MXPA06005260A - Active agent combinations with insecticidal and acaricidal properties - Google Patents
Active agent combinations with insecticidal and acaricidal propertiesInfo
- Publication number
- MXPA06005260A MXPA06005260A MXPA/A/2006/005260A MXPA06005260A MXPA06005260A MX PA06005260 A MXPA06005260 A MX PA06005260A MX PA06005260 A MXPA06005260 A MX PA06005260A MX PA06005260 A MXPA06005260 A MX PA06005260A
- Authority
- MX
- Mexico
- Prior art keywords
- carbon atoms
- alkyl
- alkoxy
- substituted
- halogen
- Prior art date
Links
- 230000000895 acaricidal Effects 0.000 title claims abstract description 14
- 230000000749 insecticidal Effects 0.000 title description 16
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 23
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 11
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical class NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 845
- 239000000460 chlorine Substances 0.000 claims description 197
- 125000000217 alkyl group Chemical group 0.000 claims description 173
- 125000003545 alkoxy group Chemical group 0.000 claims description 122
- 150000001875 compounds Chemical class 0.000 claims description 116
- 239000000203 mixture Substances 0.000 claims description 115
- 229910052736 halogen Inorganic materials 0.000 claims description 88
- 150000002367 halogens Chemical class 0.000 claims description 88
- 125000001188 haloalkyl group Chemical group 0.000 claims description 74
- 229910052799 carbon Inorganic materials 0.000 claims description 72
- 239000001257 hydrogen Substances 0.000 claims description 64
- 229910052739 hydrogen Inorganic materials 0.000 claims description 64
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 60
- 229910052801 chlorine Inorganic materials 0.000 claims description 56
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 56
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 55
- -1 pyrimidyl phenol ethers Chemical class 0.000 claims description 51
- 125000001424 substituent group Chemical group 0.000 claims description 49
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 47
- 239000011737 fluorine Substances 0.000 claims description 46
- 229910052731 fluorine Inorganic materials 0.000 claims description 46
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 46
- 125000003342 alkenyl group Chemical group 0.000 claims description 45
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 45
- WKBOTKDWSSQWDR-UHFFFAOYSA-N bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 45
- 125000004414 alkyl thio group Chemical group 0.000 claims description 42
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 41
- 150000002431 hydrogen Chemical class 0.000 claims description 41
- RDYMFSUJUZBWLH-SVWSLYAFSA-N Endosulfan Chemical compound C([C@@H]12)OS(=O)OC[C@@H]1[C@]1(Cl)C(Cl)=C(Cl)[C@@]2(Cl)C1(Cl)Cl RDYMFSUJUZBWLH-SVWSLYAFSA-N 0.000 claims description 38
- 239000005930 Spinosad Substances 0.000 claims description 38
- JFLRKDZMHNBDQS-GQHNJWLYSA-N XPA88EAP6V Chemical compound C([C@@H](OC(=O)C[C@H]1[C@@H]2C=C[C@@H]3C[C@H](C[C@H]3[C@@H]2C=C1C(=O)[C@@H]1C)O[C@H]2[C@@H]([C@H](OC)[C@@H](OC)[C@H](C)O2)OC)CC)CCC1O[C@H]1CC[C@H](N(C)C)[C@@H](C)O1.C([C@@H](OC(=O)C[C@H]1[C@@H]2C=C(C)[C@@H]3C[C@H](C[C@H]3[C@@H]2C=C1C(=O)[C@@H]1C)O[C@H]2[C@@H]([C@H](OC)[C@@H](OC)[C@H](C)O2)OC)CC)CCC1O[C@H]1CC[C@H](N(C)C)[C@@H](C)O1 JFLRKDZMHNBDQS-GQHNJWLYSA-N 0.000 claims description 38
- 229940014213 spinosad Drugs 0.000 claims description 38
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 38
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 claims description 37
- 239000005660 Abamectin Substances 0.000 claims description 36
- 229950008167 Abamectin Drugs 0.000 claims description 36
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 claims description 36
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 36
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 35
- 125000003282 alkyl amino group Chemical group 0.000 claims description 24
