercially available or in use are particularly preferably treated according to the invention.
  • the treatment according to the invention can also cause superadditive (“synergistic”) effects.
  • superadditive for example, reduced application rates and / or extensions of the activity spectrum and / or one Enhancing the effect of the substances and agents which can be used according to 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 performance, easier harvesting, acceleration of ripening, higher crop yields, higher quality and / or higher nutritional value of the harvested products, higher shelf life and / or workability of the harvested products possible, which go beyond the effects that are actually to be expected.
  • the preferred transgenic plants or plant cultivars to be treated according to the invention include all plants which have received genetic material through the genetic engineering modification, which gives these plants particularly advantageous valuable properties (“traits”). Examples of such properties are better plant growth, Increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, acceleration of ripening, higher harvest yields, higher quality and / or higher nutritional value of the harvested products, higher storability and / or workability of the Further and particularly highlighted examples of such properties are an increased defense of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or vir and an increased tolerance of the plants to certain herbicidal active ingredients.
  • transgenic plants are the important crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, tobacco, rapeseed and fruit plants (with the fruits apples, pears, citrus fruits and grapes), where Corn, soybeans, potatoes, cotton, tobacco and rapeseed are particularly highlighted.
  • twins which are particularly emphasized are the plants' increased defense against insects, arachnids, nematodes and snails due to toxins which arise in the plants, in particular those which are caused by the genetic material from Bacillus thuringiensis (for example by the genes CryIA (a) , CryIA (b), CryIA (c), CryllA, CrylllA, CrymB2, Cry9c Cry2Ab, Cry3Bb and CrylF as well as their combinations) are produced in the plants (hereinafter “Bt plants”).
  • the increased defense of plants against fungi, bacteria and viruses by systemic acquired resistance (SAR), systemin, phytoalexins, elicitors and resistance genes and correspondingly expressed proteins and toxins are also particularly emphasized as properties (“traits”).
  • properties (“traits”) ) are also particularly emphasized the increased tolerance of the plants to certain herbicidal active ingredients, for example imidazolinones, sulfonylureas, glyphosate or phosphinotricin (for example "PAT" gene).
  • the genes conferring the desired properties (“traits”) can in each case also occur in combinations with one another in the transgenic plants.
  • Bt plants are maize, cotton, soy and potato, which are sold under the trade names YIELD GARD® (eg maize, cotton, soy), KnockOut® (eg maize), StarLink® (eg maize), Bollgard ® (cotton), Nucotn® (cotton) and NewLeaf® (potato).
  • YIELD GARD® eg maize, cotton, soy
  • KnockOut® eg maize
  • StarLink® eg maize
  • Bollgard ® cotton
  • Nucotn® cotton
  • NewLeaf® potato
  • herbicide-tolerant plants are corn varieties, cotton varieties and soy varieties which are sold under the trade names Roundup Ready® (tolerance to glyphosates, for example corn, cotton, soybeans) ), Liberty Link® (tolerance against phosphinotricin, eg rapeseed), EVO® (tolerance against imidazolinones) and STS® (tolerance against sulfonylureas eg maize).
  • the herbicide-resistant plants are also among the with the name Clearfield® (eg maize), and of course these statements also apply to plant varieties developed in the future or to the market in the future s with these or future-developed genetic traits.
  • the plants listed can be treated particularly advantageously according to the invention with the active compound mixtures according to the invention.
  • the preferred ranges given for the mixtures above also apply to the treatment of these plants. Plant treatment with the mixtures specifically listed in this text should be particularly emphasized.
  • the good insecticidal and acaricidal activity of the active compound combinations according to the invention can be seen from the examples below. While the individual active ingredients have weaknesses in their effects, the combinations show an effect that goes beyond a simple summation of effects. Insecticides and acaricides always have a synergistic effect if the effect of the active ingredient combinations is greater than the sum of the effects of the individually applied active ingredients.
  • X means the degree of destruction, expressed in% of the untreated control, when the active compound A is used in an application rate of m g / ha or in a concentration of m ppm,
  • Y means the degree of destruction, expressed in% of the untreated control, when the active compound B is used in an application rate of n g ha or in a concentration of n ppm and
  • E means the degree of destruction, expressed in% of the untreated control, when active ingredients A and B are used in application rates of and n g / ha or in a concentration of m and n ppm,
  • the combination is superadditive in its killing, ie there is a synergistic effect.
  • the degree of mortality actually observed must be greater than the value for the expected degree of mortality (E) calculated from the above formula.
  • Emulsifier 2 parts by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier and the concentrate is diluted to the desired concentration with water containing emulsifier.
  • Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and populated with larvae of the horseradish leaf beetle (Phaedon cochleariae) while the leaves are still moist.
  • the kill is determined in%. 100% means that all beetle larvae have been killed; 0% means that none of the beetle larvae have been killed.
  • the determined kill rates are calculated using the Colby formula (see page 33).
  • Emulsifier 2 parts by weight of alkylaryl polyglycol ether
  • active compound 1 part by weight of active compound is mixed with the stated amounts of solvent and emulsifier and the concentrate is diluted to the desired concentration with water containing emulsifier.
  • Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of active compound of the desired concentration and populated with caterpillars of the army worm (Spodoptera frugiperda) while the leaves are still moist.
  • the kill is determined in%. 100% means that all caterpillars have been killed; 0% means that no caterpillars have been killed.
  • the determined kill rates are calculated using the Colby formula (see page 33).

