EP1646283A1 - Active agents combination exhibiting insecticidal and acaricide properties - Google Patents

Active agents combination exhibiting insecticidal and acaricide properties

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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Withdrawn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)
French (fr)
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/en
Withdrawn legal-status Critical Current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).

Abstract

The invention relates to a novel active agent combinations consisting of cyclic ceto-enols of formula (I) and active agents of formula (II) specified in description which exhibits excellent insecticidal and acaricide properties.

Description

Wirkstoffko binationen mit insektiziden und akariziden EigenschaftenActive substance combinations with insecticidal and acaricidal properties
Die vorliegende Erfindung betrifft neue Wirkstoffkombinationen, die aus bekannten cyclischen Ketoenole einerseits und weiteren bekannten insektiziden Wirkstoffen andererseits bestehen und sehr gut zur Bekämpfung von tierischen Schädlingen wie Insekten und unerwünschten Akariden geeignet sind.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.
Es ist bereits bekannt, dass bestimmte cyclische Ketoenole fungizide, insektizide und akarizide Eigenschaften besitzen (EP-A-528 156, EP-A-0 647 637, WO 95/26 345, WO 96/20 196, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO97/02243, WO 97/36 868, WO 98/05 638, WO 98/25 928, WO 99/16748, WO 99/43 649, WO 99/48 869, WO 99/55 673, WO 01/23 354 und WO 01/74770). Die Wirksamkeit dieser Stoffe ist gut, lässt bei niedrigen Aufwandmengen in manchen Fällen zu wünschen übrig.It is already known that certain cyclic ketoenols have fungicidal, insecticidal and acaricidal properties (EP-A-528 156, EP-A-0 647 637, WO 95/26 345, WO 96/20 196, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO97 / 02243, WO 97/36 868, WO 98/05 638, WO 98/25 928, WO 99/16748, WO 99/43 649, WO 99/48 869 , WO 99/55 673, WO 01/23 354 and WO 01/74770). The effectiveness of these substances is good, but leaves something to be desired in some cases at low application rates.
Es ist auch bekannt, dass Mischungen aus Phthalsäurediamiden und weiteren bioaktiven Verbindungen eine insektizide und oder akarizide Wirkung aufweisen (WO 02/087334). Die Wirkung dieser Mischungen ist aber nicht immer optimal.It is also known that mixtures of phthalic acid diamides and other bioactive compounds have an insecticidal and or acaricidal action (WO 02/087334). The effect of these mixtures is not always optimal.
Weiterhin ist schon bekannt, dass zahlreiche Heterocyclen, Organozinn-Verbindungen, Benzoyl- harnstoffe und Pyrethroide insektizide und akarizide Eigenschaften besitzen (vgl. WO 93-22297, WO 93-10 083, DE-A 2 641 343, EP-A-347 488, EP-A-210487, US-A 3 264 177 und EP-A- 234045). Allerdings ist die Wirkung dieser Stoffe nicht immer befriedigend.Furthermore, it is already known that numerous heterocycles, organotin compounds, benzoylureas and pyrethroids have insecticidal and acaricidal properties (cf. WO 93-22297, WO 93-10 083, DE-A 2 641 343, EP-A-347 488) , EP-A-210487, US-A 3 264 177 and EP-A-234045). However, the effects of these substances are not always satisfactory.
Es wurde nun gefunden, dass Verbindungen der Formel (I)It has now been found that compounds of the formula (I)
in welcherin which
X für C ι -Cg-Alkyl, Brom, C \ -Cg-Alkoxy oder C \ -C3 -Halogenalkyl steht,X represents C 1 -C 6 alkyl, bromine, C 1 -C 6 alkoxy or C 3 -C 3 haloalkyl,
Y für Wasserstoff, Cj-Cö-Alkyl, Halogen, Cj-Cö-Alkoxy, Cι-C3-Halogenalkyl steht,Y represents hydrogen, Cj-Cö-alkyl, halogen, Cj-Cö-alkoxy, Cι-C3-haloalkyl,
Z für Ci-Cg-Alkyl, Halogen, Ci-Cg-Alkoxy steht,Z represents Ci-Cg-alkyl, halogen, Ci-Cg-alkoxy,
n für eine Zahl von 0-3 steht, A für Wasserstoff oder jeweils gegebenenfalls durch Halogen substituiertes geradkettiges oder verzweigtes Cι-Ci2-Al l, C2-Cg-Alkenyl, C2-Cg-Alkinyl, Ci-CiQ-Alko y-Ci-Cg- alkyl, Cycloalkyl mit 3-8 Ringatomen, das durch Sauerstoff und/oder Schwefel unterbrochen sein kann oder jeweils gegebenenfalls durch Halogen, Ci-Cg-Alkyl, Ci-Cg-Halogenalkyl-, Ci-Cg-Alkoxy-, Cj- Cg-Halogenalkoxy, Nitro substituiertes Phenyl oder Phenyl-Ci-Cg-alkyl steht,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 für Wasserstoff, C \ -Cg-Alkyl oder C \ -Cg-Alkoxy- C -C4-alkyl stehtB represents hydrogen, C \ -Cg-alkyl or C \ -Cg-alkoxy-C -C4-alkyl
oder worinor in what
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten oder ungesättigten, gegebenenfalls durch Sauerstoff und/oder Schwefel unterbrochenen und gegebenenfalls durch Halogen, Ci-Cg-Alkyl, Ci-Cg-Alkoxy, Cj-C^-Halogenalkyl, C1-C4- Halogenalkoxy, Cι-C4_-Al ylthio oder gegebenenfalls substituiertes Phenyl substituierten oder gegebenenfalls benzokondensierten 3- bis 8-gliedrigen Ring bilden,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, Cι-C4_-al ylthio or optionally substituted phenyl substituted or optionally benzo-fused 3- to 8-membered ring,
G für Wasserstoff (a) oder für die GruppenG for hydrogen (a) or for the groups
CO— R1 (b) (c) — SO:r-Fr (d)CO— R 1 (b) (c) - SO: r-Fr (d)
in welchenin which
Rl für jeweils gegebenenfalls durch Halogen substituiertes Cι-C20-Al l, C2-C20- lken l, Ci-Cg-Alkoxy-C^-Cg-alkyl, C^Cg-Alkylthio-Ci-Cg-alkyl, Cj-Cg-Polyalkoxy^-Cg- alkyl oder Cycloalkyl mit 3-8 Ringatomen, das durch Sauerstoff- und/oder Schwefelatome unterbrochen sein kann, steht, für gegebenenfalls durch Halogen, Nitro, Ci-Cg-Alkyl, Ci-Cg-Alkoxy, Ci-Cg-Halogen- alk l, Ci-Cg-Halogenalkoxy-substituiertes Phenyl steht; für gegebenenfalls durch Halogen-, Cj-Cg-Alkyl, Ci-Cg-Alkoxy-, Ci-Cg-Halogenalkyl-, Ci-Cg-Halogenalkoxy-substituiertes Phenyl-Ci-Cg-alkyl steht, für jeweils gegebenenfalls durch Halogen und oder Ci-Cg-Al yl substituiertes Pyridyl, Pyrimidyl, Thiazolyl oder Pyrazolyl steht, für gegebenenfalls durch Halogen und/oder Ci-Cg-A kyl-substituiertes Phenoxy-Ci-Cg- alkyl steht,Rl for each optionally substituted by halogen -CC20-Al l, C2-C20-lken l, Ci-Cg-alkoxy-C ^ -Cg-alkyl, C ^ Cg-alkylthio-Ci-Cg-alkyl, Cj-Cg- Polyalkoxy ^ -Cg-alkyl or cycloalkyl with 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur atoms, is optionally halogen, nitro, Ci-Cg-alkyl, Ci-Cg-alkoxy, Ci-Cg -Halogen- alk l, Ci-Cg-haloalkoxy-substituted phenyl; represents phenyl-Ci-Cg-alkyl optionally substituted by halogen, Cj-Cg-alkyl, Ci-Cg-alkoxy, Ci-Cg-haloalkyl, Ci-Cg-haloalkoxy, represents in each case optionally substituted by halogen and or Ci-Cg-Al yl pyridyl, pyrimidyl, thiazolyl or pyrazolyl, represents optionally substituted by halogen and / or Ci-Cg-A kyl-substituted phenoxy-Ci-Cg-alkyl,
R^ für jeweils gegebenenfalls durch Halogen substituiertes Cι-C2()-Alk l, C2-C2o-Alkenyl, Cι-Cg-Alkoxy-C2-Cg-alkyl oder Cι-Cg-Polyalkoxy-C2-Cg-alkyl steht, für jeweils gegebenenfalls durch Halogen, Nitro, Ci -Cg-Alkyl, Cj-Cg-Alkoxy, Cj-Cg- Halogenalkyl-substituiertes Phenyl oder Benzyl steht,R ^ represents in each case optionally substituted by halogen -C-C2 () - Alk l, C2-C2o-alkenyl, -C-Cg-alkoxy-C2-Cg-alkyl or Cι-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^ für gegebenenfalls durch Halogen substituiertes Cj-Cg-Alkyl, für jeweils gegebenenfalls durch Cι-C4-Alk l, Halogen, Cj-C4-Halogenalk l, Cj-C4-Alkoxy, Cι-C4-Halogen- alkoxy, Nitro oder Cyano substituiertes Phenyl oder Benzyl steht,R ^ is optionally substituted by halogen, Cj-Cg-alkyl, represents in each case optionally Cι-C4 alk l, halogen, Cj-C4-Halogenalk l, C j-C4-alkoxy, Cι-C4-halo- alkoxy, nitro or Cyano substituted phenyl or benzyl,
R^ und R unabhängig voneinander für jeweils gegebenenfalls durch Halogen substituiertes C - Cg-Alkyl, Ci-Cg-Alkoxy, Ci-Cg-Alkylamino, Di-(Cι-Cg)-Alkylamino, C^-Cg-Alkylthio, C-2"C5-Alkenylthio, C2-C5-AlMnylthio, C3-C7-Cycloalkylthio, für jeweils gegebenenfalls durch Halogen, Nitro, Cyano, C -C4-Alkoxy, Cι-C4-Halogenalkoxy, Cι-C4-Alkylthio, Cι-C4-Halogenalkylthio, Cι-C4-Alk l, Cι-C4-Halogenalkyl substituiertes Phenyl, Phenoxy oder Phenylthio stehen,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, Cι-C4-haloalkoxy, Cι-C4-alkylthio, Cι-C4-haloalkylthio , -C-C4-Alk l, -C-C4-haloalkyl substituted phenyl, phenoxy or phenylthio,
R" und R^ unabhängig voneinander für jeweils gegebenenfalls durch Halogen substituiertes C]- Ci Q-Alkyl, Ci-Cjo-Al o y, C3-Cg-Alkenyl, Cj-Cg-Altoxy-Ci-Cg-alkyl, für gegebe- nenfalls durch Halogen, Ci-Cg-Halogenalkyl, C^-Cg-Alkyl oder Ci -Cß-Alkoxy substituiertes Phenyl, für gegebenenfalls durch Halogen, Cj-Cg-Alkyl, Cj-Cg-Halogenalkyl oder C]-Cg-Alkoxy substituiertes Benzyl steht oder zusammen für einen gegebenenfalls durch Sauerstoff oder Schwefel unterbrochenen 5- bis 6-gliedrigen Ring stehen, der gegebenenfalls durch Cj-Cg-Alkyl substituiert sein kann,R "and R ^ independently of one another for each optionally substituted by halogen C ] - Ci Q-alkyl, Ci-C j o-Al oy, C3-Cg-alkenyl, Cj-Cg-Altoxy-Ci-Cg-alkyl, for - Phenyl substituted by halogen, Ci-Cg-haloalkyl, C ^ -Cg-alkyl or Ci -Cß-alkoxy, for optionally by halogen, C j -Cg-alkyl, Cj-Cg-haloalkyl or C ] -Cg-alkoxy substituted benzyl or 6-membered together represent an optionally interrupted by oxygen or sulfur, 5- to ring, which may optionally be substituted by C j -CG alkyl,
und mindestens ein Phthalsäurediamid der Formel (II) synergistisch wirksam sind und sich zur Bekämpfung tierischer Schädlinge eignen.and at least one phthalic acid diamide of the formula (II) are synergistically active and are suitable for controlling animal pests.
Bei den Phthalsäurediamiden der Formel (II) handelt es sich ebenfalls um bekannte Verbindungen, die aus folgenden Publikationen bekannt sind oder von diesen umfasst werden (vgl. 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). Auf die in diesen Publikationen beschriebenen generischen Formeln und Definitionen sowie auf die darin beschriebenen einzelnen Verbindungen wird hiermit ausdrücklich Bezug genommen.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). Reference is hereby expressly made to the generic formulas and definitions described in these publications and to the individual compounds described therein.
Die Phthalsäurediamide lassen sich unter der Formel (II) zusammenfassen:The phthalic acid diamides can be summarized under the formula (II):
in welcherin which
K für Halogen, Cyano, Alkyl, Halogenalkyl, Alkoxy oder Halogenalkoxy steht,K represents halogen, cyano, alkyl, haloalkyl, alkoxy or haloalkoxy,
Re*, Re^, Re^ jeweils unabhängig voneinander für Wasserstoff, Cyano, für gegebenenfalls durch Halogen substituiertes C3-Cg-Cycloalkyl oder für eine Gruppe der FormelRe *, 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
Ml-Qk Ml-Q k
stehen, in welcherstand in which
M^ für gegebenenfalls substituiertes Alkylen, Alkenylen oder Alkinylen steht,M ^ represents optionally substituted alkylene, alkenylene or alkynylene,
Q für Wasserstoff, Halogen, Cyano, Nitro, Halogenalkyl, jeweils gegebenenfalls substituiertes C3-Cg-Cycloalkyl, Alkylcarbonyl oder Alkoxycarbonyl, jeweils gegebenenfalls substituiertes Phenyl, Hetaryl oder für eine Gruppe T-Re4 steht,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 ,
in welcherin which
T für -0-, -S(0)m- oder — N — steht, ReT stands for -0-, -S (0) m - or - N -, Re
Re4 für Wasserstoff, jeweils gegebenenfalls subsitutiertes Alkyl, Alkenyl, Alkinyl, Cycloalkyl, Cycloalkyl-alkyl, Alkoxyalkyl, Alkylcarbonyl, Alkoxycarbonyl, Phenyl, Phenylalkyl, Phenylalkoxy, Hetaryl, Hetarylalkyl steht,Re 4 represents hydrogen, in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, phenyl, phenylalkyl, phenylalkoxy, hetaryl, hetarylalkyl,
Re5 für Wasserstoff, für jeweils gegebenenfalls substituiertes Alkylcarbonyl, Alkoxycarbonyl, Phenylcarbonyl oder Phenylalkoxycarbonyl steht, k für die Zahlen 1 bis 4 steht,Re 5 represents hydrogen, in each case optionally substituted alkylcarbonyl, alkoxycarbonyl, phenylcarbonyl or phenylalkoxycarbonyl, k represents the numbers 1 to 4,
m für die Zahlen 0 bis 2 steht,m represents the numbers 0 to 2,
Re und Re2 gemeinsam einen gegebenenfalls substituierten vier- bis siebengliedrigen Ring bilden, der gegebenenfalls durch Heteroatome unterbrochen sein kann,Re and Re 2 together form an optionally substituted four- to seven-membered ring which can optionally be interrupted by heteroatoms,
L* und 1? unabhängig voneinander für Wasserstoff, Halogen, Cyano oder jeweils gegebenenfalls substituiertes Alkyl, Alkoxy, Alk-S(0)m-, Phenyl, Phenoxy oder Hetaryl- oxy stehen,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 für Wasserstoff, Halogen, Cyano, jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Alkinyl, Halogenalkyl, Cycloalkyl, Phenyl, Hetaryl oder für die Gruppe M2-Re6 steht,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 ,
in welcherin which
M2 für -O- oder -S(0)m- steht,M 2 represents -O- or -S (0) m -,
undand
Re * für jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Alkinyl, Cycloalkyl, Phenyl oder Hetaryl steht,Re * represents in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or hetaryl,
IA und \A oderIA and \ A or
1,1 und L2 gemeinsam einen gegebenenfalls substituierten fünf- bis sechsgliedrigen Ring bilden, der gegebenenfalls durch Heteroatome unterbrochen sein kann, stehen.1,1 and L 2 together form an optionally substituted five- to six-membered ring which can optionally be interrupted by heteroatoms.
