US 2010/0168042 A1 · ACTIVE AGENT COMBINATIONS WITH INSECTICIDAL AND ACARICIDAL PROPERTIES

Abstract

The invention relates to novel insecticidal active compound combinations comprising, firstly, cyclic ketoenols or other acaricidally active compounds and, secondly, further insecticidally active compounds from the group of the anthranilamides, which combinations are highly suitable for controlling animal pests, such as insects and unwanted acarids.

A composition comprising a synergistically effective amount of

an acaricidally active compound (group 2), selected from the group consisting of
(2-1) the phenylhyrazine derivative of the formula
(2-2) the macrolide with the common name abamectin
(2-3) the naphthalenedione derivative of the formula
(2-4) the pyrrole derivative of the formula
(2-5) the thiourea derivative of the formula
(2-6) the oxazoline derivative of the formula
(2-7) an organotin derivative of the formula
in which
R represents
(2-7-a=azocyclotin),
or
R represents —OH (2-7-b=cyhexatin),
(2-8) the pyrazole derivative of the formula
(2-9) the pyrazole derivative of the formula
(2-10) the pyridazinone derivative of the formula
(2-11) the benzoylurea derivative of the formula
(2-12) the pyrethroid of the formula
(2-13) the tetrazine derivative of the formula
(2-14) the organotin derivative of the formula
(2-15) the sulfenamide of the formula
(2-16) the pyrimidyl phenol ethers of the formula
in which
R represents fluorine (2-16-a=4-[(4-chloro-α,α,α-trifluoro-3-tolypoxy]-6-[(α,α,α-4-tetrafluoro-3-tolyl)oxy]pyrimidine)
R represents nitro (2-16-b=4-[(4-chloro-α,α,α-trifluoro-3-tolyl)oxy]-6-[(α,α,α-trifluoro-4-nitro-3-tolyl)oxy]pyrimidine)
R represents bromine (2-16-=4-[(4-chloro-α,α,α-trifluoro-3-tolypoxy]-6-[(α,α,α-trifluoro-4-bromo-3-tolypoxy]pyrimidine
(2-17) the macrolide of the formula
a mixture comprising,
85% spinosyn A (R═H)
15% spinosyn B (R═CH3)
(2-18) ivermectin
(2-19) milbemectin
(2-20) endosulfan
(2-21) fenazaquin
(2-22) pyrimidifen
(2-23) triarathen
(2-24) tetradifon
(2-25) propargite
(2-26) hexythiazox
(2-27) bromopropylate
(2-28) dicofol
(2-29) chinomethionat
and at least one compound of formula (II)
in which
A1 and A2 independently of one another represent oxygen or sulfur,
X1 represents N or CR10,
R1 represents hydrogen or represents in each case optionally mono- or polysubstituted C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl or C3-C6-cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R6, halogen, cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C2-C4-alkoxycarbonyl, C1-C4-alkylamino, C2-C8-dialkylamino, C3-C6-cycloalkylamino, (C1-C4-alkyl)C3-C6-cycloalkylamino and R11,
R2 represents hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl , C1-C4-alkoxy, C1-C4-alkyl amino, C2-C8 -dialkylamino, C3-C6-cycloalkylamino, C2-C6-alkoxycarbonyl or C2-C6-alkylcarbonyl,
R3 represents hydrogen, R11 or represents in each case optionally mono- or polysubstituted C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R6, halogen, cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C2-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C3-C6-trialkylsilyl, R11, phenyl, phenoxy and a 5- or 6-membered heteroaromatic ring, where each phenyl, phenoxy and 5- or 6-membered heteroaromatic ring may optionally be substituted and where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R12, or
R2 and R3 may be attached to one another and form the ring M,
R4 represents hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, C1-C6-haloalkyl, C2-C6-haloalkenyl, C2-C6-haloalkynyl, C3-C6-halocycloallcyl, halogen, cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1 -C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylthio, C1 -C4-haloalkylsulfinyl , C1-C4-haloalkylsulfonyl , C1-C4-alkylamino , C2-C8-dialkylamino, C3-C6-cycloalkylamino, C3-C6-trialkylsilyl or represents in each case optionally mono- or polysubstituted phenyl, benzyl or phenoxy, where the substituents independently of one another may be selected from the group consisting of C1-C4-alkyl, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, C2-C4-haloalkynyl, C3-C6-halocycloalkyl, halogen, cyano, nitro, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl , C1-C4-alkylsulfonyl , C1-C4-alkylamino , C2-C8-dialkylamino, C3-C6-cycloalkylamino, C3-C6-(alkyl)cycloalkylamino, C2-C4-alkylcarbonyl, C2-C6-alkoxycarbonyl, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl and C3-C6-trialkylsilyl,