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 24
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 24
- 125000004429 atoms Chemical group 0.000 claims description 23
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
- 229910052717 sulfur Inorganic materials 0.000 claims description 23
- 125000000304 alkynyl group Chemical group 0.000 claims description 22
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 22
- 229910052760 oxygen Inorganic materials 0.000 claims description 22
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 20
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 19
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 239000001301 oxygen Substances 0.000 claims description 16
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 16
- 239000011593 sulfur Substances 0.000 claims description 16
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 15
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 14
- 230000002195 synergetic Effects 0.000 claims description 14
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 14
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 9
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 8
- 230000002363 herbicidal Effects 0.000 claims description 8
- 125000004430 oxygen atoms Chemical group O* 0.000 claims description 8
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 7
- 125000001072 heteroaryl group Chemical group 0.000 claims description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- ATJFFYVFTNAWJD-UHFFFAOYSA-N tin hydride Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 5
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 5
- 125000005108 alkenylthio group Chemical group 0.000 claims description 4
- 125000005366 cycloalkylthio group Chemical group 0.000 claims description 4
- 239000003120 macrolide antibiotic agent Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 150000003217 pyrazoles Chemical class 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 3
- 150000001721 carbon Chemical compound 0.000 claims description 3
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 238000003892 spreading Methods 0.000 claims description 3
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 claims description 3
- XGWIJUOSCAQSSV-ABAIWWIYSA-N (4R,5R)-5-(4-chlorophenyl)-N-cyclohexyl-4-methyl-2-oxo-1,3-thiazolidine-3-carboxamide Chemical compound S([C@@H]([C@H]1C)C=2C=CC(Cl)=CC=2)C(=O)N1C(=O)NC1CCCCC1 XGWIJUOSCAQSSV-ABAIWWIYSA-N 0.000 claims description 2
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1H-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 claims description 2
- AZSNMRSAGSSBNP-XPNPUAGNSA-N 22,23-dihydroavermectin B1a Chemical compound C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 AZSNMRSAGSSBNP-XPNPUAGNSA-N 0.000 claims description 2
- 239000005651 Acequinocyl Substances 0.000 claims description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N Anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims description 2
- 239000005653 Bifenazate Substances 0.000 claims description 2
- 239000005874 Bifenthrin Substances 0.000 claims description 2
- FOANIXZHAMJWOI-UHFFFAOYSA-N Bromopropylate Chemical compound C=1C=C(Br)C=CC=1C(O)(C(=O)OC(C)C)C1=CC=C(Br)C=C1 FOANIXZHAMJWOI-UHFFFAOYSA-N 0.000 claims description 2
- CWFOCCVIPCEQCK-UHFFFAOYSA-N Chlorfenapyr Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N CWFOCCVIPCEQCK-UHFFFAOYSA-N 0.000 claims description 2
- 239000005654 Clofentezine Substances 0.000 claims description 2
- UOAMTSKGCBMZTC-UHFFFAOYSA-N Dicofol Chemical compound C=1C=C(Cl)C=CC=1C(C(Cl)(Cl)Cl)(O)C1=CC=C(Cl)C=C1 UOAMTSKGCBMZTC-UHFFFAOYSA-N 0.000 claims description 2
- 239000005897 Etoxazole Substances 0.000 claims description 2
- 239000005656 Fenazaquin Substances 0.000 claims description 2
- 239000005661 Hexythiazox Substances 0.000 claims description 2
- 229960002418 Ivermectin Drugs 0.000 claims description 2
- 239000005918 Milbemectin Substances 0.000 claims description 2