Bevorzugt handelt es sich um Verbindungen der Formel (H),These are preferably compounds of the formula (H)
in welcherin which
K bevorzugt für Fluor, Chlor, Brom, Jod, Cyano, Ci-Cg-Alkyl, Cj-Cg-Halogenalkyl, Ci-Cg- Alkoxy oder Ci-Cg-Halogenalkoxy steht,K preferably represents fluorine, chlorine, bromine, iodine, cyano, Ci-Cg-alkyl, C j -Cg-haloalkyl, Ci-Cg-alkoxy or Ci-Cg-haloalkoxy,
Rel, Re2 und Re3 bevorzugt jeweils unabhängig voneinander für Wasserstoff, Cyano, für gegebenenfalls durch Halogen substituiertes C3-Cg-Cycloalkyl oder für eine Gruppe der FormelRel, 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
Ml-Qk stehen, in welcherMl-Q k stand in which
M* bevorzugt für Ci -Cg-Alkylen, C3-Cg-Alkenylen oder C3-Cg-Alkinylen steht,M * preferably represents Ci-Cg-alkylene, C3-Cg-alkenylene or C3-Cg-alkynylene,
Q bevorzugt fiir Wasserstoff, Halogen, Cyano, Nitro, Halogenalkyl oder für gegebenenfalls durch Fluor, Chlor, C^-Cg-Alkyl oder Ci-Cg-Alkoxy substituiertes C3-Cg-Cycloalkyl, in welchem gegebenenfalls ein oder zwei nicht direkt benachbarte Ringglieder durch Sauerstoff und/oder Schwefel ersetzt sind oder für jeweils gegebenenfalls durch Halogen substituiertes Ci-Cg-Alkylcarbonyl oder C;[-Cg-Alkoxycarbonyl oder für jeweils gegebenenfalls durch Halogen, Ci-Cg-Alkyl, Ci-Cg-Halogenalkyl, Cj-Cg-Alkoxy, Ci-C - Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl oder Hetaryl mit 5 bis 6 Ring- atomen (beispielsweise Furanyl, Pyridyl, Imidazolyl, Triazolyl, Pyrazolyl, Pyrimidyl, Thiazolyl oder Thienyl) oder für eine GruppeQ 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, thiazolyl or thienyl) or for a group
T-Re4 steht,T-Re 4 stands,
in welcherin which
T bevorzugt für -0-, -S(0)m- oder — N — steht, Re5 T preferably represents -0-, -S (0) m - or - N -, Re 5
Re4 bevorzugt für Wasserstoff, für jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Ci-Cg-Alkyl, C3-Cg-Alkenyl, C3-Cg-Alkinyl. C3-Cg-Cycloalkyl, C3-Cg- Cycloalkyl-Cι-C2-alkyl, Ci-Cg-Alkylcafbonyl, Ci-Cg-Alkoxycarbonyl, für jeweils gegebenenfalls einfach bis vierfach durch Halogen, Ci-Cg-Alkyl, Cj-Cg-Alkoxy, C1-C4- Halogenalkyl, Cι-C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl, C1-C4- Phenylalkyl, Ci-Qj-Phenylalkyloxy, Hetaryl oder Hetarylalkyl, wobei Hetaryl mit 5 bis 6 Ringatomen (beispielsweise Furanyl, Pyridyl, Imidazolyl, Triazolyl, Pyrazolyl, Pyrimidyl, Thiazolyl oder Thienyl) steht,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. C 3 -Cg-Cycloalkyl, C 3 -Cg-Cycloalkyl-Cι-C2-alkyl, Ci-Cg-Alkylcafbonyl, Ci-Cg-Alkoxycarbonyl, for each optionally up to four times by halogen, Ci-Cg-alkyl, Cj-Cg -Alkoxy, C1-C4-haloalkyl, Cι-C4-haloalkoxy, nitro or cyano substituted phenyl, C1-C4-phenylalkyl, Ci-Qj-phenylalkyloxy, hetaryl or hetarylalkyl, where hetaryl with 5 to 6 ring atoms (for example furanyl, pyridyl, Imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl or thienyl),
Re^ bevorzugt für Wasserstoff, für jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Ci-Cg-Alkylcarbonyl, C1 -Cg-Alkoxycarbonyl, für jeweils gegebenenfalls ein- fach bis vierfach durch Halogen, Ci-Cg-Alkyl, C^-Cg-Alkoxy, Cj-C^-Halogenalkyl, C^- C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl-carbonyl oder Phenyl-Cι-C.4- alkyloxycarbonyl steht,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-Cι-C.4-alkyloxycarbonyl,
k bevorzugt für die Zahlen 1 bis 3 steht,k preferably represents the numbers 1 to 3,
m bevorzugt für die Zahlen 0 bis 2 steht, Re und Re2 bevorzugt einen fünf- bis sechsgliedrigen Ring bilden, der gegebenenfalls durch ein Sauerstoff- oder Schwefelatom unterbrochen sein kann,m 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 und 1? bevorzugt unabhängig voneinander für Wasserstoff, Cyano, Fluor, Chlor, Brom, Jod, Ci -Cg-Alkyl, Ci -Cφ-Halogenalkyl, Cj-Cg-Alkoxy, Ci-Qj-Halogenalkoxy, Cι-C4-Alkyl-S(0)m-, Cι-C4-Haloalkyl-S(0)m-, für jeweils gegebenenfalls einfach bis dreifach durch Fluor, Chlor, Brom, Cj-Cg-Alkyl, C^-Cg-Alkoxy, C1-C4- Halogenalkyl, Cι -C-4-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl, Phenoxy, Pyridinyloxy, Thiazolyloxy oder Pyrimidyloxy stehen,Ll and 1? preferably independently of one another for hydrogen, cyano, fluorine, chlorine, bromine, iodine, Ci-Cg-alkyl, Ci-Cφ-haloalkyl, Cj-Cg-alkoxy, Ci-Qj-haloalkoxy, Cι-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, Cι - C-4-haloalkoxy, cyano or nitro substituted phenyl, phenoxy, pyridinyloxy, thiazolyloxy or pyrimidyloxy,
L2 bevorzugt für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, für jeweils gegebe- nenfalls durch Fluor und/oder Chlor substituiertes Ci-CiQ-Alkyl, C2-C1Q- Alkenyl, C2-Cg-Alkinyl, für jeweils gegebenenfalls durch Fluor, Chlor substituiertes C3-Cg-Cycloalkyl, für jeweils gegebenenfalls einfach bis dreifach durch Fluor, Chlor, Brom, Ci-Cg-Alkyl, Cj-Cg-Alkoxy, Cι-C4-Halogenalkyl, C1-C4- Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl, Pyridyl, Thienyl, Pyrimidyl oder Thiazolyl,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, Cι-C4-haloalkyl, C1-C4-haloalkoxy, cyano or nitro substituted phenyl, pyridyl, thienyl, pyrimidyl or thiazolyl,
oder für eine Gruppeor for a group
M2-Re6 M 2 -Re 6
steht, in welcheris in which
M2 bevorzugt für - - oder -S(0)m- steht undM 2 preferably represents - - or -S (0) m - and
Re^ bevorzugt für jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Cj-Cg- Alkyl, C2-Cg-Alkenyl, C3~Cg-Alkinyl oder C3-Cg-Cycloalkyl, für jeweils gegebenenfalls einfach bis dreifach durch Fluor, Chlor, Brom, Cj-Cg-Alkyl, Cj-Cg-Alkoxy, C1-C4- Halogenalkyl, Cι-C -Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl, Pyridyl, Pyrimidyl oder Thiazolyl steht,Re ^ preferred for C j -Cg-alkyl, C2-Cg-alkenyl, C3 ~ Cg-alkynyl or C3-Cg-cycloalkyl, each optionally substituted by fluorine and / or chlorine, for each optionally up to three times by fluorine, chlorine, bromine , Cj-Cg-alkyl, Cj-Cg-alkoxy, C1-C4-haloalkyl, Cι-C -haloalkoxy, cyano or nitro substituted phenyl, pyridyl, pyrimidyl or thiazolyl,
Li und L3 Li and L 3
oderor
L2 und iß bevorzugt gemeinsam jeweils einen gegebenenfalls durch Fluor und/oder CJ-C J- Alkyl substituierten fünf- bis sechsgliedrigen Ring bilden, der gegebenenfalls durch ein oder zwei Sauerstoffatome unterbrochen sein kann. Besonders bevorzugt handelt es sich um Verbindungen der Formel II, in welcherL 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 besonders bevorzugt für Chlor, Brom und Jod steht,K particularly preferably represents chlorine, bromine and iodine,
Re , Re2 und Re3 besonders bevorzugt jeweils unabhängig voneinander für Wasserstoff oder für eine Gruppe der Formel Re, Re 2 and Re 3 are particularly preferably each independently of one another for hydrogen or for a group of the formula
stehen, in welcherstand in which
M besonders bevorzugt für C i-Cg-Alkylen, C3-Cg-Alkenylen oder C3-Cg-Alkinylen steht,M particularly preferably represents C i-Cg-alkylene, C3-Cg-alkenylene or C3-Cg-alkynylene,
Q besonders bevorzugt für Wasserstoff, Fluor, Chlor, Cyano, Trifluormethyl, C3 -Cg-Cycloalkyl oder für eine Gruppe T-Re4 steht,Q particularly preferably represents hydrogen, fluorine, chlorine, cyano, trifluoromethyl, C3-Cg-cycloalkyl or a group T-Re 4 ,
in welcherin which
T besonders bevorzugt für -O- oder -S(0)m- steht,T particularly preferably represents -O- or -S (0) m -,
Re4 besonders bevorzugt für Wasserstoff, jeweils gegebenenfalls einfach bis dreifach durch Fluor und/oder Chlor substituiertes C^-Cg-Alkyl, C3-Cg-Alkenyl, C3-Cg-Alkinyl oder C3- Cg-Cycloalkyl steht,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 besonders bevorzugt für die Zahlen 1 bis 3 steht,k particularly preferably represents the numbers 1 to 3,
m besonders bevorzugt für die Zahlen 0 bis 2 steht,m particularly preferably represents the numbers 0 to 2,
L und 1? unabhängig voneinander besonders bevorzugt für Wasserstoff, Fluor, Chlor, Brom, Iod, Cyano, Cj-C^-Alkyl, Cι-C2-Halogenalkyl, Cι-C4-Alkoxy, Cj-C^-Halogen- alkoxy, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι -C4-Alkyl, Cj-C^Alkoxy, Cι-C2-Halogenalkyl, Cj-C^-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl oder Phenoxy stehen,L and 1? independently of one another particularly preferably for hydrogen, fluorine, chlorine, bromine, iodine, cyano, C j -C ^ alkyl, Cι-C2-haloalkyl, Cι-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,
L2 besonders bevorzugt für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, für jeweils gegebenenfalls einfach bis dreizehnfach durch Fluor und/oder Chlor substituiertes Cj-Cg- Alkyl, C2-Cg-Alkenyl, C2-Cg-Alkinyl, C3 -Cg-Cycloalkyl oder für eine GruppeL 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
M2-Re6 steht, in welcherM 2 -Re 6 is in which
M2 besonders bevorzugt für -O- oder -S(0)m- steht,M 2 particularly preferably represents -O- or -S (0) m -,
undand
Re" besonders bevorzugt für jeweils gegebenenfalls einfach bis dreizehnfach durch Fluor und/oder Chlor substituiertes Ci-Cg-Alkyl, C^-Cg-Alkenyl, C2-Cg-Alkinyl oder C3 -Cg- Cycloalkyl, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, C1- C4-Alkyl, Cι -C4-Alkoxy, Trifluormethyl, Difluormethoxy, Trifluormethoxy, Cyano oder Nitro substituiertes Phenyl oder Pyridyl steht.Re "is particularly preferred for C 1 -C 6 -alkyl, C 1 -C 6 -alkenyl, C 2 -C 6 -alkynyl or C 3 -C 6 -cycloalkyl, each of which is monosubstituted to thirteen times substituted by fluorine and / or chlorine, for each optionally monosubstituted or disubstituted by fluorine , Chlorine, bromine, C 1 -C 4 alkyl, -C 4 -C alkoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, cyano or nitro substituted phenyl or pyridyl.
Ganz besonders bevorzugt handelt es sich um Verbindungen der Formel D), in welcherIt is very particularly preferred to use compounds of the formula D) in which
K ganz besonders bevorzugt für Jod steht,K very particularly preferably represents iodine,
Re* und Re2 ganz besonders bevorzugt für Wasserstoff stehen,Re * and Re 2 very particularly preferably represent hydrogen,
Re3 ganz besonders bevorzugt für eine Gruppe der FormelRe 3 very particularly preferably for a group of the formula
M*-QM * -Q
steht, in welcheris in which
M1 ganz besonders bevorzugt für -CHCH3-CH -, -C(CH3)2-CH2-, -CHC2H5-CH2-, — - CC--CH; -C(C2H5)2-CH2- steht, / \ H3C C2H5 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 ganz besonders bevorzugt für Wasserstoff, Fluor, Chlor, Cyano, Trifluormethyl, C3-C - Cycloalkyl oder für eine GruppeQ very particularly preferably for hydrogen, fluorine, chlorine, cyano, trifluoromethyl, C3-C - cycloalkyl or for a group
T-Re4 steht,T-Re 4 stands,
in welcherin which
T ganz besonders bevorzugt für -S-, -SO- oder -SO2- steht,T very particularly preferably represents -S-, -SO- or -SO2-,
Re4 ganz besonders bevorzugt für jeweils gegebenenfalls einfach bis dreifach durch Fluor und/oder Chlor substituiertes Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, iso-Butyl, sek.- Butyl oder tert.-Butyl, Allyl, Butenyl oder Isoprenyl steht, L und iß unabhängig voneinander ganz besonders bevorzugt für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, Methyl, Ethyl, n-Propyl, iso-Propyl, tert-Butyl, Methoxy, Ethoxy, Trifluormethyl, Difluormethoxy oder Trifluormethoxy stehen,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,
L2 ganz besonders bevorzugt für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, für jeweils gegebenenfalls einfach bis neunfach durch Fluor und/oder Chlor substituiertes Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, iso-Butyl, sek.-Butyl, tert-Butyl, Allyl, Butenyl oder Isoprenyl oder für eine GruppeL 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
M2-Re6 M 2 -Re 6
steht,stands,
M2 ganz besonders bevorzugt für Sauerstoff oder Schwefel steht,M 2 very particularly preferably represents oxygen or sulfur,
undand
Re > ganz besonders bevorzugt für jeweils gegebenenfalls einfach bis neunfach durch Fluor und/oder Chlor substituiertes Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, iso-Butyl, sek.- Butyl, tert.-Butyl, Allyl, Butenyl oder Isoprenyl, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Methyl, Ethyl, Methoxy, Trifluormethyl, Difluormethoxy, Trifluormethoxy, Cyano oder Nitro substituiertes Phenyl steht.Re> very particularly preferably for methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec.-butyl, tert.-butyl, allyl, each of which is monosubstituted or disubstituted by fluorine and / or chlorine. Butenyl or isoprenyl, represents phenyl which is optionally mono- to disubstituted by fluorine, chlorine, bromine, methyl, ethyl, methoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, cyano or nitro.
Insbesondere bevorzugt handelt es sich um die Verbindung der Formel II- 1It is particularly preferably the compound of the formula II-1
Überraschenderweise ist die insektizide und/oder akarizide Wirkung der erfϊndungsgemäßen Wirkstoffkombinationen wesentlich höher als die Summe der Wirkungen der einzelnen Wirkstoffe. Es liegt also ein nicht vorhersehbarer, echter synergistischer Effekt vor und nicht nur eine Wirkungsergänzung.Surprisingly, the 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.
Die erfindungsgemäßen Wirkstoffkombinationen enthalten neben mindestens einem Wirkstoff der Formel (I) mindestens einen Wirkstoff der Formel (II). Bevorzugt sind Wirkstoffkombinationen enthaltend Verbindungen der Formel (I),In addition to at least one active ingredient of the formula (I), 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,
in welcherin which
X für Ci -Qj-Alkyl, Brom, Ci -Gψ-Alkoxy oder Ci -C3-Halogenalkyl steht,X represents Ci -Qj-alkyl, bromine, Ci -Gψ-alkoxy or Ci -C3-haloalkyl,
Y für Wasserstoff, Ci-Gψ-Alkyl, Fluor, Chlor, Brom, Ci-Q/j-Alkoxy, C1-C3 -Halogenalkyl steht,Y represents hydrogen, Ci-Gψ-alkyl, fluorine, chlorine, bromine, Ci-Q / j-alkoxy, C1-C3 -haloalkyl,
Z für Ci -C4-Alkyl, Chlor, Brom, Ci -C4-Alkoxy steht,Z represents C 1 -C 4 -alkyl, chlorine, bromine, C 1 -C 4 -alkoxy,
n für eine Zahl von 0-2 steht,n stands for a number from 0-2,
A für Wasserstoff oder jeweils gegebenenfalls einfach bis dreifach durch Fluor substituiertes geradkettiges oder verzweigtes Ci -Cg-Alkyl, C^-Cg-Alkenyl, Ci -C4-Alkoxy-Cι-C2-alkyl, Cycloalkyl mit 3-8 Ringatomen, das gegebenenfalls durch Sauerstoff und/oder Schwefel unterbrochen sein kann oder für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι-C2-Alk l, Cι-C2-Halogenalkyl, Cι-C2-Alkoxy, Cj-C^-Halogenalkoxy, Nitro substituiertes Phenyl oder Benzyl steht,A for hydrogen or in each case optionally up to three times substituted by fluorine, straight-chain or branched C 1 -C 6 -alkyl, C 1 -C 6 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, cycloalkyl having 3-8 ring atoms, which may be by Oxygen and / or sulfur can be interrupted or for phenyl which is optionally monosubstituted or disubstituted by fluorine, chlorine, bromine, C 1 -C 2 -alk l, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkoxy, C 1 -C 4 -haloalkoxy, nitro or benzyl,
B für Wasserstoff, C 1 -C2-Alkyl oder C j -C2-Alkoxy-C j -C2-alkyl stehtB represents hydrogen, C 1 -C 2 alkyl or C j -C 2 alkoxy-C j -C 2 alkyl
oder worinor in what
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten oder ungesättigten, gegebenenfalls durch Sauerstoff und/oder Schwefel unterbrochenen und gegebenenfalls einfach bis zweifach durch Fluor, Chlor, C1-C4- Alkyl, Cι-C4-Alkoxy, Cι-C2-Halogenalkyl, Cι-C2-Halogenalkoxy oder C1-C2- Alkylthio substituierten 3- bis 7-gliedrigen Ring bilden,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, Cι-C4-alkoxy, Cι- C2-haloalkyl, -C-C2-haloalkoxy or C1-C2- alkylthio substituted 3- to 7-membered ring form,
G für Wasserstoff (a) oder für die GruppenG for hydrogen (a) or for the groups
CO-R1 (b) (c) -SOr-RJ (d)CO-R 1 (b) (c) -SOr-R J (d)
/ .R° -fi O- <e) oder c R. ■ » steht,/ .R ° -fi O- <e) or c R. ■ »
in welchen Rl für jeweils gegebenenfalls einfach bis fünffach durch Fluor oder Chlor substituiertes Cj- C16-Alkyl, C2-C16-Alkenyl, C -C4-Alkoxy-C -C4-alkyl, C1-C4-Alkylthio-Cι-C4-alkyl oder Cycloalkyl mit 3-6 Ringatomen, das durch Sauerstoff- und/oder Schwefelatome unterbrochen sein kann, steht, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Nitro, C -C4-Al yl, Cι-C4-Alko y, Cι-C4-Halogenalkyl, C -C4-Halogenalkoxy-substituiertes Phenyl steht, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι-C4~Alkyl, C -C4- Alkoxy, Ci-Qψ-Halogenalkyl-, Cι-C4-Halogenalkoxy-substituiertes Benzyl steht, für jeweils gegebenenfalls einfach bis zweifach durch Chlor, Brom und/oder Cι-C4-Alk l substituiertes Pyridyl, Pyrimidyl, Thiazolyl oder Pyrazolyl steht,in which 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-Cι -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, Cι- 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-Qψ-haloalkyl -, -C-C4-haloalkoxy-substituted benzyl stands for pyridyl, pyrimidyl, thiazolyl or pyrazolyl which is optionally mono- to disubstituted by chlorine, bromine and / or C-C4-alk l,
R2 für jeweils gegebenenfalls einfach bis fünffach Fluor oder Chlor durch substituiertes C1- C2o-Alkyl, C2-C2o-Alkenyl, C1-Cg-Alkoxy-C2-Cg-alkyl, Cι-Cg-Polyalkoxy-C2-Cg-al_kyl steht, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Nitro, C^-Cg- Alkyl, Cj-Cg-Alkoxy, C1-C4-Halogenalkyl-substituier.es Phenyl oder Benzyl steht,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 für gegebenenfalls einfach bis fünffach durch Fluor oder Chlor substituiertes C1-C4-AH VI, für jeweils gegebenenfalls einfach bis zweifach durch Cι-G -Al yl, Fluor, Chlor, Brom, C -C4-Halogenalkyl, C -C4-Alkoxy, C -C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl oder Benzyl steht,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 Cι -Al-yl, fluorine, chlorine, bromine, C -C4-haloalkyl, C -C4-alkoxy, C -C4-haloalkoxy, nitro or cyano substituted phenyl or benzyl,
R4 und R-> unabhängig voneinander für jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Cι-C4-Al l, C -C4-Alko , C -C4- l ylamino, Di-(C -C4)-Alkylamino, Cι-C -Alkylthio, C2-C -Alkenylthio, C3-Cg-Cycloalkyl- thio, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Nitro, Cyano, C -C2-Alko y, Cι-C2-Halogenalkoxy, Cι-C2-Alkylthio, C -C2- Halogenalkylthio, C -C2-Alkyl, C ~C2-Halogenalkyl substituiertes Phenyl, Phenoxy oder Phenylthio stehen,R 4 and R-> independently of one another for C 1 -C 4 -Al 1, C -C 4 -alko, C -C 4 -l ylamino, di- (C -C 4 ) -alkylamino, each optionally mono- to trisubstituted by fluorine or chlorine, -CC alkylthio, C2-C-alkenylthio, C3-Cg-cycloalkyl-thio, for each optionally one to two times by fluorine, chlorine, bromine, nitro, cyano, C -C 2 -alko y, -C-C2-haloalkoxy, -C-C2-alkylthio, C -C2-haloalkylthio, C -C2-alkyl, C ~ C2-haloalkyl substituted phenyl, phenoxy or phenylthio,
R" und R^ unabhängig voneinander für jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Ci-Cg-Alkyl, C -Cg-Alkoxy, C3-Cg-Alkenyl, Ci- C4-Alkoxy-Cι-C2-alkyl, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, C -C2-Halogenalkyl, C 1 -C4-Alkyl oder C -C4-Alkoxy substituiertes Benzyl steht oder zusammen für einen gegebenenfalls durch Sauerstoff oder Schwefel unterbrochenen 5- bis 6-gliedrigen Ring stehen, der gegebenenfalls durch Cι-C2-Al l substituiert sein kann,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-Cι-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,
und mindestens einen Wirkstoff der Formel (II) .and at least one active ingredient of the formula (II).