R5 and R8 in each case independently of one another represent hydrogen, halogen or represent in each case optionally substituted C1-C4-alkyl, C1-C4-haloalkyl, R12, G, J, —OJ, —OG, —S(O)p-J, —S(O)p-G, —S(O)p-phenyl, where the substituents independently of one another may be selected from one to three radicals W or from the group consisting of R12, C1-C10-alkyl, C2-C6-alkenyl, C2-C6-alkynyl, C1-C4-alkoxy and C1-C4-alkythio, where each substituent may be substituted by one or more substituents independently of one another selected from the group consisting of G, J, R6, halogen, cyano, nitro, amino, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylthio, C1-C4-haloalkylsulfinyl, C1-C4-haloalkylsulfonyl, C1-C4-alkyl-amino, C2-C8-dialkylamino, C3-C6-trialkylsilyl, phenyl and phenoxy, where each phenyl or phenoxy ring may optionally be substituted and where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R12,
G in each case independently of one another represents a 5- or 6-membered nonaromatic carbocyclic or heterocyclic ring which optionally contains one or two ring members from the group consisting of C(═O), SO and S(═O)2 and which may optionally be substituted by one to four substituents independently of one another selected from the group consisting of C1-C2-alkyl, halogen, cyano, nitro and C1-C2-alkoxy, or independently of one another represents C2-C6-alkenyl, C2-C6-alkynyl, C3-C7-cycloalkyl, (cyano)C3-C7-cycloalkyl, (C1-C4-alkyl)C3-C6-cycloalkyl, (C3-C6-cycloalkyl)C1-C4-alkyl, where each cycloalkyl, (alkyl)cycloalkyl and (cycloalkyl)alkyl may optionally be substituted by one or more halogen atoms,
J in each case independently of one another represents an optionally substituted 5- or 6-membered heteroaromatic ring, where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R12,
R6 independently of one another represent —C(=E1)R19, -LC(=E1)R19, —C(=E1)LR19, -LC(=E1)LR19, —OP(=Q)(OR19)2, —SO2LR18 or -LSO2LR19, where each E1 independently of the others represents O, S, N—R15, N—OR15, N—N(R15)2, N—S═O, N—CN or N—NO2,
R7 represents hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, halogen, C1-C4-alkoxy, C1-C4haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylthio, C1-C4-haloalkylsulfinyl, C1-C4-haloalkylsulfonyl,
R9 represents C1-C4-haloalkyl, C1-C4-haloalkoxy, C1-C4-haloalkylsulfinyl or halogen,
R10 represents hydrogen, C1-C4-alkyl, C1-C4-haloalkyl, halogen, cyano or C1-C4-haloalkoxy,
R11 in each case independently of one another represents in each case optionally mono- to trisubstituted C1-C6-alkylthio, C1-C6-alkylsulfenyl, C1-C6-haloalkythio, C1-C6-haloalkylsulfenyl, phenylthio or phenylsulfenyl, where the substituents independently of one another may be selected from the list consisting of W, —S(O)nN(R16)2, —C(═O)R13, -L(C═O)R14, —S(C═O)LR14, —C(═O)LR13, —S(O)nNR13C(═O)R13, —S(O)nNR13C(═O)LR14 and —S(O)nNR13S(O)2LR14,
L in each case independently of one another represents O, NR18 or S,
R12 in each case independently of one another represents —B(OR17)2, amino, SH, thio-cyanato, 3-C8-trialkylsilyloxy, C1-C4-alkyl disulfide, —SF5, —C(=E1)R19, -LC(=E1)R19, —C(=E1)LR19, -LC(=E1)LR19, —OP(=Q)(OR19)2, —SO2LR19 or -LSO2LR19,
Q represent O or S,
R13 in each case independently of one another represents hydrogen or represents in each case optionally mono- or polysubstituted C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl or C3-C6-cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R6, halogen, cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-alkylamino, C2-C8-dialkylamino, C3-C6-cycloalkylamino and (C1-C4-alkyl)C3 -C6-cycloalkylamino,