- 239000005663 Pyridaben Substances 0.000 claims description 2
- 239000005658 Tebufenpyrad Substances 0.000 claims description 2
- ZZYSLNWGKKDOML-UHFFFAOYSA-N Tebufenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(=CC=2)C(C)(C)C)=C1Cl ZZYSLNWGKKDOML-UHFFFAOYSA-N 0.000 claims description 2
- MLGCXEBRWGEOQX-UHFFFAOYSA-N Tetradifon Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC(Cl)=C(Cl)C=C1Cl MLGCXEBRWGEOQX-UHFFFAOYSA-N 0.000 claims description 2
- QDRXWCAVUNHOGA-UHFFFAOYSA-N acequinocyl Chemical group C1=CC=C2C(=O)C(CCCCCCCCCCCC)=C(OC(C)=O)C(=O)C2=C1 QDRXWCAVUNHOGA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004647 alkyl sulfenyl group Chemical group 0.000 claims description 2
- 125000005109 alkynylthio group Chemical group 0.000 claims description 2
- ONHBDDJJTDTLIR-UHFFFAOYSA-N azocyclotin Chemical compound C1CCCCC1[Sn](N1N=CN=C1)(C1CCCCC1)C1CCCCC1 ONHBDDJJTDTLIR-UHFFFAOYSA-N 0.000 claims description 2
- RJNJWHFSKNJCTB-UHFFFAOYSA-N benzylurea Chemical class NC(=O)NCC1=CC=CC=C1 RJNJWHFSKNJCTB-UHFFFAOYSA-N 0.000 claims description 2
- VHLKTXFWDRXILV-UHFFFAOYSA-N bifenazate Chemical compound C1=C(NNC(=O)OC(C)C)C(OC)=CC=C1C1=CC=CC=C1 VHLKTXFWDRXILV-UHFFFAOYSA-N 0.000 claims description 2
- 125000001246 bromo group Chemical group Br* 0.000 claims description 2
- 125000002837 carbocyclic group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- UXADOQPNKNTIHB-UHFFFAOYSA-N clofentezine Chemical compound ClC1=CC=CC=C1C1=NN=C(C=2C(=CC=CC=2)Cl)N=N1 UXADOQPNKNTIHB-UHFFFAOYSA-N 0.000 claims description 2
- 125000005159 cyanoalkoxy group Chemical group 0.000 claims description 2
- WCMMILVIRZAPLE-UHFFFAOYSA-M cyhexatin Chemical group C1CCCCC1[Sn](C1CCCCC1)(O)C1CCCCC1 WCMMILVIRZAPLE-UHFFFAOYSA-M 0.000 claims description 2
- IXSZQYVWNJNRAL-UHFFFAOYSA-N etoxazole Chemical compound CCOC1=CC(C(C)(C)C)=CC=C1C1N=C(C=2C(=CC=CC=2F)F)OC1 IXSZQYVWNJNRAL-UHFFFAOYSA-N 0.000 claims description 2
- DMYHGDXADUDKCQ-UHFFFAOYSA-N fenazaquin Chemical compound C1=CC(C(C)(C)C)=CC=C1CCOC1=NC=NC2=CC=CC=C12 DMYHGDXADUDKCQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 claims description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M isothiocyanate Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 claims description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 2
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 2
- ZLBGSRMUSVULIE-GSMJGMFJSA-N milbemycin A3 Chemical compound O1[C@H](C)[C@@H](C)CC[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 ZLBGSRMUSVULIE-GSMJGMFJSA-N 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 150000002918 oxazolines Chemical class 0.000 claims description 2
- 150000002926 oxygen Chemical compound 0.000 claims description 2
- 125000005359 phenoxyalkyl group Chemical group 0.000 claims description 2
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 2
- 150000004031 phenylhydrazines Chemical class 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000002728 pyrethroid Substances 0.000 claims description 2
- DWFZBUWUXWZWKD-UHFFFAOYSA-N pyridaben Chemical compound C1=CC(C(C)(C)C)=CC=C1CSC1=C(Cl)C(=O)N(C(C)(C)C)N=C1 DWFZBUWUXWZWKD-UHFFFAOYSA-N 0.000 claims description 2
- ITKAIUGKVKDENI-UHFFFAOYSA-N pyrimidifen Chemical compound CC1=C(C)C(CCOCC)=CC=C1OCCNC1=NC=NC(CC)=C1Cl ITKAIUGKVKDENI-UHFFFAOYSA-N 0.000 claims description 2
- 150000003233 pyrroles Chemical class 0.000 claims description 2
- SRJQTHAZUNRMPR-UYQKXTDMSA-N spinosyn A Chemical compound O([C@H]1CCC[C@@H](OC(=O)C[C@H]2[C@@H]3C=C[C@@H]4C[C@H](C[C@H]4[C@@H]3C=C2C(=O)[C@@H]1C)O[C@H]1[C@@H]([C@H](OC)[C@@H](OC)[C@H](C)O1)OC)CC)[C@H]1CC[C@H](N(C)C)[C@@H](C)O1 SRJQTHAZUNRMPR-UYQKXTDMSA-N 0.000 claims description 2
- VESRDXZDAAOUHS-KXRJSVEISA-N spinosyn B Chemical compound O([C@H]1CCC[C@@H](OC(=O)C[C@H]2[C@@H]3C=C[C@@H]4C[C@H](C[C@H]4[C@@H]3C=C2C(=O)[C@@H]1C)O[C@H]1[C@@H]([C@H](OC)[C@@H](OC)[C@H](C)O1)OC)CC)[C@H]1CC[C@H](NC)[C@@H](C)O1 VESRDXZDAAOUHS-KXRJSVEISA-N 0.000 claims description 2
- 150000003446 sulfenic acid amides Chemical class 0.000 claims description 2