Für die in den bevorzugten Bereichen mit Halogen benannten Resten steht Halogen bevorzugt fiir Chlor und Fluor.For the radicals designated with halogen in the preferred ranges, halogen preferably represents chlorine and fluorine.
Besonders bevorzugt sind Wirkstoffkombinationen enthaltend Verbindungen der Formel (ϊ),Active ingredient combinations containing compounds of the formula (ϊ) are particularly preferred,
in welcherin which
X für Cι-C4-Alkyl, Cι-C4-Alko y oder Trifluormethyl steht,X represents C 1 -C 4 -alkyl, C 1 -C 4 -alko y or trifluoromethyl,
Y für Wasserstoff, C -C4-Alkyl, Chlor, Brom, Cι-C4-Alkoxy, C -C2-Halogenalkyl steht,Y represents hydrogen, C -C4-alkyl, chlorine, bromine, -C-C4-alkoxy, C -C2-haloalkyl,
Z für C -C4-Alkyl, Chlor, Brom, C -C^Alkoxy steht,Z represents C -C 4 alkyl, chlorine, bromine, C -C ^ alkoxy,
n für 0 oder 1 steht,n represents 0 or 1,
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten gegebenenfalls einfach durch C -C4-Alk l oder Cι~C4-Alkoxy substituierten 5- bis 6- gliedrigen Ring bilden,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 Cι ~ C4-alkoxy,
G für Wasserstoff (a) oder für die GruppenG for hydrogen (a) or for the groups
— CO-R1 (b) (c) steht,- CO-R 1 (b) (c) stands
in welchenin which
Rl für jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Cj- Ci2-Alkyl, C2-Cι2-Alkenyl, C1-C4-Alkoxy-C1-C2-alkyl, oder Cycloalkyl mit 3-6 Ringatomen, das durch 1 bis 2 Sauerstoffatome unterbrochen sein kann, steht, für gegebenenfalls einfach durch Fluor, Chlor, Brom, Nitro, C -C4-Alkyl, Cj-C^-Alkoxy, Trifluormethyl oder Trifluormethoxy substituiertes Phenyl steht;R represents in each case optionally mono- to trisubstituted by fluorine or chlorine, C j - Ci2 alkyl, C 2 -Cι 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;
R2 für Cj-C^-Al yl, C2-C12-Alkenyl, C1-C -Alkoxy-C2-C4-alkyl, steht, für jeweils gegebenenfalls einfach durch Fluor, Chlor, Brom, Nitro, C -C4-Al l, C -C4- Alkoxy oder Trifluormethyl substituiertes Phenyl oder Benzyl steht, und mindestens einen Wirkstoff der Formel (II).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).
Ganz besonders bevorzugt sind Wirkstoffkombinationen enthaltend Verbindungen der Formel (T),Active ingredient combinations containing compounds of the formula (T) are very particularly preferred,
in welcherin which
X für Methyl, Ethyl, Methoxy, Ethoxy oder Trifluormethyl steht,X represents methyl, ethyl, methoxy, ethoxy or trifluoromethyl,
Y für Wasserstoff, Methyl, Ethyl, Chlor, Brom, Methoxy oder Trifluormethyl steht,Y represents hydrogen, methyl, ethyl, chlorine, bromine, methoxy or trifluoromethyl,
Z für Methyl, Ethyl, Chlor, Brom oder Methoxy steht,Z represents methyl, ethyl, chlorine, bromine or methoxy,
n für 0 oder 1 steht,n represents 0 or 1,
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten gegebenenfalls einfach durch Methyl, Ethyl, Propyl, Methoxy, Ethoxy, Propoxy, Butoxy oder Isobutoxy substituierten 5- bis 6-gliedrigen Ring bilden,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,
G für Wasserstoff (a) oder für die GruppenG for hydrogen (a) or for the groups
in welchenin which
Rl fiir jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Ci- Cg-Alkyl, C2-Cg-Alkenyl, C -C3-Alkoxy-Cι-C2-alkyl, oder Cycloalkyl mit 3-6 Ringatomen, das durch 1 bis 2 Sauerstoffatome unterbrochen sein kann, steht, für gegebenenfalls einfach durch Fluor, Chlor, Brom, Methyl, Methoxy, Trifluormethyl oder Trifluormethoxy substituiertes Phenyl steht;Rl for each optionally monosubstituted to trisubstituted by fluorine or chlorine-Cg-alkyl, C 2 -Cg-alkenyl, C -C 3 -alkoxy-Cι-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;
R2 für C 1 -Cg-Alkyl, C2-Cg-Alkenyl, Ci -C4-Alkoxy-C2-C3 -alkyl, steht, für jeweils gegebenenfalls einfach durch Fluor, Chlor, Brom, Nitro, Methyl, Methoxy oder Trifluormethyl substituiertes Phenyl oder Benzyl steht,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,
und mindestens einen Wirkstoff der Formel (IQ. Insbesondere bevorzugt sind Wirkstoffkombinationen enthaltend die Verbindung der Formel (I-b-1)and at least one active ingredient of the formula (IQ. Active substance combinations containing the compound of the formula (Ib-1) are particularly preferred
und mindestens einen Wirkstoff der Formel (H).and at least one active ingredient of the formula (H).
Hervorgehoben sind Wirkstoffkombinationen enthaltend die Verbindung der Formel (I-b-1) und den Wirkstoff der Formel (II-l).Active compound combinations containing the compound of the formula (I-b-1) and the active compound of the formula (II-l) are emphasized.
Die oben aufgeführten allgemeinen oder in Vorzugsbereichen aufgeführten Restedefinitionen bzw. Erläuterungen können untereinander, also auch zwischen den jeweiligen Bereichen und Vorzugsbereichen beliebig kombiniert werden. Sie gelten für die Endprodukte sowie für die Vor- und Zwischenprodukte entsprechend.The general definitions or explanations of residues or explanations listed above or in preferred areas can be combined with one another, that is to say also between the respective areas and preferred areas. They apply accordingly to the end products as well as to the preliminary and intermediate products.
Erfϊndungsgemäß bevorzugt werden die Verbindungen der Formeln (I) und (II), in welchen eine Kombination der vorstehend als bevorzugt (vorzugsweise) aufgeführten Bedeutungen vorliegt.According to the invention, preference is given to the compounds of the formulas (I) and (II) in which there is a combination of the meanings listed above as preferred (preferred).
Erfϊndungsgemäß besonders bevorzugt werden die Verbindungen der Formeln (I) und (II), in welchen eine Kombination der vorstehend als besonders bevorzugt aufgeführten Bedeutungen vorliegt.According to the invention, particular preference is given to the compounds of the formulas (I) and (II) in which there is a combination of the meanings listed above as being particularly preferred.
Erfϊndungsgemäß ganz besonders bevorzugt werden die Verbindungen der Formeln (I) und (II), in welchen eine Kombination der vorstehend als ganz besonders bevorzugt aufgeführten Bedeutungen vorliegt.According to the invention, very particular preference is given to the compounds of the formulas (I) and (II) in which there is a combination of the meanings listed above as being very particularly preferred.
Gesättigte oder ungesättigte Kohlenwasserstoffreste wie Alkyl oder Alkenyl können, auch in Ver- bindung mit Heteroatomen, wie z.B. in Alkoxy, soweit möglich, jeweils geradkettig oder verzweigt sein.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.
Gegebenenfalls substituierte Reste können, sofern nichts anderes angegeben ist, einfach oder mehrfach substituiert sein, wobei bei Mehrfachsubstitutionen die Substituenten gleich oder verschieden sein können. Die Wirkstoffkombinationen können darüber hinaus auch weitere fungizid, akarizid oder insektizid wirksame Zumischpartner enthalten.Unless otherwise stated, 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.
Wenn die Wirkstoffe in den erfϊndungsgemäßen Wirkstoffkombinationen in bestimmten Gewichtsverhältnissen vorhanden sind, zeigt sich der synergistische Effekt besonders deutlich. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den Wirkstofikombinationen in einem relativ großen Bereich variiert werden. Im allgemeinen enthalten die erfϊndungsgemäßen Kombinationen Wirkstoffe der Formel (I) und den Mischpartner der Formel ( ) in den angegeben bevorzugten und besonders bevorzugten Mischungsverhältnissen:If the active substances are present in the active substance combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident. However, the weight ratios of the active ingredients in the active ingredient combinations can be varied within a relatively wide range. In general, 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:
Das bevorzugte Mischungsverhältnis beträgt 500.T bis 1:50.The preferred mixing ratio is 500.T to 1:50.
Das besonders bevorzugte Mischungsverhältnis beträgt 25 : 1 bis 1 : 10.The particularly preferred mixing ratio is 25: 1 to 1:10.
Die Mischungsverhältnisse basieren auf Gewichtsverhältnissen. Das Verhältnis ist zu verstehen als Wirkstoff der Formel (I) : Mischpartner der Formel (H).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).
Die erfϊndungsgemäßen Wirkstoffkombinationen eignen bei guter Pflanzenverträglichkeit, günstiger Warmblütertoxizität und guter' Umweltverträglichkeit sich zur Bekämpfung von tieri- sehen SchädUngen, vorzugsweise Arthropoden und Nematoden, insbesondere Insekten und Spinnentieren, die in der Landwirtschaft, der Tiergesundheit, in Forsten, in Gärten und Freizeiteinrichtungen, im Vorrats- und Materialschutz sowie auf dem Hygienesektor vorkommen. Sie sind gegen normal sensible und resistente Arten sowie gegen alle oder einzelne Entwicklungsstadien wirksam. Zu den oben erwähnten Schädlingen gehören: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:
Aus der Ordnung der Isopoda z.B. Oniscus asellus, Armadillidium vulgäre, Porcellio scaber.From the order of the Isopoda e.g. Oniscus asellus, Armadillidium vulgare, Porcellio scaber.
Aus der Ordnung der Diplopoda z.B. Blaniulus guttulatus.From the order of the Diplopoda e.g. Blaniulus guttulatus.
Aus der Ordnung der Chilopoda z.B. Geophilus carpophagus, Scutigera spp..From the order of the Chilopoda e.g. Geophilus carpophagus, Scutigera spp ..
Aus der Ordnung der Symphyla z.B. Scutigerella immaculata.From the order of the Symphyla e.g. Scutigerella immaculata.
Aus der Ordnung der Thysanura z.B. Lepisma saccharina.From the order of the Thysanura e.g. Lepisma saccharina.
Aus der Ordnung der Collembola z.B. Onychiurus armatus.From the order of the Collembola e.g. Onychiurus armatus.
Aus der Ordnung der Orthoptera z.B. Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria. Aus der Ordnung der Blattariä z.B. Blatta orientalis, Periplaneta americana, Leucophaea maderae, Blattella germanica.From the order of the Orthoptera, for example Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp., Schistocerca gregaria. From the order of the Blattariä, for example Blatta orientalis, Periplaneta americana, Leucophaea maderae, Blattella germanica.
Aus der Ordnung der Dermaptera z.B. Forfϊcula auricularia.From the order of the Dermaptera e.g. Forfϊcula auricularia.
Aus der Ordnung der Isoptera z.B. Reticulitermes spp..From the order of the Isoptera e.g. Reticulitermes spp ..
Aus der Ordnung der Phthiraptera z.B. Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp..From the order of the Phthiraptera e.g. Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp ..
Aus der Ordnung der Thysanoptera z.B. Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella accidentalis.From the order of the Thysanoptera e.g. Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Frankliniella accidentalis.
Aus der Ordnung der Heteroptera z.B. Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp.From the order of the Heteroptera e.g. Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp.
Aus der Ordnung der Homoptera z.B. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macro- siphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp.From the order of the Homoptera e.g. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macroiphusumum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp.
Aus der Ordnung der Lepidoptera z.B. Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae.From the order of the Lepidoptera e.g. Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiisisppppi, Fpp., Phyllocnist spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionellaanaellaanaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaella pellaella , Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae.
Aus der Ordnung der Coleoptera z.B. Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varive- stis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Cono- derus spp., Melolontha melolόntha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus.From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodive chrysoisisamnaisppas, Atomium spp spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethus aeneuc., Ptin., Ptin psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Cono- derus spp., Melolontha melolόntha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus.
Aus der Ordnung der Hymenoptera z.B. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.From the order of the Hymenoptera e.g. Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp.
Aus der Ordnung der Diptera z.B. Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp., Liriomyza spp..From the order of the Diptera e.g. Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae, Tipula paludosa, Hylemyia spp., Liriomyza spp ..
Aus der Ordnung der Siphonaptera z.B. Xenopsylla cheopis, Ceratophyllus spp.From the order of the Siphonaptera e.g. Xenopsylla cheopis, Ceratophyllus spp.
Aus der Klasse der Arachnida z.B. Scorpio maurus, Latrodectus mactans, Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalo ma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp..From the class of the Arachnida e.g. Scorpio maurus, Latrodectus mactans, Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalo ma spp., Ixodes , Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp., Brevipalpus spp ..
Zu den pflanzenparasitären Nematoden gehören z.B. Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Globodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus 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.
Die erfindungsgemäßen Wirkstoffkombinationen aus Verbindungen der Formel (I) und mindestens einer Verbindung der Formel (II) eignen sich besonders gut zur Bekämpfung von „beißenden" Schädlingen. Hierzu gehören besonders die folgenden Schädlinge: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:
Aus der Ordnung der Lepidoptera z.B. Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta .padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae. Aus der Ordnung der Coleoptera z.B. Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varive- stis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Cono- derus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus.From the order of the Lepidoptera, for example Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta .padella, Plutella xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp., Agristella syll spp., Earias insulana, Heliothis spp., Mamestra brassicae, Panolis flammea, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonelliella, Hofella tinellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaellaella tellaolaellaella tellaolaellaella tellaolaellaella pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima, Tortrix viridana, Cnaphalocerus spp., Oulema oryzae. From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Bruchidius obtectus, Acanthoscelides obtectus, Hylotrupes bajulus, Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodive chrysoisisamnaisppas, Atomium spp spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethus aeneuc., Ptin., Ptin psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus.
Die erfϊndungsgemäßen Wirkstoffkombinationen aus Verbindungen der Formel (I) und mindestens einer Verbindung der Formel (H) eignen sich darüber hinaus besonders gut zur Bekämpfung von „saugenden" Schädlingen. Hierzu gehören besonders die folgenden Schädlinge: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:
Aus der Ordnung der Homoptera z.B. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vapo- rariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp.From the order of the Homoptera e.g. Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Maculiiphumumpp padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp., Psylla spp.
Die erfϊndungsgemäßen Wirkstoffkombinationen zeichnen sich insbesondere durch eine hervor- ragende Wirkung gegen Raupen, Käferlarven, Spinnmilben, Blattläuse und Minierfliegen aus.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.
Die erfϊndungsgemäßen Wirkstoffkombinationen können in die üblichen Formulierungen überführt werden, wie Lösungen, Emulsionen, Spritzpulver, Suspensionen, Pulver, Stäubemittel, Pasten, lösliche Pulver, Granulate, Suspensions-Emulsions-Konzentrate, Wirkstoff-imprägnierte Natur- und synthetische Stoffe sowie Feinstverkapselungen in polymeren Stoffen.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 ,
Diese Formulierungen werden in bekannter Weise hergestellt, z.B. durch Vermischen der Wirkstoffe mit Streckmitteln, also flüssigen Lösungsmitteln und/oder festen Trägerstoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also Emulgiermitteln und/oder Dispergiermitteln und/oder schaumerzeugenden Mitteln.These 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.