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  • Life Sciences & Earth Sciences (AREA)
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  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
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  • Plural Heterocyclic Compounds (AREA)

Abstract

L'invention concerne de nouvelles combinaisons de principes actifs, constituées de céto-énols cycliques de formule (I) et des principes actifs de formule (II) présentés dans la description. Ces nouvelles combinaisons de principes actifs possèdent d'excellentes propriétés insecticides et acaricides.
EP04740322A 2003-07-08 2004-06-25 Combinaisons de principes actifs a proprietes insecticides et acaricides Withdrawn EP1646283A1 (fr)

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DE10330723A DE10330723A1 (de) 2003-07-08 2003-07-08 Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
PCT/EP2004/006913 WO2005004604A1 (fr) 2003-07-08 2004-06-25 Combinaisons de principes actifs a proprietes insecticides et acaricides

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DE102006010208A1 (de) * 2006-03-06 2007-09-13 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006015197A1 (de) * 2006-03-06 2007-09-13 Bayer Cropscience Ag Wirkstoffkombination mit insektiziden Eigenschaften
DE102006027730A1 (de) * 2006-06-16 2007-12-20 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006027732A1 (de) * 2006-06-16 2008-01-10 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
DE102006027731A1 (de) 2006-06-16 2007-12-20 Bayer Cropscience Ag Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften
US9433212B2 (en) 2011-06-06 2016-09-06 Nihon Nohyaku Co., Ltd. Plant growth regulator and method for using the same
KR20140031950A (ko) * 2011-06-29 2014-03-13 니혼노야쿠가부시키가이샤 농원예용 살충제 조성물 및 그 사용 방법
CN105104383B (zh) * 2012-09-03 2017-08-04 古少清 一种含螺甲螨酯的高效杀虫组合物

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AU2004255411A1 (en) 2005-01-20
ZA200600098B (en) 2007-03-28
IL172806A (en) 2010-02-17
JP4733026B2 (ja) 2011-07-27
TWI338563B (en) 2011-03-11
BRPI0412357A (pt) 2006-09-05
CN100464635C (zh) 2009-03-04
BRPI0412357B8 (pt) 2016-05-24
IL172806A0 (en) 2006-06-11
CN1845672A (zh) 2006-10-11
JP2009513500A (ja) 2009-04-02
US20070142463A1 (en) 2007-06-21
KR20060032995A (ko) 2006-04-18
TW200514507A (en) 2005-05-01
MXPA06000201A (es) 2006-04-11
US7795303B2 (en) 2010-09-14
KR101122102B1 (ko) 2012-03-19
WO2005004604A1 (fr) 2005-01-20
BRPI0412357B1 (pt) 2014-02-04

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