- 150000003463 sulfur Chemical compound 0.000 claims description 2
- 125000004434 sulfur atoms Chemical group 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 150000004905 tetrazines Chemical class 0.000 claims description 2
- 150000003585 thioureas Chemical class 0.000 claims description 2
- 125000005389 trialkylsiloxy group Chemical group 0.000 claims description 2
- OMFRMAHOUUJSGP-IRHGGOMRSA-N κ-bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 claims description 2
- 125000004995 haloalkylthio group Chemical group 0.000 claims 3
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 150000002829 nitrogen Chemical compound 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000005657 Fenpyroximate Substances 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- HOXINJBQVZWYGZ-UHFFFAOYSA-N fenbutatin oxide Chemical compound C=1C=CC=CC=1C(C)(C)C[Sn](O[Sn](CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C1=CC=CC=C1 HOXINJBQVZWYGZ-UHFFFAOYSA-N 0.000 claims 1
- YYJNOYZRYGDPNH-MFKUBSTISA-N fenpyroximate Chemical compound C=1C=C(C(=O)OC(C)(C)C)C=CC=1CO/N=C/C=1C(C)=NN(C)C=1OC1=CC=CC=C1 YYJNOYZRYGDPNH-MFKUBSTISA-N 0.000 claims 1
- 230000000361 pesticidal Effects 0.000 claims 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- 102000003702 retinoic acid receptors Human genes 0.000 claims 1
- 108090000064 retinoic acid receptors Proteins 0.000 claims 1
- 241000238631 Hexapoda Species 0.000 abstract description 16
- 239000002917 insecticide Substances 0.000 abstract description 10
- 241000238876 Acari Species 0.000 abstract description 8
- 125000004122 cyclic group Chemical group 0.000 abstract description 3
- 230000002265 prevention Effects 0.000 abstract 1
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- 239000002904 solvent Substances 0.000 description 39
- 230000000694 effects Effects 0.000 description 34
- 239000003995 emulsifying agent Substances 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000011230 binding agent Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 239000000463 material Substances 0.000 description 12
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- 235000002017 Zea mays subsp mays Nutrition 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
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- 150000002148 esters Chemical class 0.000 description 9
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- 241001454293 Tetranychus urticae Species 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 7
- 238000009835 boiling Methods 0.000 description 7
- 239000008187 granular material Substances 0.000 description 7
- 239000004009 herbicide Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
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- 235000010469 Glycine max Nutrition 0.000 description 6
- 125000002877 alkyl aryl group Chemical group 0.000 description 6
- 230000003373 anti-fouling Effects 0.000 description 6
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- 229920000151 polyglycol Polymers 0.000 description 6
- 239000010695 polyglycol Substances 0.000 description 6
- 125000004793 2,2,2-trifluoroethoxy group Chemical group FC(CO*)(F)F 0.000 description 5
- 229920000180 Alkyd Polymers 0.000 description 5
- 240000007842 Glycine max Species 0.000 description 5
- 241000257303 Hymenoptera Species 0.000 description 5
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- 239000000839 emulsion Substances 0.000 description 5
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- 235000002595 Solanum tuberosum Nutrition 0.000 description 4
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 4
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Abstract
The invention relates to novel insecticidal agent combinations, comprising cyclic ketoenols or other acaricidal agents and further insecticidal agents, from the group of anthranilamides, which are particularly suitable for the prevention of animal pests such as insects and undesirable mites.