Im Falle der Benutzung von Wasser als Streckmittel können z.B. auch organische Lösungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kommen im wesentlichen inIf water is used as an extender, e.g. organic solvents can also be used as auxiliary solvents. The liquid solvents essentially come in
Frage: Aromaten, wie Xylol, Toluol, oder Alkylnaphthaline, chlorierte Aromaten und chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene oder Methylenchlorid, alipha- tische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z.B. Erdölfraktionen, mineralische und pflanzliche Öle, Alkohole, wie Butanol oder Glykol sowie deren Ether und Ester, Ketone wie Aceton, Methylethylketon, Methylisobutylketon oder Cyclohexanon, stark polare Lösungsmittel, wie Dimethylformamid und Dimethylsulfoxid, sowie Wasser.Question: 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.
Als feste Träger Stoffe kommen in Frage:The following are suitable as solid carriers:
z.B. Ammoniumsalze und natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Gesteinsmehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate, als feste Trägerstoffe für Granulate kommen in Frage: z.B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Material wie Sägemehl, Kokosnussschalen, Maiskolben und Tabakstängeln; als Emulgier- und/oder schaumerzeugende Mittel kommen in Frage: z.B. nichtionogene und anionische Emulgatoren, wie Polyoxyethylen-Fettsäure-Ester, Polyoxyethylen-Fettalkohol-Ether, z.B. Alkylarylpolyglykolether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate; als Dispergiermittel kommen in Frage: z.B. Lignin-Sulfitablaugen und Methylcellulose.e.g. 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.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulvrige, körnige oder latexformige Polymere verwendet werden, wie Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürliche Phospholipide, wie Kephaline und Lecithine und synthetische Phospholipide. Weitere Additive können mineralische und vegetabile Öle sein.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.
Es können Farbstoffe wie anorganische Pigmente, z.B. Eisenoxid, Titanoxid, Ferrocyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyaninfarbstoffe und Spurennährstoffe wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink verwendet werden.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.
Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gew.-% Wirkstoff, vor- zugsweise zwischen 0,5 und 90 %.The formulations generally contain between 0.1 and 95% by weight of active compound, preferably between 0.5 and 90%.
Die erfϊndungsgemäßen Wirkstof kombinationen können in handelsüblichen Formulierungen sowie in den aus diesen Formulierungen bereiteten Anwendungsformen in Mischung mit anderen Wirkstoffen, wie Insektiziden, Lockstoffen, Sterilantien, Bakteriziden, Akariziden, Nematiziden, Fungiziden, wachstumsregulierenden Stoffen oder Herbiziden vorliegen. Zu den Insektiziden zählen beispielsweise Phosphorsäureester, Carbamate, Carbonsäureester, chlorierte Kohlenwasserstoffe, Phenylharnstoffe, durch Mikroorganismen hergestellte Stoffe u.a. Auch eine Mischung mit anderen bekannten Wirkstoffen, wie Herbiziden oder mit Düngemitteln und Wachstumsregulatoren ist möglich.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. Insecticides include, for example, phosphoric acid esters, carbamates, carboxylic acid esters, chlorinated hydrocarbons, phenylureas, substances produced by microorganisms and others A mixture with other known active ingredients, such as herbicides or with fertilizers and growth regulators, is also possible.
Die erfϊndungsgemäßen Wirkstoffkombinationen können ferner beim Einsatz als Insektizide in ihren handelsüblichen Formulierungen sowie in den aus diesen Formulierungen bereiteten Anwen- dungsformen in Mischung mit Synergisten vorliegen. Synergisten sind Verbindungen, durch die die Wirkung der Wirkstoffe gesteigert wird, ohne dass der zugesetzte Synergist selbst aktiv wirksam sein muss.When used as insecticides, 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.
Der Wirkstoffgehalt der aus den handelsüblichen Formulierungen bereiteten Anwendungsformen kann in weiten Bereichen variieren. Die Wirkstoffkonzentration der Anwendungsformen kann von 0,0000001 bis zu 95 Gew.-% Wirkstoff, vorzugsweise zwischen 0,0001 und 1 Gew.-% liegen.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.
Die Anwendung geschieht in einer den Anwendungsformen angepassten üblichen Weise.The application takes place in a customary manner adapted to the application forms.
Bei der Anwendung gegen Hygiene- und Vorratsschädlinge zeichnen sich die Wirkstoffkombinationen durch eine hervorragende Residualwirkung auf Holz und Ton sowie durch eine gute Alkalistabilität auf gekalkten Unterlagen aus.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.
Die erfϊndungsgemäßen Wirkstoffkombinationen wirken nicht nur gegen Pflanzen-, Hygiene- und Vorratsschädlinge, sondern auch auf dem veterinärmedizinischen Sektor gegen tierische Parasiten (Ektoparasiten) wie Schildzecken, Lederzecken, Räudemilben, Laufmilben, Fliegen (stechend und leckend), parasitierende Fliegenlarven, Läuse, Haarlinge, Federlinge und Flöhe. Zu diesen Parasiten gehören: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. These parasites include:
Aus der Ordnung der Anoplurida z.B. Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp..From the order of the Anoplurida e.g. Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp ..
Aus der Ordnung der Mallophagida und den Unterordnungen Amblycerina sowie Ischnocerina z.B. Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp..From the order of the Mallophagida and the subordinates Amblycerina and Ischnocerina e.g. Trimenopon spp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp ..
Aus der Ordnung Diptera und den Unterordnungen Nematocerina sowie Brachycerina z.B. 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.. Aus der Ordnung der Siphohapterida z.B. Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp..From the order Diptera and the subordinates 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., Ceratophyllus spp ..
Aus der Ordnung der Heteropterida z.B. Ci ex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp..From the order of the Heteropterida e.g. Ci ex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp ..
Aus der Ordnung der Blattarida z.B. Blatta orientalis, Periplaneta americana, Blattela germanica, Supella spp..From the order of the Blattarida e.g. Blatta orientalis, Periplaneta americana, Blattela germanica, Supella spp ..
Aus der Unterklasse der Acaria (Acarida) und den Ordnungen der Meta- sowie Mesostigmata z.B. Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Der anyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp., Varroa spp..From the subclass of Acaria (Acarida) and the orders of the Meta and Mesostigmata e.g. Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Der anyssus spp., Raillietia spp., Pneumony spp., Sternostoma spp., Varroa spp ..
Aus der Ordnung der Actinedida (Prostigmata) und Acaridida (Astigmata) z.B. Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Cytodites spp., Laminosioptes spp..From the order of the Actinedida (Prostigmata) and Acaridida (Astigmata) e.g. Acarapis spp., Cheyletiella spp., Ornithocheyletia 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 ..
Die erfϊndungsgemäßen Wirkstofflkombinationen eignen sich auch zur Bekämpfung von Arthropoden, die landwirtschaftliche Nutztiere, wie z.B. Rinder, Schafe, Ziegen, Pferde, Schweine, Esel, Kamele, Büffel, Kaninchen, Hühner, Puten, Enten, Gänse, Bienen, sonstige Haustiere wie z.B. Hunde, Katzen, Stubenvögel, Aquarienfische sowie sogenannte Versuchstiere, wie z.B. Hamster, Meerschweinchen, Ratten und Mäuse befallen. Durch die Bekämpfung dieser Arthropoden sollen Todesfälle und Leistungsminderungen (bei Fleisch, Milch, Wolle, Häuten, Eiern, Honig usw.) vermindert werden, so dass durch den Einsatz der erfϊndungsgemäßen Wirkstoffkombinationen eine wirtschaftlichere und einfachere Tierhaltung möglich ist.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. 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.
Die Anwendung der erfindungsgemäßen Wirkstoffkombinationen geschieht im Veterinärsektor in bekannter Weise durch enterale Verabreichung in Form von beispielsweise Tabletten, Kapseln, Tränken, Drenchen, Granulaten, Pasten, Boli, des feed-through-Verfahrens, von Zäpfchen, durch parenterale Verabreichung, wie zum Beispiel durch Injektionen (intramuskulär, subcutan, intravenös, intraperitonal u.a.), Implantate, durch nasale Applikation, durch dermale Anwendung in Form beispielsweise des Tauchens oder Badens (Dippen), Sprühens (Spray), Aufgießens (Pour- on und Spot-on), des Waschens, des Einpudems sowie mit Hilfe von wirkstoffhaltigen Formkörpern, wie Halsbändern, Ohrmarken, Schwanzmarken, Gliedmaßenbändern, Halftern, Markierungsvorrichtungen usw. Bei der Anwendung für Vieh", Geflügel, Haustiere etc. kann man die Wirkstofϊkombinationen als Formulierungen (beispielsweise Pulver, Emulsionen, fließfähige Mittel), die die Wirkstoffe in einer Menge von 1 bis 80 Gew.-% enthalten, direkt oder nach 100 bis 10 000-facher Verdünnung anwenden oder sie als chemisches Bad verwenden.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. When used for cattle ", poultry, pets and the like, the active compound used as formulations (for example powders, emulsions, flowables) 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.
Außerdem wurde gefunden, dass die erfϊndungsgemäßen Wirkstofϊkombinationen eine hohe insektizide Wirkung gegen Insekten zeigen, die technische Materialien zerstören.It was also found that the active compound combinations according to the invention show a high insecticidal action against insects which destroy industrial materials.
Beispielhaft und vorzugsweise - ohne jedoch zu limitieren - seien die folgenden Insekten genannt:The following insects may be mentioned by way of example and preferably, but without limitation:
Käfer wieBeetle like
Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticomis, Dendrobium pertinex, Emobius mollis, Priobium carpini, Lyctus brunneus, Lyctus afπcanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec. Tryptodendron spec. Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. Dinoderus minutus.Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticomis, Dendrobium pertinex, Emobius mollis, Priobium carpini, Lyctus brunneus, Lyctus afπcanus, Lyctus planicollis, Lyctus linearescese, Lyctus pubescuses, speculum, Lyctus linearesces, spec. Tryptodendron spec. Apate monachus, Bostrychus capucins, Heterobostrychus brunneus, Sinoxylon spec. Dinoderus minutus.
Hautflügler wieSkin wing like
Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Uroceras augur.Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Uroceras augur.
Termiten wieTermites like
Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwi iensis, Zootermopsis nevadensis, Coptotermes formosanus.Kalotermes flavicollis, Cryptotermes brevis, Heterotermes indicola, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwi iensis, Zootermopsis nevadensis, Coptotermes formosanus.
Borstenschwänze wie Lepisma saccharina.Bristle tails such as Lepisma saccharina.
Unter technischen Materialien sind im vorliegenden Zusammenhang nicht-lebende Materialien zu verstehen, wie vorzugsweise Kunststoffe, Klebstoffe, Leime, Papiere und Kartone, Leder, Holz, Holzverarbeitungsprodukte und Anstrichmittel.In the present context, technical materials are to be understood as non-living materials, such as preferably plastics, adhesives, glues, papers and cartons, leather, wood, wood processing products and paints.
Ganz besonders bevorzugt handelt es sich bei dem vor Insektenbefall zu schützenden Material um Holz und Holzverarbeitungsprodukte.The material to be protected from insect infestation is very particularly preferably wood and wood processing products.
Unter Holz und Holzverarbeitungsprodukten, welche durch das erfϊndungsgemäße Mittel bzw. dieses enthaltende Mischungen geschützt werden kann, ist beispielhaft zu verstehen: Bauholz, Holzbalken, Eisenbahnschwellen, Brückenteile, Bootsstege, Holzfahrzeuge, Kisten, Paletten, Container, Telefonmasten, Holzverkleidungen, Holzfenster und -türen, Sperrholz, Spanplatten, Tischlerarbeiten oder Holzprodukte, die ganz allgemein beim Hausbau oder in der . Bautischlerei Verwendung finden.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.
Die Wirkstoffkombinationen können als solche, in Form von Konzentraten oder allgemein üblichen Formulierungen wie Pulver, Granulate, Lösungen, Suspensionen, Emulsionen oder Pasten angewendet werden.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.
Die genannten Formulierungen können in an sich bekannter Weise hergestellt werden, z.B. durch Vermischen der Wirkstoffe mit mindestens einem Lösungs- bzw. Verdünnungsmittel, Emulgator, Dispergier- und/oder Binde- oder Fixiermittels, Wasser-Repellent, gegebenenfalls Sikkative und UV-Stabilisatoren und gegebenenfalls Farbstoffen und Pigmenten sowie weiteren Verarbeitungshilfsmitteln.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.
Die zum Schutz von Holz und Holzwerkstoffen verwendeten insektiziden Mittel oder Konzentrate enthalten den erfϊndungsgemäßen Wirkstoff in einer Konzentration von 0,0001 bis 95 Gew.-%, insbesondere 0,001 bis 60 Gew.-%.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.
Die Menge der eingesetzten Mittel bzw. Konzentrate ist von der Art und dem Vorkommen der Insekten und von dem Medium abhängig. Die optimale Einsatzmenge kann bei der Anwendung jeweils durch Testreihen ermittelt werden. Im allgemeinen ist es jedoch ausreichend 0,0001 bis 20 Gew.-%, vorzugsweise 0,001 bis 10 Gew.-%, des Wirkstoffs, bezogen auf das zu schützende Material, einzusetzen.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.
Als Lösungs- und/oder Verdünnungsmittel dient ein organisch-chemisches Lösungsmittel oder Lösungsmittelgemisch und/oder ein öliges oder ölartiges schwer flüchtiges organisch-chemisches Lösungsmittel oder Lösungsmittelgemisch und/oder ein polares organisch-chemisches Lösungsmittel oder Lösungsmittelgemisch und/oder Wasser und gegebenenfalls einen Emulgator und/oder Netzmittel.An organic chemical solvent or solvent mixture and / or an oily or oily or low-volatile organic chemical solvent or solvent mixture and / or a polar organic chemical solvent or solvent mixture and / or water and optionally an emulsifier and / or wetting agents.
Als organisch-chemische Lösungsmittel werden vorzugsweise ölige oder ölartige Lösungsmittel mit einer Verdunstungszahl über 35 und einem Flammpunkt oberhalb 30°C, vorzugsweise oberhalb 45°C, eingesetzt. Als derartige schwerflüchtige, wasserunlösliche, ölige und ölartige Lösungsmittel werden entsprechende Mineralöle oder deren Aromatenfraktionen oder mineralölhaltige Lösungsmittelgemische, vorzugsweise Testbenzin, Petroleum und/oder Alkylbenzol verwendet. Vorteilhaft gelangen Mineralöle mit einem Siedebereich von 170 bis 220°C, Testbenzin mit einem Siedebereich von 170 bis 220°C, Spindelöl mit einem Siedebereich von 250 bis 350°C, Petroleum bzw. Aromaten vom Siedebereich von 160 bis 280°C, Terpentinöl und dgl. zum Einsatz.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. Mineral oils with a boiling range of 170 to 220 ° C, white spirit with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or aromatics with a boiling range of 160 to 280 ° C, turpentine oil and Like. Used.
In einer bevorzugten Ausfuhrungsform werden flüssige aliphatische Kohlenwasserstoffe mit einem Siedebereich von 180 bis 210°C oder hochsiedende Gemische von aromatischen und aliphatischen Kohlenwasserstoffen mit einem Siedebereich von 180 bis 220°C und/oder Spindelöl und/oder Monochlomaphthalin, vorzugsweise α-Monochlornaphthalin, verwendet.In a preferred embodiment, 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 α-monochloronaphthalene, are used.
Die organischen schwerflüchtigen öligen oder ölartigen Lösungsmittel mit einer Verdunstungszahl über 35 und einem Flammpunkt oberhalb 30°C, vorzugsweise oberhalb 45 °C, können teilweise durch leicht oder mittelflüchtige organisch-chemische Lösungsmittel ersetzt werden, mit der Maßgabe, dass das Lösungsmittelgemisch ebenfalls eine Verdunstungszahl über 35 und einen Flammpunkt oberhalb 30°C, vorzugsweise oberhalb 45°C, aufweist und dass das Gemisch in diesem Lösungsmittelgemisch löslich oder emulgierbar ist.The 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.
Nach einer bevorzugten Ausführungsform wird ein Teil des organisch-chemischen Lösungsmittel oder Lδsungsmittelgemisches oder ein aliphatisches polares organisch-chemisches Lösungsmittel oder Lösungsmittelgemisch ersetzt. Vorzugsweise gelangen Hydroxyl- und/oder Ester- und/oder Ethergruppen enthaltende aliphatische organisch-chemische Lösungsmittel wie beispielsweise Glykolether, Ester oder dgl. zur Anwendung.According to a preferred embodiment, 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.
Als organisch-chemische Bindemittel werden im Rahmen der vorliegenden Erfindung die an sich bekannten wasserverdürmbaren und/oder in den eingesetzten organisch-chemischen Lösungsmitteln löslichen oder dispergier- bzw. emulgierbaren Kunstharze und/oder bindende trocknende Öle, insbesondere Bindemittel bestehend aus oder enthaltend ein Acrylatharz, ein Vinylharz, z.B. Polyvinylacetat, Polyesterharz, Polykondensations- oder Polyadditionsharz, Polyurethanharz, Alkydharz bzw. modifiziertes Alkydharz, Phenolharz, Kohlenwasserstoffharz wie Inden-Cumaron- harz, Siliconharz, trocknende pflanzliche und/oder trocknende Öle und/oder physikalisch trocknende Bindemittel auf der Basis eines Natur- und/oder Kunstharzes verwendet.In the context of the present invention, 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.
Das als Bindemittel verwendete Kunstharz kann in Form einer Emulsion, Dispersion oder Lösung, eingesetzt werden. Als Bindemittel können auch Bitumen oder bituminöse Substanzen bis zu 10 Gew.-%, verwendet werden. Zusätzlich können an sich bekannte Farbstoffe, Pigmente, wasserabweisende Mittel, Geruchskorrigentien und Inhibitoren bzw. Korrosionsschutzmittel und dgl. eingesetzt werden. Bevorzugt ist gemäß der Erfindung als organisch-chemische Bindemittel mindestens ein Alkydharz bzw. modifiziertes Alkydharz und/oder ein trocknendes pflanzliches Öl im Mittel oder im Konzentrat enthalten. Bevorzugt werden gemäß der Erfindung Alkydharze mit einem Ölgehalt von mehr als 45 Gew.-%, vorzugsweise 50 bis 68 Gew.-%, verwendet.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.
Das erwähnte Bindemittel kann ganz oder teilweise durch ein Fixierungsmittel(gemisch) oder ein Weichmacher(gemisch) ersetzt werden. Diese Zusätze sollen einer Verflüchtigung der Wirkstoffe sowie einer Kristallisation bzw. Ausfallen-- vorbeugen. Vorzugsweise ersetzen sie 0,01 bis 30 % des Bindemittels (bezogen auf 100 % des eingesetzten Bindemittels).All or part of the 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).