R14 in each case independently of one another represents in each case optionally mono- or polysubstituted C1-C20-alkyl, C2-C20-alkenyl, C2-C20-alkynyl or C3-C6-cycloalkyl, where the substituents independently of one another may be selected from the group consisting of R6, halogen, cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-alkylamino, C2-C8-dialkylamino, C3-C6-cycloalkylamino and (C1-C4-alkyl)C3-C6-cycloalkylamino or represents optionally substituted phenyl, where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R12,
R15 in each case independently of one another represent hydrogen or represent in each case mono- or polysubstituted C1-C6-haloalkyl or C1-C6-alkyl, where the substituents independently of one another may be selected from the group consisting of cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylthio, C1-C4-haloalkylsulfinyl, C1-C4-haloalkylsulfonyl, C1-C4-alkylamino, C2-C8-dialkyl-amino, C2-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C3-C6-trialkylsilyl and optionally substituted phenyl, where the substituents independently of one another may be selected from one to three radicals W or one or more radicals R12, or N(R15)2 represents a cycle which forms the ring M,
R16 represents C1-C12-alkyl or C1-C12-haloalkyl, or N(R16)2 represents a cycle which forms the ring M,
R17 in each case independently of one another represents hydrogen or C1-C4-alkyl, or B(OR17)2 represents a ring, where the two oxygen atoms are attached via a chain to two or three carbon atoms which are optionally substituted by one or two substituents independently of one another selected from the group consisting of methyl and C2-C6-alkoxycarbonyl,
R18 in each case independently of one another represents hydrogen, C1-C6-alkyl or C1-C6-haloalkyl, or N(R13)(R18) represents a cycle which forms the ring M,
R19 in each case independently of one another represents hydrogen or represents in each case optionally mono- or polysubstituted C1-C6-alkyl, where the substituents independently of one another may be selected from the group consisting of cyano, nitro, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-haloalkylthio, C1-C4-haloalkylsulfinyl, C1-C4-haloalkyl sulfonyl, C1-C4-alkylamino, C7-C8-dialkylamino, CO2H, C2-C6-alkoxycarbonyl, C2-C6-alkylcarbonyl, C3-C6-trialkylsilyl and optionally substituted phenyl, where the substituents independently of one another may be selected from one to three radicals W, C1-C6-haloalkyl, C3-C6-cycloalkyl or phenyl or pyridyl, each of which is optionally mono- to trisubstituted by W,
M in each case represents an optionally mono- to tetrasubstituted ring which, in addition to the nitrogen atom which is attached to the substituent pair R13 and R18, (R15)2 or (R16)2, contains two to six carbon atoms and optionally additionally a further nitrogen, sulfur or oxygen atom, and where the substituents independently of one another may be selected from the group consisting of C1-C2-alkyl, halogen, cyano, nitro and C1-C2-alkoxy,
W in each case independently of one another represents C1-C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, C1-C4-haloalkyl, C2-C4-haloalkenyl, C2-C4-haloalkynyl, C3-C6-halocycloalkyl, halogen, cyano, nitro, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkylthio, C1-C4-alkylsulfinyl, C1-C4-alkylsulfonyl, C1-C4-alkylamino, C2-C8-dialkylamino, C3-C6-cycloalkylamino, (C1-C4-alkyl)C3-C6-cycloalkylamino, C2-C4-alkylcarbonyl, C7-C6-alkoxycarbonyl, CO2H, C2-C6-alkylaminocarbonyl, C3-C8-dialkylaminocarbonyl or C3-C6-trialkylsilyl,
n in each case independently of one another represents 0 or 1,
p in each case independently of one another represents 0, 1 or 2.

70 more elements

Active agent combinations with insecticidal and acaricidal properties

Life of this patent

Active agent combinations with insecticidal and acaricidal properties

Life of this patent

Abstract

Claims7