Description
COMBINATIONS OF ACTIVE PRODUCTS WITH INSECTICIDES AND ACARICIDES PROPERTIES
FIELD OF THE INVENTION The present invention relates to new combinations of active products, which are constituted by cyclic ketoenols, known, on the one hand and, on the other hand, by other known insecticidal active compounds and which are suitable, in a very good way , for the fight against animal pests such as insects and undesirable mites. BACKGROUND OF THE INVENTION It is already known that certain cyclic cycloenols have fungicidal, insecticidal and acaricidal properties (EP-A 0 528 156, EP-A 0 647 637, WO 95/26 345, WO 96/20196, WO 96/25395, WO 96/35664, WO 97/01535, WO 97/02243, WO 97/36868, WO 98/05638, WO 98/25928, WO 99/16748, WO 99/43649, WO 99/48869, WO 99/55673, WO 01/23354 and WO 01/74770). The activity of these products is good but, nevertheless, it leaves to be desired in some cases, with occasion of low application quantities. In the same way, it is known that mixtures formed by diamides of phthalic acid and by other bioactive compounds have an insecticidal and / or acaricidal effect (WO 02/087334). The effect of these mixtures is not always optimal. Furthermore, it is already known that a large number of heterocycles, REF .: 172790 of organic compounds of tin, of benzoylureas and of pyrethroids have insecticidal and acaricidal properties (see publications WO 93/22297, WO 93/10083, DE-A 26 41 343, EP-A 0 347 488, EP-A 0 210 487, US 3,264,177 and EP-A 0 234 045). Of course the effect of these compounds is not always satisfactory. DETAILED DESCRIPTION OF THE INVENTION It has now been found that the combinations of active products, constituted by the compounds of the formula (I) (Group 1)
wherein X means alkyl having 1 to 6 carbon atoms, bromine, alkoxy with 1 to 6 carbon atoms or halogenalkyl with 1 to 3 carbon atoms, Y means hydrogen, alkyl with 1 to 6 carbon atoms, halogen, alkoxy with 1 to 6 carbon atoms, haloalkyl with 1 to 3 carbon atoms, Z means alkyl with 1 to 6 carbon atoms, halogen, alkoxy with 1 to 6 carbon atoms, n means a number from 0 to 3, A3 means hydrogen or means alkyl with 1 to 12 carbon atoms, alkenyl with 2 to 8 carbon atoms, alkynyl with 2 to 8 carbon atoms, alkoxy with 1 to 10 carbon atoms-alkyl with 1 to 8 carbon atoms, polyalkoxy with 1 to 8 carbon atoms-alkyl having 2 to 8 carbon atoms, alkylthio having 1 to 10 carbon atoms-alkyl having 2 to 8 carbon atoms, straight-chain or branched chain or cycloalkyl having 3 to 8 atoms in the ring, which may be interrupted by oxygen and / or by sulfur, substituted Alternatively, if appropriate, by halogen or means phenyl or phenyl-alkyl having 1 to 6 carbon atoms substituted, if appropriate, by halogen, by alkyl having 1 to 6 carbon atoms, by halogen alkyl with 1 to 6 carbon atoms. carbon, by alkoxy with 1 to 6 carbon atoms, by haloalkoxy with 1 to 6 carbon atoms, by nitro, A4 means hydrogen, alkyl with 1 to 6 carbon atoms or alkoxy with 1 to 6 carbon atoms-alkyl with 1 to 4 carbon atoms or where A3 and A4 together with the carbon atom, with which they are bound, form a ring with 3 to 8 members, saturated or unsaturated, interrupted, if necessary, by oxygen and / or by sulfur and Substituted, if appropriate, by halogen, by alkyl having 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, by halogenoalkoxy with 1 to 4 carbon atoms, alkylthio having 1 to 4 carbon atoms or by phenyl, optionally substituted, or , if appropriate, benzocondensate, G1 means hydrogen (a) or means the groups