Die Weichmacher stammen aus den chemischen Klassen der Phthalsäureester wie Dibutyl-, Dioctyl- oder Benzylbutylphthalat, Phosphorsäureester wie Tributylphosphat, Adipinsäureester wie Di-(2-ethylhexyl)-adipat, Stearate wie Butylstearat oder Amylstearat, Oleate wie Butyloleat, Glycerinether oder höhermolekulare Glykolether, Glycerinester sowie p-Toluolsulfonsäureester.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.
Fixierungsmittel basieren chemisch auf Polyvinylalkylethern wie z.B. Polyvinylmethylether oder Ketonen wie Benzophenon, Ethylenbenzophenon.Fixing agents are chemically based on polyvinyl alkyl ethers such as e.g. Polyvinyl methyl ether or ketones such as benzophenone, ethylene benzophenone.
Als Lösungs- bzw. Verdünnungsmittel kommt insbesondere auch Wasser in Frage, gegebenenfalls in Mischung mit einem oder mehreren der oben genannten organisch-chemischen Lösungs- bzw. Verdünnungsmittel, Emulgatoren und Dispergatoren.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.
Ein besonders effektiver Holzschutz wird durch großtechnische Imprägnierverfahren, z.B. Vakuum, Doppelvakuum oder Druckverfahren, erzielt.A particularly effective wood protection is achieved through industrial impregnation processes, e.g. Vacuum, double vacuum or pressure process.
Zugleich können die erfϊndungsgemäßen Wirkstoffkombinationen zum Schutz vor Bewuchs von Gegenständen, insbesondere von Schiffskörpern, Sieben, Netzen, Bauwerken, Kaianlagen und Signalanlagen, welche mit See- oder Brackwasser in Verbindung kommen, eingesetzt werden.At the same time, 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.
Bewuchs durch sessile Oligochaeten, wie Kalkröhrenwürmer sowie durch Muscheln und Arten der G ppe Ledamorpha (Entenmuscheln), wie verschiedene Lepas- und Scalpellum-Arten, oder durch Arten der Gruppe Balanomorpha (Seepocken), wie Baianus- oder Pollicipes-Species, erhöht den Reibungswiderstand von Schiffen und führt in der Folge durch erhöhten Energieverbrauch und darüber hinaus durch häufige Trockendockaufenthalte zu einer deutlichen Steigerung der Betriebskosten.Overgrowth by sessile oligochaetes, such as lime tube worms, and by mussels and species of G ppe Ledamorpha (barnacles), such as various types of Lepas and Scalpellum, or by species from the group Balanomorpha (barnacles), such as Baianus or Pollicipes species, increases the frictional resistance of ships and subsequently leads to a significant increase in operating costs due to increased energy consumption and, moreover, frequent dry dock stays.
Neben dem Bewuchs durch Algen, beispielsweise Ectocarpus sp. und Ceramium sp., kommt insbesondere dem Bewuchs durch sessile Ento ostraken-Gruppen, welche unter dem Namen Cirripedia (Rankenflusskrebse) zusammengefasst werden, besondere Bedeutung zu. Es wurde nun überraschenderweise gefunden, dass die erfϊndungsgemäßen Wirkstoffkombina- tionen eine hervorragende Antifouling (Antibewuchs)-Wirkung aufweisen.In addition to the growth by algae, for example Ectocarpus sp. and Ceramium sp., vegetation by sessile entraster groups, which are grouped under the name Cirripedia (barnacles), is of particular importance. It has now surprisingly been found that the active ingredient combinations according to the invention have an excellent antifouling effect.
Durch Einsatz der erfϊndungsgemäßen Wirkstoffkombinationen kann auf den Einsatz von Schwermetallen wie z.B. in Bis(trialkylzinn)-sulfϊden, Tri-n-butylziimlaurat, Tri-«-butylzi_ιnchlorid, Kupfer(I)-oxid, Triethylzinnchlorid, Tri-n-butyl(2-phenyl-4-chlorρhenoxy)-zinn, Tributylzinnoxid, Molybdändisulfϊd, Antimonoxid, polymerem Butyltitanat, Phenyl-(bispyridin)-wismutchlorid, Tri- «-butylzinnfluorid, Manganethylenbisthiocarbamat, Zinkdimethyldithiocarbamat, Zinkethylen- bisthiocarbamat, Zink- und Kupfersalze von 2-Pyridinthiol-l-oxid, Bisdimethyldithiocarbamoyl- zinkethylenbisthiocarbamat, Zinkoxid, Kupfer(I)-ethylen-bisdithiocarbamat, Kupferthiocyanat, Kupfemaphthenat und Tributylzinhhalogeniden verzichtet werden oder die Konzentration dieser Verbindungen entscheidend reduziert werden.By using the active ingredient combinations according to the invention, heavy metals such as e.g. in bis (trialkyltin) sulfϊden, tri-n-butylziimlaurat, tri - «- butylzi_ιnchlorid, 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-bisdithiocarbamate, copper thiocyanate, copper phthalate and tributyltin halides or the concentration of these compounds can be significantly reduced.
Die anwendungsfertigen Antifoulingfarben können gegebenenfalls noch andere Wirkstoffe, vorzugsweise Algizide, Fungizide, Herbizide, Molluskizide bzw. andere Antifouling-Wirkstoffe enthalten.The ready-to-use antifouling paints can optionally contain other active ingredients, preferably algicides, fungicides, herbicides, molluscicides or other antifouling active ingredients.
Als Kombinationspartner für die erfϊndungsgemäßen Antifouling-Mittel eignen sich vorzugsweise:The following are preferably suitable as combination partners for the antifouling agents according to the invention:
Algizide wieAlgicides like
2-tert.-Bu1ylamino-4-cyclopropylamino-6-methylthio-l,3,5-triazin, Dichlorophen, Diuron, Endothal, Fentinacetat, Isoproturon, Methabenzthiazuron, Oxyfluorfen, Quinoclamine und Terbutryn;2-tert-Bu1ylamino-4-cyclopropylamino-6-methylthio-l, 3,5-triazine, dichlorophene, diuron, endothal, fentin acetate, isoproturon, methabenzthiazuron, oxyfluorfen, quinoclamine and terbutryn;
Fungizide wieFungicides like
Benzo[b]thiophencarbonsäurecyclohexylamid-S,S-dioxid, Dichlofluanid, Fluorfolpet, 3-Iod-2-pro- pinyl-butylcarbamat, Tolylfluanid und Azole wieBenzo [b] thiophenecarboxylic acid cyclohexylamide-S, S-dioxide, dichlofluanid, fluorfolpet, 3-iodo-2-propynyl-butylcarbamate, tolylfluanid and azoles such as
Azaconazole, Cyproconazole, Epoxyconazole, Hexaconazole, Metconazole, Propiconazole und Te- buconazole;Azaconazole, cyproconazole, epoxyconazole, hexaconazole, metconazole, propiconazole and tabonazole;
Molluskizide wieMolluscicides like
Fentinacetat, Metaldehyd, Methiocarb, Niclosamid, Thiodicarb und Trimethacarb;Fentin acetate, metaldehyde, methiocarb, niclosamide, thiodicarb and trimethacarb;
oder herkömmliche Antifouling-Wirkstoffe wieor conventional antifouling agents such as
4,5 -Dichlor-2-octyl-4-isothiazolin-3 -on, Diiodmethylparatrylsulfon, 2-(N,N-Dimethylthiocarbamo- ylthio)-5-nitrothiazyl, Kalium-, Kupfer-, Natrium- und Zinksalze von 2-Pyridinthiol-l-oxid, Pyridin-triphenylboran, . Tefrabutyldistannoxan, 2,3,5,6-Tettac or-4-(methylsulfonyl)-pyridin, 2,4,5,6-Tetrachloroisophthalonitril, Tetramethylthiuramdisulfid und 2,4,6-Trichlorphenylmalein- imid.4,5-dichloro-2-octyl-4-isothiazolin-3 -one, diiodomethylparatrylsulfone, 2- (N, N-dimethylthiocarbamoylthio) -5-nitrothiazyl, potassium, copper, sodium and zinc salts of 2-pyridinethiol -l-oxide, Pyridine triphenylborane,. Tefrabutyldistannoxane, 2,3,5,6-tettac or-4- (methylsulfonyl) pyridine, 2,4,5,6-tetrachloroisophthalonitrile, tetramethylthiuram disulfide and 2,4,6-trichlorophenylmaleimide.
Die verwendeten Antifoultng-Mittel enthalten die erfindungsgemäßen Wirkstoffkombinationen in einer Konzentration von 0,001 bis 50 Gew.-%, insbesondere von 0,01 bis 20 Gew.-%.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.
Die erfindungsgemäßen Antifouling-Mittel enthalten desweiteren die üblichen Bestandteile wie z.B. in Ungerer, Chem. Ind. 1985, 37, 730-732 und Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973 beschrieben.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.
Antifoulmg-Anstrichmittel enthalten neben den algiziden, fungiziden, molluskiziden und erfin- dungsgemäßen insektiziden Wirkstoffen insbesondere Bindemittel.In addition to the algicidal, fungicidal, molluscicidal and insecticidal active substances according to the invention, antifoulm paints contain in particular binders.
Beispiele für anerkannte Bindemittel sind Polyvinylchlorid in einem Lösungsmittelsystem, chlorierter Kautschuk in einem Lösungsmittelsystem, Acrylharze in einem Lösungsmittelsystem insbesondere in einem wäßrigen System, VinylchloriάWinylacetat-Copolymersysteme in Form wässriger Dispersionen oder in Form von organischen Lösungsmittelsystemen, Butadien/- Styrol/Acrylnitril-Kautschuke, trocknende Öle, wie Leinsamenöl, Harzester oder modifizierte Hartharze in Kombination mit Teer oder Bitumina, Asphalt sowie Epoxyverbindungen, geringe Mengen Chlorkautschuk, chloriertes Polypropylen und Vinylharze.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.
Gegebenenfalls enthalten Anstrichmittel auch anorganische Pigmente, organische Pigmente oder Farbstoffe, welche vorzugsweise in Seewasser unlöslich sind. Femer können Anstrichmittel Mate- rialien, wie Kolophonium enthalten, um eine gesteuerte Freisetzung der Wirkstoffe zu ermöglichen. Die Anstriche können femer Weichmacher, die Theologischen Eigenschaften beeinflussende Modifizierungsmittel sowie andere herkömmliche Bestandteile enthalten. Auch in Self- Polishing-Antifouling-Systemen können die erfindungsgemäßen Verbindungen oder die oben genannten Mischungen eingearbeitet werden.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.
Die Wirkstoffkombinationen eignen sich auch zur Bekämpfung von tierischen Schädlingen, insbesondere von Insekten, Spinnentieren und Milben, die in geschlossenen Räumen, wie beispielsweise Wohnungen, Fabrikhallen, Büros, Fahrzeugkabinen u.a. vorkommen. Sie können zur Bekämpfung dieser Schädlinge in Haushaltsinsektizid-Produkten verwendet werden. Sie sind gegen sensible und resistente Arten sowie gegen alle Entwicklungsstadien wirksam. Zu diesen Schädlingen gehören:The active ingredient combinations are also suitable for combating animal pests, 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:
Aus der Ordnung der Scorpionidea z.B. Buthus occitanus. Aus der Ordnung der Acariria z.B. Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Omithodoms moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae.From the order of the Scorpionidea, for example Buthus occitanus. From the order of the 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.
Aus der Ordnung der Araneae z.B. Aviculariidae, Araneidae.From the order of the Araneae e.g. Aviculariidae, Araneidae.
Aus der Ordnung der Opiliones z.B. Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.From the order of the Opiliones e.g. Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.
Aus der Ordnung der Isopoda z.B. Oniscus asellus, Porcellio scaber.From the order of the Isopoda e.g. Oniscus asellus, Porcellio scaber.
Aus der Ordnung der Diplopoda z.B. Blaniulus guttulatus, Polydesmus spp..From the order of the Diplopoda e.g. Blaniulus guttulatus, Polydesmus spp ..
Aus der Ordnung der Chilopoda z.B. Geophilus spp..From the order of the Chilopoda e.g. Geophilus spp ..
Aus der Ordnung der Zygentoma z.B. Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus.From the order of the Zygentoma e.g. Ctenolepisma spp., Lepisma saccharina, Lepismodes inquilinus.
Aus der Ordnung der Blattaria z.B. Blatta orientalies, Blattella germanica, Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa.From the order of the Blattaria e.g. Blatta orientalies, Blattella germanica, Blattella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa.
Aus der Ordnung der Saltatoria z.B. Acheta domesticus.From the order of the Saltatoria e.g. Acheta domesticus.
Aus der Ordnung der Dermaptera z.B. Forfϊcula auricularia.From the order of the Dermaptera e.g. Forfϊcula auricularia.
Aus der Ordnung der Isoptera z.B. Kalotermes spp., Reticulitermes spp.From the order of the Isoptera e.g. Kalotermes spp., Reticulitermes spp.
Aus der Ordnung der Psocoptera z.B. Lepinatus spp., Liposcelis spp.From the order of the Psocoptera e.g. Lepinatus spp., Liposcelis spp.
Aus der Ordnung der Coleptera z.B. Anthrenus spp., Attagenus spp., Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceum.From the order of the Coleptera e.g. Anthrenus spp., Attagenus spp., Dermestes spp., Latheticus oryzae, Necrobia spp., Ptinus spp., Rhizopertha dominica, Sitophilus granarius, Sitophilus oryzae, Sitophilus zeamais, Stegobium paniceum.
Aus der Ordnung der Diptera z.B. Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Drosophila spp., Fannia canicularis, Musca domestica, Phlebotomus spp., Sarcophaga carnaria, Simulium spp., Stomoxys calcitrans, Tipula paludosa.From the order of the Diptera e.g. Aedes aegypti, Aedes albopictus, Aedes taeniorhynchus, Anopheles spp., Calliphora erythrocephala, Chrysozona pluvialis, Culex quinquefasciatus, Culex pipiens, Culex tarsalis, Phrosophila spp., Fannia canicularis calcitrans, Tipula paludosa.
Aus der Ordnung der Lepidoptera z.B. Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella. Aus der Ordnung der Siphonaptera z.B. Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.From the order of the Lepidoptera, for example Achroia grisella, Galleria mellonella, Plodia interpunctella, Tinea cloacella, Tinea pellionella, Tineola bisselliella. From the order of the Siphonaptera, for example Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis.
Aus der Ordnung der Hymenoptera z.B. Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.From the order of the Hymenoptera e.g. Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum.
Aus der Ordnung der Anoplura z.B. Pediculus humanus capitis, Pediculus humanus corporis, Phthims pubis.From the order of the anoplura e.g. Pediculus humanus capitis, Pediculus humanus corporis, Phthims pubis.
Aus der Ordnung der Heteroptera z.B. Ci ex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.From the order of the Heteroptera e.g. Ci ex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans.
Die Anwendung erfolgt in Aerosolen, drucklosen Sprühmitteln, z.B. Pump- und Zerstäubersprays, Nebelautomaten, Foggem, Schäumen, Gelen, Verdampferprodukten mit Verdampferplättchen aus Cellulose oder Kunststoff, Flüssigverdampfern, Gel- und Membranverdampfern, propellergetriebenen Verdampfern, energielosen bzw. passiven Verdampfungssystemen, Mottenpapieren, Mottensäckchen und Mottengelen, als Granulate oder Stäube, in Streuködern oder Köderstationen.They are used in aerosols, non-pressurized sprays, e.g. Pump and atomizer sprays, fog machines, foggels, foams, gels, vaporizer products with vaporizer platelets made of cellulose or plastic, liquid vaporizers, gel and membrane vaporizers, propeller-driven vaporizers, energy-free or passive evaporation systems, moth papers, moth bags and moth gels, as granules or dust, in scattered dust or bait stations.
Erfϊndungsgemäß 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 und unterirdischen Teile und Organe der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft, Blätter, Nadeln, Stängel, Stämme, Blüten, Fruchtkörper, Früchte und Samen sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen gehört auch Erntegut sowie vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen.According to the invention, all 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.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Wirkstoffen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z.B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbesondere bei Samen, weiterhin durch ein- oder mehrschichtiges Umhüllen. Wie bereits oben erwähnt, können erfindungsgemäß alle Pflanzen und deren Teile behandelt werden. In einer bevorzugten Ausführungsform werden wild vorkommende oder durch konventionelle biologische Zuchtmethoden, wie Kreuzung oder Protoplastenfusion erhaltenen Pflanzenarten und Pflanzensorten sowie deren Teile behandelt. In einer weiteren bevorzugten Aus- führungsform werden transgene Pflanzen und Pflanzensorten, die durch gentechnologische Methoden gegebenenfalls in Kombination mit konventionellen Methoden erhalten wurden (Genetically Modifϊed Organisms) und deren Teile behandelt. Der Begriff „Teile" bzw. „Teile von Pflanzen" oder „Pflanzenteile" wurde oben erläutert.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. As already mentioned above, according to the invention, all plants and their parts can be treated. In a preferred embodiment, wild plant species or plant species and their parts obtained by conventional biological breeding methods, such as crossing or protoplast fusion, are treated. 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 their parts are treated. The term “parts” or “parts of plants” or “parts of plants” was explained above.
Besonders bevorzugt werden erfindungsgemäß Pflanzen der jeweils handelsüblichen oder in Gebrauch befindlichen Pflanzensorten behandelt.Plants of the plant varieties which are in each case commercially available or in use are particularly preferably treated according to the invention.
Je nach Pflanzenarten bzw. Pflanzensorten, deren Standort und Wachstumsbedingungen (Böden, Klima, Vegetationsperiode, Ernährung) können durch die erfindungsgemäße Behandlung auch überadditive („synergistische") Effekte auftreten. So sind beispielsweise erniedrigte Aufwandmengen und/oder Erweiterungen des Wirkungsspektrams und/oder eine Verstärkung der Wirkung der erfϊndungsgemäß 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.Depending on the plant species or plant cultivars, their location and growth conditions (soils, climate, vegetation period, nutrition), the treatment according to the invention can also cause superadditive (“synergistic”) effects. 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.
Zu den bevorzugten erfϊndungsgemäß 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 fiir 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 Emährungswert 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, pflanzen- pathogenen 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, Baumwolle, Tabak, Raps sowie Obstpflanzen (mit den Früchten Äpfel, Birnen, Zitrusfrüchten 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 CryIA(a), CryIA(b), CryIA(c), CryllA, CrylllA, CrymB2, 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 Imida- zolinonen, Sulfonylharn-stoffen, 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 Mais- sorten, 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) ertrieben 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), EVO® (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").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. Examples of 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. The properties (“traits”) 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”). As 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. Examples of “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). Examples of 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 (conventionally bred to herbicide tolerance) 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.
Die aufgeführten Pflanzen können besonders vorteilhaft erfindungsgemäß mit den erfindungsgemäßen Wirkstoffmischungen behandelt werden. Die bei den Mischungen oben angegebenen Vorzugsbereiche gelten auch für die Behandlung dieser Pflanzen. Besonders hervorgehoben sei die Pflanzenbehandlung mit den im vorliegenden Text speziell aufgeführten Mischungen.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.
Die gute insektizide und akarizide Wirkung der erfindungsgemäßen Wirkstoffkombinationen geht aus den nachfolgenden Beispielen hervor. Während die einzelnen Wirkstoffe in der Wirkung Schwächen aufweisen, zeigen die Kombinationen eine Wirkung, die über eine einfache Wirkungs- summierung hinausgeht. Ein synergistischer Effekt liegt bei Insektiziden und Akariziden immer dann vor, wenn die Wirkung der Wirkstofϊkombinationen größer ist als die Summe der Wirkungen der einzeln appli- zierten Wirkstoffe.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.
Die zu erwartende Wirkung für eine gegebene Kombination zweier Wirkstoffe kann wie folgt nach der so genannten „Colby-Fomel" berechnet werden (vgl. S.R. Colby, „Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 1967.15, 20-22):The expected effect for a given combination of two active ingredients can be calculated as follows according to the so-called "Colby formula" (see S.R. Colby, "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 1967.15, 20-22):
WennIf
X den Abtötungsgrad, ausgedrückt in % der unbehandelten Kontrolle, beim Einsatz des Wirkstoffes A in einer Aufwandmenge von m g/ha oder in einer Konzentration von m ppm bedeutet,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 den Abtötungsgrad, ausgedrückt in % der unbehandelten Kontrolle, beim Einsatz des Wirkstoffes B in einer Aufwandmenge von n g ha oder in einer Konzentration von n ppm bedeutet undY 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 den Abtötungsgrad, ausgedrückt in % der unbehandelten Kontrolle, beim Einsatz der Wirkstoffe A und B in Aufwandmengen von und n g/ha oder in einer Konzentration von m und n ppm bedeutet,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,
X • Y dann ist E = X + Y 100X • Y then E = X + Y 100
Ist der tatsächliche insektizide Abtötungsgrad größer als berechnet, so ist die Kombination in ihrer Abtötung überadditiv, d.h. es liegt ein synergistischer Effekt vor. In diesem Fall muss der tatsächlich beobachtete Abtötungsgrad größer sein als der aus der oben angeführten Formel errechnete Wert für den erwarteten Abtötungsgrad (E). If the actual degree of insecticidal killing is greater than calculated, the combination is superadditive in its killing, ie there is a synergistic effect. In this case, the degree of mortality actually observed must be greater than the value for the expected degree of mortality (E) calculated from the above formula.
BeispieleExamples
Beispiel AExample A
Phaedon-Larven-TestPhaedon larvae test
Lösungsmittel: 7 Gewichtsteile DimethylformamidSolvent: 7 parts by weight of dimethylformamide
Emulgator: 2 Gewichtsteile AlkylarylpolyglykoletherEmulsifier: 2 parts by weight of alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung vermischt man 1 Gewichtsteil Wirkstoff mit den angegebenen Mengen Lösungsmittel und Emulgator und verdünnt das Konzentrat mit emulgatorhaltigem Wasser auf die gewünschte Konzentration.To produce a suitable preparation of 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.
Kohlblätter (Brassica oleracea) werden durch Tauchen in die Wirkstoffzubereitung der ge- wünschten Konzentration behandelt und mit Larven des Meerrettichblattkäfers (Phaedon cochleariae) besetzt, solange die Blätter noch feucht sind.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.
Nach der gewünschten Zeit wird die Abtötung in % bestimmt. Dabei bedeutet 100 %, dass alle Käferlarven abgetötet wurden; 0 % bedeutet, dass keine Käferlarven abgetötet wurden. Die ermittelten Abtötungswerte verrechnet man nach der Colby-Formel (siehe Seite 33).After the desired time, 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).
Bei diesem Test zeigte die folgende Wirkstofϊkombination gemäß vorliegender Anmeldung eine synergistisch verstärkte Wirksamkeit im Vergleich zu den einzeln angewendeten Wirkstoffen: In this test, the following combination of active substances according to the present application showed a synergistically enhanced activity compared to the individually used active substances:
Tabelle A Pflanzenschädigende Insekten Phaedon-Larven-TestTable A Plant Harmful Insect Phaedon Larva Test
* gef. = gefundene Wirkung ** ber. = nach der Colby-Formel berechnete Wirkung * found = Effect found ** calc. = Effect calculated using Colby's formula
Beispiel BExample B
Spodoptera frugiperda-TestSpodoptera frugiperda test
Lösungsmittel: 7 Gewichtsteile DimethylformamidSolvent: 7 parts by weight of dimethylformamide
Emulgator: 2 Gewichtsteil AlkylarylpolyglykoletherEmulsifier: 2 parts by weight of alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung vermischt man 1 Gewichtsteil Wirkstoff mit den angegebenen Mengen Lösungsmittel und Emulgator und verdünnt das Konzentrat mit emulgatorhaltigem Wasser auf die gewünschte Konzentration.To produce a suitable preparation of 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.
Kohlblätter (Brassica oleracea) werden durch Tauchen in die Wirkstoffzubereitung der gewünschten Konzentration behandelt und mit Raupen des Heerwurms (Spodoptera frugiperda) besetzt, solange die Blätter noch feucht sind.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.
Nach der gewünschten Zeit wird die Abtötung in % bestimmt. Dabei bedeutet 100 %, dass alle Raupen abgetötet wurden; 0 % bedeutet, dass keine Raupen abgetötet wurden. Die ermittelten Abtötungswerte verrechnet man nach der Colby-Formel (siehe Seite 33).After the desired time, 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).
Bei diesem Test zeigte die folgende Wirkstoffkombination gemäß vorliegender Anmeldung eine synergistisch verstärkte Wirksamkeit im Vergleich zu den einzeln angewendeten Wirkstoffen: In this test, the following combination of active substances according to the present application showed a synergistically enhanced activity compared to the individually used active substances:
Tabelle B Pflanzenschädigende Insekten Spodoptera frugiperda-TestTable B plant-damaging insect Spodoptera frugiperda test
* gef. = gefundene Wirkung ** ber. = nach der Colby-Formel berechnete Wirkung * found = Effect found ** calc. = Effect calculated using Colby's formula

Claims

Patentansprücheclaims
Mittel, enthaltend Verbindungen der Formel (I)Agent containing compounds of the formula (I)
in welcher in which
X für Ci-Cg-Alkyl, Brom, Ci-Cg-Alkoxy oder C -C3-Halogenalkyl steht,X represents Ci-Cg-alkyl, bromine, Ci-Cg-alkoxy or C -C3-haloalkyl,
Y für Wasserstoff, Ci-Cg-Alkyl, Halogen, Ci-Cg-Alkoxy, C -C3 -Halogenalkyl steht,Y represents hydrogen, Ci-Cg-alkyl, halogen, Ci-Cg-alkoxy, C -C3 -haloalkyl,
Z für C -Cg-Alkyl, Halogen, C -Cg-Alkoxy steht, n fiir eine Zahl von 0-3 steht,Z represents C -Cg-alkyl, halogen, C -Cg-alkoxy, n represents a number from 0-3,
A fiir Wasserstoff oder jeweils gegebenenfalls durch Halogen substituiertes geradkettiges oder verzweigtes C -C 2-Alkyl, C2-Cg-Alkenyl, C2-Cg-Alkinyl, CJ-CIQ- Alkoxy-C -Cg-alkyl, C -Cg-Polyalkoxy-C2-Cg-alkyl, C -C 0-Alkylthio-C2-Cg- alkyl, Cycloalkyl mit 3-8 Ringatomen, das durch Sauerstoff und/oder Schwefel unterbrochen sein kann oder jeweils gegebenenfalls durch Halogen, C -Cg-Alkyl, C -Cg-Halogenalkyl-, C -Cg-Alkoxy-, C -Cg-Halogenalkoxy, Nitro substituiertes Phenyl oderPhenyl-C -Cg-alkyl steht,A for hydrogen or in each case optionally substituted by halogen, straight-chain or branched C -C 2 -alkyl, C2-Cg-alkenyl, C2-Cg-alkynyl, CJ-CI Q - alkoxy-C -Cg-alkyl, C -Cg-polyalkoxy- C 2 -Cg-alkyl, C -C 0 -alkylthio-C 2 -Cg-alkyl, cycloalkyl with 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur or in each case optionally by halogen, C -Cg-alkyl, C -Cg-haloalkyl-, C -Cg-alkoxy-, C -Cg-haloalkoxy, nitro-substituted phenyl or phenyl-C -Cg-alkyl,
B für Wasserstoff, C^Cg-Alkyl oder Ci-Cg-Alkoxy- Cι-C4-alkyl steht oder worinB represents hydrogen, C 1 -C 6 -alkyl or C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl or in which
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten oder ungesättigten, gegebenenfalls durch Sauerstoff und/oder Schwefel unterbrochenen und gegebenenfalls durch Halogen, C -Cg-Alkyl, C -Cg-Alkoxy, C -C4-Halogenalkyl, C -C^-Halogenalkoxy, Ci-C^-Alkylthio oder gegebenenfalls substituiertes Phenyl substituierten oder gegebenenfalls benzokondensierten 3- bis 8-gliedrigen Ring bilden, G fiir Wasserstoff (a) oder fiir die GruppenA 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 by halogen, C -Cg-alkyl, C -Cg-alkoxy, C -C4-haloalkyl, C. -C ^ -haloalkoxy, Ci-C ^ alkylthio or optionally substituted phenyl substituted or optionally benzo-fused 3- to 8-membered ring, For hydrogen (a) or for the groups
CO-R1 (b) (°) — SOj-R3 (d)CO-R 1 (b) (°) - SOj-R 3 (d)
in welchenin which
Rl für jeweils gegebenenfalls durch Halogen substituiertes C -C-20-Alkyl, C2-C20- Alkenyl, Cι-Cg-Alkoxy-C -Cg-alkyl, Cι-Cg-Alkylthio-C -Cg-alkyl, Ci-Cg- Polyalkoxy-C2-Cg-alkyl oder Cycloalkyl mit 3-8 Ringatomen, das durch Sauerstoff- und/oder Schwefelatome unterbrochen sein kann, steht, für gegebenenfalls durch Halogen, Nitro, Ci -Cg-Alkyl, C -Cg-Alkoxy, C -Cg- Halogenalkyl, C -Cg-Halogenalkoxy-substituiertes Phenyl steht, fiir gegebenenfalls durch Halogen-, C -Cg-Alkyl, C -Cg-Alkoxy-, Cι~Cg- Halogenalkyl-, Ci-Cg-Halogenalkoxy-substituiertes Phenyl-Ci-Cg-alkyl steht, für jeweils gegebenenfalls durch Halogen und/oder C -Cg-Alkyl substituiertes Pyridyl, Pyrimidyl, Thiazolyl oder Pyrazolyl steht, für gegebenenfalls durch Halogen und/oder C -Cg-Alkyl-substituiertes Phenoxy- C -Cg-alkyl steht,Rl for each optionally substituted by halogen C -C-20-alkyl, C2-C20-alkenyl, -C-Cg-alkoxy-C -Cg-alkyl, -C-Cg-alkylthio-C -Cg-alkyl, Ci-Cg-polyalkoxy -C2-Cg-alkyl or cycloalkyl having 3-8 ring atoms, which can be interrupted by oxygen and / or sulfur atoms, is optionally halogen, nitro, Ci-Cg-alkyl, C -Cg-alkoxy, C -Cg - Haloalkyl, C -Cg-haloalkoxy-substituted phenyl, optionally for halogen, C -Cg-alkyl, C-Cg-alkoxy-, Cι ~ Cg-haloalkyl, Ci-Cg-haloalkoxy-substituted phenyl-Ci- Cg-alkyl is pyridyl, pyrimidyl, thiazolyl or pyrazolyl which is optionally substituted by halogen and / or C-Cg-alkyl, is phenoxy-C-Cg-alkyl which is optionally substituted by halogen and / or C -Cg-alkyl .
R2 für jeweils gegebenenfalls durch Halogen substituiertes C -C20-Al yl, C2-C20- Alkenyl, C -Cg-Alkoxy-C2-Cg-alkyl oder C -Cg-Polyalkoxy-C2-Cg-alkyl steht, für jeweils gegebenenfalls durch Halogen, Nitro, Ci-Cg-Alkyl, Ci-Cg-Alkoxy, C -Cg-Halogenalkyl-substituiertes Phenyl oder Benzyl steht,R 2 represents in each case optionally substituted by halogen C -C20 -Al yl, C2-C20-alkenyl, C -Cg-alkoxy-C2-Cg-alkyl or C -Cg-polyalkoxy-C2-Cg-alkyl, each in each case by Halogen, nitro, Ci-Cg-alkyl, Ci-Cg-alkoxy, C -Cg-haloalkyl-substituted phenyl or benzyl,
R3 für gegebenenfalls durch Halogen substituiertes C -Cg-Alkyl, für jeweils gegebenenfalls durch C -C4-Al l, Halogen, C -C4-Halogenalkyl, C -C4-Alkoxy, C - C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl oder Benzyl steht,R3 for C -Cg-alkyl optionally substituted by halogen, for phenyl or benzyl substituted in each case optionally by C -C4-Al 1, halogen, C -C4-haloalkyl, C -C4-alkoxy, C - C4-haloalkoxy, nitro or cyano stands,
R4 und R unabhängig voneinander für jeweils gegebenenfalls durch Halogen substituiertes Ci-Cg-Alkyl, Ci-Cg-Alkoxy, C -Cg-Alkylamino, Di-(C -Cg)-Alkylamino, Cι-Cg-Alkylthio, C2-C5-Alkenylthio, C2-C5-Alkinylthio, C3-C7-Cycloalkylthio, für jeweils gegebenenfalls durch Halogen, Nitro, Cyano, Cι-C-4-Alkoxy, C1-C4- Halogenalkoxy, C -C4-Alkylthio, C -C4-Halogenalkylthio, C -C4-Alk l, C -C4- Halogenalkyl substituiertes Phenyl, Phenoxy oder Phenylthio stehen,R 4 and R independently of one another each represent Ci-Cg-alkyl, Ci-Cg-alkoxy, C-Cg-alkylamino, di- (C-Cg) -alkylamino, optionally substituted by halogen, -C-Cg-alkylthio, C2-C5-alkenylthio, C 2 -C 5 -alkynylthio, C 3 -C7-cycloalkylthio, for each optionally by halogen, nitro, cyano, -C-C-4-alkoxy, C1-C4-haloalkoxy , C -C4-alkylthio, C -C4-haloalkylthio, C -C4-alk l, C -C4-haloalkyl substituted phenyl, phenoxy or phenylthio,
R" und R' unabhängig voneinander für jeweils gegebenenfalls durch Halogen substituiertes Cι-Cιo-Alk l, Cι-C o-Alkoxy, C3-Cg-Alkenyl, Cι-Cg-Alkoxy-Cι-Cg- alkyl, fiir gegebenenfalls durch Halogen, Ci-Cg-Halogenalkyl, C -Cg-Alkyl oder Ci -Cg-Alkoxy substituiertes Phenyl, für gegebenenfalls durch Halogen, C -Cg- Alkyl, Ci-Cg-Halogenalkyl oder Ci-Cg-Alkoxy substituiertes Benzyl steht oder zusammen fiir einen gegebenenfalls durch Sauerstoff oder Schwefel unterbrochenen 5- bis 6-gliedrigen Ring stehen, der gegebenenfalls durch Ci -Cg-Alkyl substituiert sein kann,R "and R 'independently of one another for C 1 -C 8 -alk l, C 1 -C 8 -alkoxy, C 3 -C 8 -alkenyl, C 1 -C 6 -alkoxy-C 1 -C 8 -alkyl, optionally substituted by halogen, for optionally by halogen, Ci-Cg-haloalkyl, C -Cg-alkyl or Ci-Cg-alkoxy substituted phenyl, for benzyl optionally substituted by halogen, C-Cg-alkyl, Ci-Cg-haloalkyl or Ci-Cg-alkoxy or together for an optionally 5 to 6-membered ring interrupted by oxygen or sulfur, which may optionally be substituted by C 1 -C 6 -alkyl,
und mindestens ein Phthalsäurediamid der Formel (II)and at least one phthalic acid diamide of the formula (II)
in welcherin which
K für Halogen, Cyano, Alkyl, Halogenalkyl, Alkoxy oder Halogenalkoxy steht,K represents halogen, cyano, alkyl, haloalkyl, alkoxy or haloalkoxy,
Rel, Re2, Re^ jeweils unabhängig voneinander für Wasserstoff, Cyano, für gegebenenfalls durch Halogen substituiertes C3-Cg-Cycloalkyl oder für eine Gruppe der Formel M2-QRel, Re 2 , 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 2 -Q
stehen, in welcherstand in which
M* für gegebenenfalls substituiertes Alkylen, Alkenylen oder Alkinylen steht,M * represents optionally substituted alkylene, alkenylene or alkynylene,
Q für Wasserstoff, Halogen, Cyano, Nitro, Halogenalkyl, jeweils gegebenenfalls substituiertes C3-Cg-Cycloalkyl, Alkylcarbonyl oder Alkoxycarbonyl, jeweils gege- benenfalls substituiertes Phenyl, Hetaryl oder für eine Gruppe T-Re4 steht,Q for 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 stands,
in welcherin which
T für -0-, -S(0)m- oder — N — steht, Re5 T stands for -0-, -S (0) m - or - N -, Re 5
Re4 für Wasserstoff, jeweils gegebenenfalls subsitutiertes Alkyl, Alkenyl, Alkinyl, Cycloalkyl, Cycloalkyl-alkyl, Alkoxyalkyl, Alkylcarbonyl, Alkoxycarbonyl, Phenyl, Phenylalkyl, Phenylalkoxy, Hetaryl, Hetarylalkyl steht,Re 4 represents hydrogen, in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkylcarbonyl, alkoxycarbonyl, phenyl, phenylalkyl, phenylalkoxy, hetaryl, hetarylalkyl,
Re^ für Wasserstoff, für jeweils gegebenenfalls substituiertes Alkylcarbonyl, Alkoxycarbonyl, Phenylcarbonyl oder Phenylalkoxycarbonyl steht,Re ^ represents hydrogen, in each case optionally substituted alkylcarbonyl, alkoxycarbonyl, phenylcarbonyl or phenylalkoxycarbonyl,
k für die Zahlen 1 bis 4 steht, für die Zahlen 0 bis 2 steht,k represents the numbers 1 to 4, represents the numbers 0 to 2,
Re^ und Re2 gemeinsam einen gegebenenfalls substituierten vier- bis siebengliedrigen Ring bilden, der gegebenenfalls durch Heteroatome unterbrochen sein kann,Re ^ and Re 2 together form an optionally substituted four- to seven-membered ring which can optionally be interrupted by heteroatoms,
Ll und iß unabhängig voneinander für Wasserstoff, Halogen, Cyano oder jeweils gegebenenfalls substituiertes Alkyl, Alkoxy, Alk-S(0)m-, Phenyl, Phenoxy oder Hetaryloxy stehen,Ll and ß independently of one another represent hydrogen, halogen, cyano or in each case optionally substituted alkyl, alkoxy, alk-S (0) m -, phenyl, phenoxy or hetaryloxy,
L2 fiir Wasserstoff, Halogen, Cyano, jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Alkinyl, Halogenalkyl, Cycloalkyl, Phenyl, Hetaryl oder für die GruppeL 2 for hydrogen, halogen, cyano, in each case optionally substituted alkyl, alkenyl, alkynyl, haloalkyl, cycloalkyl, phenyl, hetaryl or for the group
M2-Re6 steht,M 2 -Re 6 stands,
in welcherin which
M2 fiir -O- oder -S(0)m- steht,M 2 represents -O- or -S (0) m -,
undand
Re^ fiir jeweils gegebenenfalls substituiertes Alkyl, Alkenyl, Alkinyl, Cycloalkyl, Phenyl oder Hetaryl steht,Re ^ represents in each case optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, phenyl or hetaryl,
Ll und L^ oder L und L2 gemeinsam einen gegebenenfalls substituierten fünf- bis sechsgliedrigen Ring bilden, der gegebenenfalls durch Heteroatome unterbrochen sein kann, stehen.Ll and L ^ or L and L 2 together form an optionally substituted five- to six-membered ring which may optionally be interrupted by heteroatoms.