- CO-R20 - CO- R21 - SOj-R22 (b) (c) (d) (e) (f)
wherein R20 means alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, alkoxy having 1 to 8 carbon atoms-1 to 8 carbon atoms, C 1 -C 8 alkylthio-C 1 -C 8 -alkyl, C 1 -C 8 -alkyl-C 2 -C 8 -alkyl or cycloalkyl with 3 to 8 ring atoms, which may be interrupted by oxygen and / or sulfur atoms, respectively substituted, if appropriate, by halogen, means phenyl substituted, if appropriate, by halogen, by nitro, by alkyl by 1 to 6 carbon atoms, by alkoxy by 1; to 6 carbon atoms, by halogenalkyl with 6 carbon atoms or by halogenalkoxy with 1 to 6 carbon atoms; means phenyl-C 1 -C 6 -alkyl substituted, if appropriate, by halogen, by C 1 -C 6 -alkyl, by C 1 -C 6 -alkoxy, by haloalkyl with 1 to 6 C atoms, by halogenalkoxy having 1 to 6 carbon atoms, means pyridyl, pyrimidyl, thiazolyl or pyrazolyl respectively substituted, if appropriate, by halogen and / or by alkyl with 1 to 6 carbon atoms, means phenoxy-alkyl with 1 to 6 carbon atoms. carbon substituted, if appropriate, by halogen and / or by alkyl having 1 to 6 carbon atoms, R21 means alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 8 carbon atoms -alkyl with 2 to 8 carbon atoms or polyalkoxy with 1 to 8 carbon atoms-alkyl having 2 to 8 carbon atoms, respectively substituted, if appropriate, by halogen, means phenyl or benzyl, respectively, optionally substituted by halogen, by nitro, by alkyl with 1 to 6 carbon atoms, for alkoxy with 1 to 6 carbon atoms or for haloalkyl with 1 to 6 carbon atoms, R22 means alkyl with 1 to 8 carbon atoms, substituted, if appropriate, by halogen, means phenyl or benzyl substituted, if appropriate, by alkyl having 1 to 4 carbon atoms, by halogen, by halogenalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by nitro or by cyano, R23 and R24 independently of each other, mean alkyl with 1 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms, alkylamino with 1 to 8 carbon atoms, di- (with 1 to 8 carbon atoms), carbon) -alkylamino, alkylthio with 1 to 8 carbon atoms, alkenylthio with 2 to 5 carbon atoms, alkynylthio with 2 to 5 carbon atoms, cycloalkylthio with 3 to 7 carbon atoms substituted, if appropriate, by halogen, they mean substituted phenyl, phenoxy or phenylthio respectively, if appropriate, by halogen, by nitro, by cyano, by alkoxy with 1 to 4 carbon atoms, by halogenalkoxy with 1 to 4 carbon atoms, by alkylthio with 1 to 4 carbon atoms, by halogenalkylthio with 1 to 4 carbon atoms, for alkyl with 1 to 4 carbon atoms, for halogenalkyl with 1 to 4 carbon atoms, R2S and R26 mean, independently of each other, alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms carbon, alkenyl with 3 