2. Mittel gemäß Ansprach 1, enthaltend Verbindungen der Formel (II) in welcher2. Composition according spoke 1, containing compounds of formula (II) in which
K für Fluor, Chlor, Brom, Jod, Cyano, Ci-Cg-Alkyl, Ci-Cg-Halogenalkyl, Ci-Cg- Alkoxy oder Ci-Cg-Halogenalkoxy steht,K represents fluorine, chlorine, bromine, iodine, cyano, Ci-Cg-alkyl, Ci-Cg-haloalkyl, Ci-Cg-alkoxy or Ci-Cg-haloalkoxy,
Rel, Re2 und Re3 jeweils unabhängig voneinander für Wasserstoff, Cyano, für gegebenenfalls durch Halogen substituiertes C3 -Cg-Cycloalkyl oder für eine Gruppe der FormelRel, Re 2 and Re3 each independently of one another for hydrogen, cyano, for C3-Cg-cycloalkyl optionally substituted by halogen or for a group of the formula
Ml-Qk stehen, in welcherMl-Q k are in which
Ml für Ci-Cg-Alkylen, C3-Cg-Alkenylen oder C3-Cg-Alkinylen steht,Ml represents Ci-Cg-alkylene, C3-Cg-alkenylene or C3-Cg-alkinylene,
Q für Wasserstoff, Halogen, Cyano, Nitro, Halogenalkyl oder für gegebenenfalls durch Fluor, Chlor, Ci -Cg-Alkyl oder Ci -Cg-Alkoxy substituiertes C3 -Cg- Cycloalkyl, in welchem gegebenenfalls ein oder zwei nicht direkt benachbarte Ringglieder durch Sauerstoff und/oder Schwefel ersetzt sind oder für jeweils gegebenenfalls durch Halogen substituiertes Ci-Cg-Alkylcarbonyl oder Ci-Cg- Alkoxycarbonyl oder für jeweils gegebenenfalls durch Halogen, Ci -Cg-Alkyl, Ci- Cg-Halogenalkyl, Ci -Cg-Alkoxy, Ci-Cg-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl oder Hetaryl mit 5 bis 6 Ringatomen (beispielsweise Furanyl, Pyridyl, Imidazolyl, Triazolyl, Pyrazolyl, Pyrimidyl, Thiazolyl oder Thienyl) oder für eine GruppeQ for hydrogen, halogen, cyano, nitro, haloalkyl or for C3-Cg-cycloalkyl optionally substituted by fluorine, chlorine, Ci-Cg-alkyl or Ci-Cg-alkoxy, in which one or two ring members not directly adjacent by oxygen and / or sulfur are replaced or for each optionally substituted by halogen substituted Ci-Cg-alkylcarbonyl or Ci-Cg-alkoxycarbonyl or for each optionally replaced by halogen, Ci-Cg-alkyl, Ci-Cg-haloalkyl, Ci-Cg-alkoxy, Ci Cg-haloalkoxy, cyano or nitro substituted phenyl or hetaryl with 5 to 6 ring atoms (for example furanyl, pyridyl, imidazolyl, triazolyl, pyrazolyl, pyrimidyl, thiazolyl or thienyl) or for a group
T-Re4 steht, in welcherT-Re 4 stands in which
T für -0-, -S(0)m- oder —N— steht, Re5 T stands for -0-, -S (0) m - or —N—, Re 5
Re4 für Wasserstoff, für jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Ci -Cg-Alkyl, C3-Cg-Alkenyl, C3-Cg-Alkinyl, C3-Cg-Cycloalkyl, C3-Cg-Cycloälkyl-C -C2-alkyl, Ci-Cg-Alkylcarbonyl, Ci-Cg-Alkoxycarbonyl, für jeweils gegebenenfalls einfach bis vierfach durch Halogen, Ci-Cg-Alkyl, Ci- Cg-Alkoxy, Ci-Qψ-Halogenalkyl, C -C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl, C1-C.4-Phenylal.kyl, Ci-Qj-Phenylalkyloxy, Hetaryl oder Hetarylalkyl, wobei Hetaryl mit 5 bis 6 Ringatomen steht, e^ für Wasserstoff, für jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Ci-Cg-Alkylcarbonyl, Ci-Cg-Alkoxycarbonyl, fiir jeweils gegebenenfalls einfach bis vierfach durch Halogen, Ci -Cg-Alkyl, Ci -Cg-Alkoxy, C1-C4- Halogenalkyl, Cι-C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl- carbonyl oder Phenyl-C 1 -C-4-alkyloxycarbonyl steht,Re 4 for hydrogen, for in each case optionally substituted by fluorine and / or chlorine, Ci-Cg-alkyl, C3-Cg-alkenyl, C3-Cg-alkynyl, C3-Cg-cycloalkyl, C3-Cg-Cycloälkyl-C -C2-alkyl, Ci-Cg-alkylcarbonyl, Ci-Cg-alkoxycarbonyl, each optionally optionally up to four times by halogen, Ci-Cg-alkyl, Ci-Cg-alkoxy, Ci-Qψ-haloalkyl , C -C4 haloalkoxy, nitro or cyano substituted phenyl, C1-C.4-phenylal.kyl, Ci-Q j -phenylalkyloxy, hetaryl or hetarylalkyl, where hetaryl has 5 to 6 ring atoms, e ^ is hydrogen, for each Ci-Cg-alkylcarbonyl, Ci-Cg-alkoxycarbonyl, optionally substituted by fluorine and / or chlorine, for each optionally optionally up to four times by halogen, Ci-Cg-alkyl, Ci-Cg-alkoxy, C1-C4-haloalkyl, Cι-C4 Haloalkoxy, nitro or cyano substituted phenylcarbonyl or phenyl-C 1 -C 4 -alkyloxycarbonyl,
k fiir die Zahlen 1 bis 3 steht,k represents the numbers 1 to 3,
m für die Zahlen 0 bis 2 steht,m represents the numbers 0 to 2,
Rel und Re2 einen fünf- bis sechsgliedrigen Ring bilden, der gegebenenfalls durch ein Sauerstoff- oder Schwefelatom unterbrochen sein kann,Rel and Re 2 form a five- to six-membered ring which can optionally be interrupted by an oxygen or sulfur atom,
L und iß unabhängig voneinander für Wasserstoff, Cyano, Fluor, Chlor, Brom, Jod, C -Cg-Alkyl, Cι-C4-Halogenalkyl, Ci -Cg-Alkoxy, Ci-C^-Halogenalkoxy, Ci- C4-Alkyl-S(0)m-, Cι-G4-Haloalkyl-S(0)m-, für jeweils gegebenenfalls einfach bis dreifach durch Fluor, Chlor, Brom, C -Cg-Alkyl, Ci -Cg-Alkoxy, C1-C4- Halogenalkyl, Cι-C4-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl, Phenoxy, Pyridinyloxy, Thiazolyloxy oder Pyrimidyloxy stehen,L and ß independently of one another for hydrogen, cyano, fluorine, chlorine, bromine, iodine, C -Cg-alkyl, Cι-C4-haloalkyl, Ci-Cg-alkoxy, Ci-C ^ -haloalkoxy, Ci-C4-alkyl-S (0) m -, -Cι-G4-haloalkyl-S (0) m -, for each optionally single to triple by fluorine, chlorine, bromine, C -Cg-alkyl, Ci-Cg-alkoxy, C1-C4- haloalkyl, -C-C4-haloalkoxy, cyano or nitro substituted phenyl, phenoxy, pyridinyloxy, thiazolyloxy or pyrimidyloxy,
L2 für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, für jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Ci-CiQ-Alkyl, C^-CiQ-Alkenyl, C2-C - Alkinyl, für jeweils gegebenenfalls durch Fluor, Chlor substituiertes C3-C - Cycloalkyl, für jeweils gegebenenfalls einfach bis dreifach durch Fluor, Chlor, Brom, Ci -Cg-Alkyl, C -Cg-Alkoxy, Cι-C4-Halogenalkyl, C -C-4-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl, Pyridyl, Thienyl, Pyrimidyl oder Thiazolyl,L 2 for hydrogen, fluorine, chlorine, bromine, iodine, cyano, for each Ci-CiQ-alkyl optionally substituted by fluorine and / or chlorine, C ^ -CiQ-alkenyl, C2-C - alkynyl, for each optionally by fluorine, Chlorine-substituted C3-C - cycloalkyl, each optionally optionally up to three times by fluorine, chlorine, bromine, Ci-Cg-alkyl, C -Cg-alkoxy, Cι-C4-haloalkyl, C -C-4-haloalkoxy, cyano or nitro substituted phenyl, pyridyl, thienyl, pyrimidyl or thiazolyl,
oder für eine Gruppeor for a group
M2-Re6 M 2 -Re 6
steht, in welcher M2 für -O- oder -S(0)m- steht undis in which M 2 represents -O- or -S (0) m - and
Re" fiir jeweils gegebenenfalls durch Fluor und/oder Chlor substituiertes Ci -Cg-Alkyl, C-2-Cg-Alkenyl, C3-Cg-Alkinyl oder C3-Cg-Cycloalkyl, für jeweils gegebenenfalls einfach bis dreifach durch Fluor, Chlor, Brom, Ci -Cg-Alkyl, C -Cg-Alkoxy, Ci- C Halogen-alkyl, Ci-C^-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl, Pyridyl, Pyrimidyl oder Thiazolyl steht,Re "for each Ci-Cg-alkyl, C-2-Cg-alkenyl, C3-Cg-alkynyl or C3-Cg-cycloalkyl which is optionally substituted by fluorine and / or chlorine, for each optionally up to three times by fluorine, chlorine, bromine Ci-Cg-alkyl, C-Cg-alkoxy, Ci-C halo-alkyl, Ci-C ^ -haloalkoxy, cyano or nitro substituted phenyl, pyridyl, pyrimidyl or thiazolyl,
L1 und L3 oderL 1 and L 3 or
L2 undL3 gemeinsam jeweils einen gegebenenfalls durch Fluor und/oder C -C2- Alkyl substituierten fünf- bis sechsgliedrigen Ring bilden, der gegebenenfalls durch ein oder zwei Sauerstoffatome unterbrochen sein kann.L 2 and L 3 together in each case form a five- to six-membered ring which is optionally substituted by fluorine and / or C 2 -C 2 -alkyl and which can optionally be interrupted by one or two oxygen atoms.
3. Mittel gemäß Ansprach 1, enthaltend Verbindungen der Formel (II), in welcher3. Composition according spoke 1, containing compounds of formula (II) in which
K für Chlor, Brom und Jod steht,K represents chlorine, bromine and iodine,
Re% Re2 und Re3 jeweils unabhängig voneinander für Wasserstoff oder für eine Gruppe der FormelRe% Re 2 and Re 3 each independently for hydrogen or for a group of the formula
Ml-Q stehen, in welcherMl-Q stand in which
M für C -Cg-Alkylen, C3-Cg-Alkenylen oder C3-Cg-Alkinylen steht,M represents C -Cg-alkylene, C3-Cg-alkenylene or C3-Cg-alkynylene,
Q für Wasserstoff, Fluor, Chlor, Cyano, Trifluormethyl, C3-Cg-Cycloalkyl oder fiir eine GruppeQ for hydrogen, fluorine, chlorine, cyano, trifluoromethyl, C3-Cg-cycloalkyl or for a group
T-Re4 steht, in welcherT-Re 4 stands in which
T fiir -O- oder -S(0)m- steht,T stands for -O- or -S (0) m -,
Re4 fiir Wasserstoff, jeweils gegebenenfalls einfach bis dreifach durch Fluor und oder Chlor substituiertes Ci -Cg-Alkyl, C3-Cg-Alkenyl, C -Cg-Alkinyl oder C3-C - Cycloalkyl steht, k für die Zahlen" 1 bis 3 steht,Re 4 represents hydrogen, in each case optionally Ci to Cg-alkyl, C3-Cg-alkenyl, C-Cg-alkynyl or C3-C-cycloalkyl which is monosubstituted to trisubstituted by fluorine and or chlorine, k represents the numbers " 1 to 3,
m für die Zahlen 0 bis 2 steht,m represents the numbers 0 to 2,
L* und L3 unabhängig voneinander für Wasserstoff, Fluor, Chlor, Brom, Iod, Cyano, Cι-C4-Alk l, Cι-C2-Halogenalkyl, Ci-C^-Alkoxy, C -C2-Halogenalkoxy, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, C1-C4- Alkyl, Cι-C4-Alkoxy, Cι-C2-Halogenalkyl, C -C2-Halogenalkoxy, Cyano oder Nitro substituiertes Phenyl oder Phenoxy stehen,L * and L 3 independently of one another for hydrogen, fluorine, chlorine, bromine, iodine, cyano, C 1 -C 4 -alk l, C 1 -C 2 -haloalkyl, C 1 -C 4 -alkoxy, C -C 2 -haloalkoxy, each optionally simple phenyl or phenoxy substituted twice by fluorine, chlorine, bromine, C1-C4-alkyl, -CC-C4-alkoxy, -C-C2-haloalkyl, C-C2-haloalkoxy, cyano or nitro,
L2 für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, fiir jeweils gegebenenfalls einfach bis dreizehnfach durch Fluor und/oder Chlor substituiertes Ci -Cg-Alkyl, C-2-C - Alkenyl, C2-Cg- Alkinyl, C3-Cg-Cycloalkyl oder für eine GruppeL 2 for hydrogen, fluorine, chlorine, bromine, iodine, cyano, for each Ci-Cg-alkyl which is optionally monosubstituted to thirteen times substituted by fluorine and / or chlorine, C-2-C-alkenyl, C2-Cg-alkynyl, C3- Cg-cycloalkyl or for a group
M2-Re6 M 2 -Re 6
steht, in welcheris in which
M2 für -O- oder -S(0)m- steht,M 2 represents -O- or -S (0) m -,
undand
Re" für jeweils gegebenenfalls einfach bis dreizehnfach durch Fluor und/oder Chlor substituiertes Ci -Cg-Alkyl, C^-Cg-Alkenyl, C2-Cg-Alkinyl oder C3 -Cg- Cycloalkyl, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι-C4-Alk l, Cι-C-4-Alkoxy, Trifluormethyl, Difluormethoxy, Trifluormethoxy, Cyano oder Nitro substituiertes Phenyl oder Pyridyl steht.Re "for C 1 -C 6 -alkyl, C 1 -C 6 -alkenyl, C 2 -C 6 -alkynyl or C 3 -C 6 -cycloalkyl which are optionally monosubstituted to thirteen times substituted by fluorine and / or chlorine, for each optionally monosubstituted to double by fluorine, chlorine , Bromine, C 1 -C 4 alk 1, C 1 -C 4 alkoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, cyano or nitro substituted phenyl or pyridyl.
Mittel gemäß Anspruch 1, enthaltend Verbindungen der Formel (II), in welcherAgent according to claim 1, containing compounds of formula (II) in which
K für Jod steht,K stands for iodine,
Re und Re2 für Wasserstoff stehen,Re and Re 2 represent hydrogen,
Re3 fiir eine Gruppe der FormelRe 3 for a group of the formula
M!-QM -Q!
steht, in welcher Ml für -CHCH3-CH2-, -C(CH3)2-CH2-, -CHC2H5-CH2-, , -C(C2H5)2-CH2- steht,is in which Ml for -CHCH3-CH2-, -C (CH 3 ) 2 -CH 2 -, -CHC 2 H 5 -CH 2 -,, -C (C 2 H 5 ) 2-CH2-,
Q für Wasserstoff, Fluor, Chlor, Cyano, Trifluormethyl, C3-Cg-Cycloalkyl oder für eine Gruppe T-Re4 steht, in welcherQ represents hydrogen, fluorine, chlorine, cyano, trifluoromethyl, C3-Cg-cycloalkyl or a group T-Re 4 in which
T fiir -S-, -SO- oder -S02- steht,T stands for -S-, -SO- or -S0 2 -,
Re4 für jeweils gegebenenfalls einfach bis dreifach durch Fluor und/oder Chlor substituiertes Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, iso-Butyl, sek.-Butyl oder tert-Butyl, Allyl, Butenyl oder Isoprenyl steht, iß und L3 unabhängig voneinander für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, Methyl, Ethyl, n-Propyl, iso-Propyl, tert-Butyl, Methoxy, Ethoxy, Trifluormethyl, Difluormethoxy oder Trifluormethoxy stehen,Re 4 represents in each case monosubstituted to trisubstituted by fluorine and / or chlorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl or tert-butyl, allyl, butenyl or isoprenyl , iß and L 3 independently of one another represent hydrogen, fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, tert-butyl, methoxy, ethoxy, trifluoromethyl, difluoromethoxy or trifluoromethoxy,
L2 für Wasserstoff, Fluor, Chlor, Brom, Jod, Cyano, für jeweils gegebenenfalls einfach bis neunfach durch Fluor und/oder Chlor substituiertes Methyl, Ethyl, n- Propyl, iso-Propyl, n-Butyl, iso-Butyl, sek.-Butyl, tert-Butyl, Allyl, Butenyl oder Isoprenyl oder für eine GruppeL 2 for hydrogen, fluorine, chlorine, bromine, iodine, cyano, for each methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, optionally substituted up to nine times by fluorine and / or chlorine. -Butyl, tert-butyl, allyl, butenyl or isoprenyl or for a group
M2-Re6 steht, M2 für Sauerstoff oder Schwefel steht, undM 2 -Re 6 is M 2 is oxygen or sulfur, and
Re" für jeweils gegebenenfalls einfach bis neunfach durch Fluor und oder Chlor substituiertes Methyl, Ethyl, n-Propyl, iso-Propyl, n-Butyl, iso-Butyl, sek.-Butyl, tert-Butyl, Allyl, Butenyl oder Isoprenyl, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Methyl, Ethyl, Methoxy, Trifluormethyl, Difluormethoxy, Trifluormethoxy, Cyano oder Nitro substituiertes Phenyl steht.Re "for each methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec.-butyl, tert-butyl, tert-butyl, allyl, butenyl or isoprenyl, optionally substituted up to nine times by fluorine and or chlorine, for phenyl which is optionally mono- to disubstituted by fluorine, chlorine, bromine, methyl, ethyl, methoxy, trifluoromethyl, difluoromethoxy, trifluoromethoxy, cyano or nitro.
5. Mittel gemäß Ansprach 1, enthaltend die Verbindung der Formel (II- 1) 5. Agent according spoke 1, containing the compound of formula (II-1)
6. Mittel gemäß Ansprach 1, enthaltend Verbindungen der Formel (I), in welcher6. Composition according spoke 1, containing compounds of formula (I) in which
X fiir C i -C4-Alkyl, Brom, C i -C4-Alkoxy oder C i -C3 -Halogenalkyl steht,X represents C i -C4 alkyl, bromine, C i -C4 alkoxy or C i -C3 haloalkyl,
Y für Wasserstoff, Cι-C4-Al l, Fluor, Chlor, Brom, Cι-C4-Alko , C1-C3- Halogenalkyl steht,Y represents hydrogen, C 1 -C 4 -Al 1, fluorine, chlorine, bromine, C 1 -C 4 -alko, C 1 -C 3 -haloalkyl,
Z fiir C 1 -C4-Alkyl, Chlor, Brom, C 1 -C-j-Alkoxy steht, n für eine Zahl von 0-2 steht,Z stands for C 1 -C 4 -alkyl, chlorine, bromine, C 1 -C 4 -alkoxy, n stands for a number from 0-2,
A für Wasserstoff oder jeweils gegebenenfalls einfach bis dreifach durch Fluor substituiertes geradkettiges oder verzweigtes Ci-Cg-Alkyl, C^-Cg-Alkenyl, Ci- C4-Alkoxy-C -C2-alkyl, Cycloalkyl mit 3-8 Ringatomen, das gegebenenfalls durch Sauerstoff und/oder Schwefel unterbrochen sein kann oder für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι-C2-Alk l, C1-C2- Halogenalkyl, Cι~C2-Alkoxy, Cι-C2-Halogenalkoxy, Nitro substituiertes Phenyl oder Benzyl steht, B für Wasserstoff, Cι-C2-Alkyl oder Cι-C2-Alkoxy-Cι-C2-alkyl steht oder worinA for hydrogen or in each case optionally up to three times substituted by fluorine, straight-chain or branched Ci-Cg-alkyl, C ^ -Cg-alkenyl, Ci-C4-alkoxy-C -C2-alkyl, cycloalkyl with 3-8 ring atoms, optionally by Oxygen and / or sulfur can be interrupted or phenyl or optionally substituted by fluorine, chlorine, bromine, C 1 -C 2 -alk l, C 1 -C 2 -haloalkyl, C 1 -C 2 -alkoxy, C 1 -C 2 -alkalkoxy, nitro Benzyl is, B is hydrogen, -CC 2 -alkyl or -C-C 2 alkoxy -CC-C 2 alkyl or in which
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten oder ungesättigten, gegebenenfalls durch Sauerstoff und/oder Schwefel unterbrochenen und gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Ci- C4-Alkyl, Ci-C^-Alkoxy, Cι-C2-Halogenalkyl, Cι-C-2-Halogenalkoxy oder C ~ C2-Alkylthio substituierten 3- bis 7-gliedrigen Ring bilden,A and B together with the carbon atom to which they are attached a saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally simply to twice by fluorine, chlorine, Ci-C4-alkyl, Ci-C ^ alkoxy, Cι -C2-haloalkyl, -CC-2-haloalkoxy or C ~ C2-alkylthio substituted 3- to 7-membered ring form,
G für Wasserstoff (a) oder für die Gruppen G for hydrogen (a) or for the groups
steht, stands,
in welchenin which
Rl für jeweils gegebenenfalls einfach bis fünffach durch Fluor oder Chlor substituiertes Cι-C g-Alkyl, C2-Cιg-Alkenyl, Cι-C4-Alkoxy-C -C -alkyl, C1-C4- Alkylthio-C -C4-alkyl oder Cycloalkyl mit 3-6 Ringatomen, das durch Sauerstoff- und oder Schwefelatome unterbrochen sein kann, steht, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Nitro, C1-C4- Alkyl, Cι-C4-Alkoxy, Cι-C4-Halogenalkyl, Cι-C4-Halogenalkoxy-substituiertes Phenyl steht, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι-C4-Alkyl, Ci-C Alkoxy, Cι-C-4-Halogenalkyl-, C1-C4-Halogenalkoxy-substituie1l.es Benzyl steht, für jeweils gegebenenfalls einfach bis zweifach durch Chlor, Brom und/oder Ci- C Alkyl substituiertes Pyridyl, Pyrimidyl, Thiazolyl oder Pyrazolyl steht,Rl for C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 1 -C 4 -alkoxy-C -C -alkyl, C1-C4-alkylthio-C -C4-alkyl or optionally substituted up to five times by fluorine or chlorine Cycloalkyl with 3-6 ring atoms, which can be interrupted by oxygen and or sulfur atoms, stands for optionally single to double by fluorine, chlorine, bromine, nitro, C1-C4- alkyl, -C-C4-alkoxy, Cι-C4- Halogenoalkyl, -C-C4-haloalkoxy-substituted phenyl stands for optionally mono- to disubstituted by fluorine, chlorine, bromine, -C-C4-alkyl, Ci-C alkoxy, -C-C-4-haloalkyl-, C1-C4-haloalkoxy- substituted benzyl is pyridyl, pyrimidyl, thiazolyl or pyrazolyl which is optionally mono- to disubstituted by chlorine, bromine and / or Ci-C alkyl,
R2 für jeweils gegebenenfalls einfach bis fünffach Fluor oder Chlor durch substituiertes C1-C20- Alkyl, C2-C20"Al enyl, Cι-Cg-Alkoxy-C2-Cg-alkyl, Ci-Cg- Polyalkoxy-C2-Cg-alkyl steht, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Nitro, Ci -Cg-Alkyl, C -Cg-Alkoxy, C1-C4-Halogenalkyl-substituier.es Phenyl oder Benzyl steht,R 2 is in each case optionally up to five times fluorine or chlorine by substituted C1-C20-alkyl, C2-C20 "al enyl, -C-Cg-alkoxy-C2-Cg-alkyl, Ci-Cg-polyalkoxy-C2-Cg-alkyl represents phenyl or benzyl, in each case optionally one to two times by fluorine, chlorine, bromine, nitro, Ci-Cg-alkyl, C-Cg-alkoxy, C1-C4-haloalkyl-substituent.
R3 für gegebenenfalls einfach bis fünffach durch Fluor oder Chlor substituiertes Cι~ C4-Alkyl, für jeweils gegebenenfalls einfach bis zweifach durch Ci-Q-j-Alkyl, Fluor, Chlor, Brom, Cι-C4-Halogenalkyl, Ci-C^-Alkoxy, Cι-C4-Halogenalkoxy, Nitro oder Cyano substituiertes Phenyl oder Benzyl steht, R4 und R^ unabhängig voneinander für jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Cι-C4-Alk l, Cι-C4-Alkoxy, Cι-C4-Alkyl- amino, Di-(Cι-C4)-Alkylamino, Cι-C4-Alkylthio, C2-C4-Alkenylthio, C^-Cg- Cycloalkylthio, für jeweils gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Nitro, Cyano, Cι-C2-Alkoxy, Ci-C^-Halogenalkoxy, Ci-C^-Alkyl- thio, Cι-C2-Halogenalkylthio, Cι-C2-Alkyl, Cι-C2-Halogenalkyl substituiertes Phenyl, Phenoxy oder Phenylthio stehen,R 3 for C 1 -C 4 -alkyl which is optionally monosubstituted to pentasubstituted by fluorine or chlorine, for each optionally monosubstituted to twice by C 1 -C 4 -alkyl, fluorine, chlorine, bromine, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, -C-C4-haloalkoxy, nitro or cyano substituted phenyl or benzyl, R 4 and R ^ independently of one another, each optionally monosubstituted to trisubstituted by fluorine or chlorine, C 1 -C 4 -alk l, C 1 -C 4 -alkoxy, C 1 -C 4 -alkylamino, di- (C 1 -C 4) -alkylamino, Cι -C4-alkylthio, C2-C4-alkenylthio, C ^ -Cg- cycloalkylthio, for each optionally one to two times by fluorine, chlorine, bromine, nitro, cyano, -C-C2-alkoxy, Ci-C ^ -haloalkoxy, Ci C ^ -alkyl thio, -C-C2-haloalkylthio, -C-C2-alkyl, -C-C2-haloalkyl substituted phenyl, phenoxy or phenylthio,
R6 und R7 unabhängig voneinander fiir jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Ci-Cg-Alkyl, Ci-Cg-Alkoxy, C3- Cg-Alkenyl, Cι-C4-Alkoxy-Cι-C2-alkyl, für gegebenenfalls einfach bis zweifach durch Fluor, Chlor, Brom, Cι-C2-Halogenalkyl, Cι-C4-Alkyl oder Cι-C4-Alkoxy substituiertes Benzyl steht oder zusammen für einen gegebenenfalls durch Sauerstoff oder Schwefel unterbrochenen 5- bis 6- gliedrigen Ring stehen, der gegebenenfalls durch Cι-C2-Alk l substituiert sein kann.R 6 and R 7 independently of one another fiir each case optionally mono- to trisubstituted by fluorine or chlorine-substituted Ci-Cg-alkyl, Ci-Cg-alkoxy, C3-Cg alkenyl, Cι-C4-alkoxy-Cι-C2-alkyl, optionally monosubstituted benzyl which is substituted twice by fluorine, chlorine, bromine, C 1 -C 2 -haloalkyl, C 1 -C 4 alkyl or C 1 -C 4 alkoxy or together represent a 5- to 6-membered ring which may be interrupted by oxygen or sulfur and which, if appropriate can be substituted by C-C2-Alk l.
7. Mittel gemäß Ansprach ϊ enthaltend Verbindungen der Formel (I), in welcher7. Composition according spoke ϊ containing compounds of formula (I) in which
X für Cι-C4-Alk l, Cι-C4-Alkoxy oder Trifluormethyl steht,X is C 1 -C 4 -alk l, C 1 -C 4 -alkoxy or trifluoromethyl,
Y für Wasserstoff, Cι-C4-Al l, Chlor, Brom, Cι-C4-Alkoxy, C -C2-Halogenalkyl steht,Y represents hydrogen, C 1 -C 4 -Al 1, chlorine, bromine, C 1 -C 4 -alkoxy, C -C 2 -haloalkyl,
Z für Cι-C -Alkyl, Chlor, Brom, Cι-C -Alkoxy steht, n für 0 oder 1 steht,Z represents -CC alkyl, chlorine, bromine, -C -alkoxy, n represents 0 or 1,
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten gegebenenfalls einfach durch C -C4-Alk l oder Ci-Qφ-Alkoxy substituierten 5- bis 6-gliedrigen Ring bilden,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 by C -C4-Alk l or Ci-Qφ-alkoxy,
G für Wasserstoff (a) oder für die GruppenG for hydrogen (a) or for the groups
— CO-R1 (b) (c) steht, in welchen Rl für jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Cι-Ci2-Alkyl, C2-Ci2-Alkenyl, Cι-C4-Alkoxy-Cι-C2-alkyl, oder Cycloalkyl mit 3-6 Ringatomen, das durch 1 bis 2 Sauerstoffatome unterbrochen sein kann, steht, für gegebenenfalls einfach durch Fluor, Chlor, Brom, Nitro, Ci-C Alkyl, C1-C4- Alkoxy, Trifluormethyl oder Trifluormethoxy substituiertes Phenyl steht;- CO-R 1 (b) (c) stands in which R l for each optionally mono- to trisubstituted by fluorine or chlorine -CC2-alkyl, C2-Ci2-alkenyl, -C-C4-alkoxy-CC-C2-alkyl, or cycloalkyl with 3-6 ring atoms, which by 1 to 2 Oxygen atoms can be interrupted, stands for phenyl optionally substituted by fluorine, chlorine, bromine, nitro, Ci-C alkyl, C1-C4-alkoxy, trifluoromethyl or trifluoromethoxy;
R2 für Cι-Cι2-Alkyl, C2-Cι2-Alkenyl, Cι-C4-Alkoxy-C2-C4-alkyl, steht, für jeweils gegebenenfalls emfach durch Fluor, Chlor, Brom, Nitro, Cι-C4-Alk l, Ci-C Alkoxy oder Trifluormethyl substituiertes Phenyl oder Benzyl steht. R2 is Cι-Cι 2 alkyl, C 2 -Cι 2 alkenyl, Cι-C 4 -alkoxy-C 2 -C 4 -alkyl, represents in each case optionally emfach by fluorine, chlorine, bromine, nitro, Cι- C4-Alk l, Ci-C alkoxy or trifluoromethyl substituted phenyl or benzyl.
Mittel gemäß Ansprach 1, enthaltend Verbindungen der Formel (I)Agent according spoke 1, containing compounds of formula (I)
in welcherin which
X für Methyl, Ethyl, Methoxy, Ethoxy oder Trifluormethyl steht,X represents methyl, ethyl, methoxy, ethoxy or trifluoromethyl,
Y für Wasserstoff, Methyl, Ethyl, Chlor, Brom, Methoxy oder Trifluormethyl steht,Y represents hydrogen, methyl, ethyl, chlorine, bromine, methoxy or trifluoromethyl,
Z für Methyl, Ethyl, Chlor, Brom oder Methoxy steht,Z represents methyl, ethyl, chlorine, bromine or methoxy,
n für 0 oder 1 steht,n represents 0 or 1,
A und B gemeinsam mit dem Kohlenstoffatom, an das sie gebunden sind einen gesättigten gegebenenfalls einfach durch Methyl, Ethyl, Propyl, Methoxy, Ethoxy, Propoxy, Butoxy oder Isobutoxy substituierten 5- bis 6-gliedrigen Ring bilden,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,
G für Wasserstoff (a) oder für die GruppenG for hydrogen (a) or for the groups
in welchenin which
R* für jeweils gegebenenfalls einfach bis dreifach durch Fluor oder Chlor substituiertes Ci-Cg-Alkyl, C^-Cg-Alkenyl, Cι-C3-Alkoxy-Cι-C2-alkyl, oder Cycloalkyl mit 3-6 Ringatomen, das durch 1 bis 2 Sauerstoffatome unterbrochen sein kann, steht, für gegebenenfalls einfach durch Fluor, Chlor, Brom, Methyl, Methoxy, Trifluormethyl oder Trifluormethoxy substituiertes Phenyl steht;R * for each optionally mono- to trisubstituted by fluorine or chlorine substituted Ci-Cg-alkyl, C ^ -Cg-alkenyl, -C-C3-alkoxy-Cι-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;
R2 für Ci-Cg-Alkyl, C2-Cg-Alkenyl, Cι-C4-Alkoxy-C2-C3-alkyl, steht, fiir jeweils gegebenenfalls einfach durch Fluor, Chlor, Brom, Nitro, Methyl, Methoxy oder Trifluormethyl substituiertes Phenyl oder Benzyl steht.R 2 represents Ci-Cg-alkyl, C 2 -Cg-alkenyl, -CC-C4-alkoxy-C 2 -C 3 -alkyl, for each optionally simply by fluorine, chlorine, bromine, nitro, methyl, methoxy or trifluoromethyl substituted phenyl or benzyl.
9. Mittel gemäß Ansprach 1, enthaltend die Verbindung der Formel (I-b-1)9. Composition according spoke 1, containing the compound of formula (I-b-1)
10. Mittel gemäß Anspruch 1 enthaltend die Verbindungen der Formeln (I-b-1) und (H-l).10. Composition according to claim 1 containing the compounds of the formulas (I-b-1) and (H-l).
11. Verwendung von Mischungen, wie in Ansprach 1 definiert, zur Bekämpfung tierischer Schädlinge.11. Use of mixtures, as defined in spoke 1, for controlling animal pests.
12. Verfahren zur Bekämpfung tierischer Schädlinge, dadurch gekennzeichnet, dass man Mischungen, wie in Anspruch 1 definiert, auf tierische Schädlinge und/oder deren Lebensraum einwirken lässt.12. A method for controlling animal pests, characterized in that mixtures, as defined in claim 1, are allowed to act on animal pests and / or their habitat.
13. Verfahren zur Herstellung insektizider und akarizider Mittel, dadurch gekennzeichnet, dass man Mischungen, wie in Anspruch 1 definiert, mit Streckmitteln und/oder oberflächenaktiven Stoffen vermischt. 13. A process for the preparation of insecticidal and acaricidal agents, characterized in that mixtures, as defined in claim 1, are mixed with extenders and / or surface-active substances.
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