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 8 carbon atoms, respectively substituted, if appropriate, by halogen, means phenyl substituted, if appropriate, by halogen, by halogenalkyl with 1 to 6 carbon atoms, by alkyl with 1 to 6 carbon atoms or by alkoxy with 1 to 6 carbon atoms, means benzyl substituted, if appropriate, by halogen, by alkyl with 1 to 6 carbon atoms , by haloalkyl with 1 to 6 carbon atoms or by alkoxy having 1 to 6 carbon atoms, or together they mean a ring with 5 to 6 members, interrupted, if appropriate, by oxygen or by sulfur, which may be substituted, if appropriate, by alkyl with 1 to 6 atoms of carbon, or a compound with acaricidal activity (group 2), preferably (2-1) the phenylhydrazine derivative of the formula (known from the publication WO 93/10083)
(Bifenazate) and / or (2-2) the macrolide with the common name Abamectin (known by the publication DE-A 27 17 040) and / or (2-3) the naphthalindione derivative of the formula (known by the publication DE-A 26 41 343)
(Acequinocyl) and / or (2-4) the pyrrole derivative of the formula (known from EP-A 0 347 488) -
(Chlorf enapyr) and / or (2-5) the thiourea derivative of the formula (known from EP-A 0 210 487)
(Diafenthiuron) and / or (2-6) the oxazoline derivative of the formula (known from the publication WO 93/22297) (Etoxazole)
and / or (2-7) an organic tin derivative of the formula
wherein ((22--77 - a = Azocyclotin), known from the publication The Pesticide Manual, 9th edition, page 48, or R means -OH (2-7-b = Cyhexatin), known from the US publication 3,264,177 and / or (2-8) the pyrazole derivative of the formula (known from the publication? PA 0 289 879)
(Tebufenpyrad) and / or (2-9) the pyrazole derivative of the formula (known from EP-A 0 234 045)
(Fenpyr oxim te) and / or (2-10) the pyridazinone derivative of the formula (known from EP-A 0 134 439)
(Pyridaben) and / or (2-11) the benzylurea derivative of the formula (known from EP-A 0 161 019)
(Flufenoxuron) and / or (2-12) the pyrethroid of the formula (known from EP-A 0 049 977) (Bifenthrin) and / or (2-13) the tetrazine derivative of the formula (known to the publication EP-A 0 005 912)
(Clofentezine) and / or (2-14) the organic tin derivative of the formula (known from DE-A 21 15 666)
(Fenbutat inoxide) and / or (2-15) the sulfenic acid amide of the formula (known from The Pesticide Manual, 11th edition, 1997, page 1208)
(Tolylfluanid) and / or (2-16) the pyrimidylphenol ethers of the formula (known from the publication WO 94/02470, EP-A 0 883 991)
wherein R means fluorine (2-16-a = 4- [(4-chloro-a, a, a-trifluoro-3-tolyl) oxy] -6- [(a, a, a-4-tetrafluoro- 3-tolyl) oxy] -pyrimidine) R means nitro (2-16-b = 4- [(4-chloro-a, a, a-trifluoro-3-tolyl) oxy] -6- [(a, a, a-trifluoro-4-nitro-3-tolyl) oxy] -pyrimidine) R means bromine (2-16- = 4- [(4-chloro-a, a, a-trifluoro-3-tolyl) oxy] -6 - [(a, a, a-trifluoro-4-bromo-3-tolyl) oxy] -pyrimidine and / or (2-17) the macrolide of the formula (known from EP-A 0 375 316)
(Spinosad) a mixture constituted, preferably, by 85% Spinosyn A (R = H) 15% Spinosyn B (R = CH3) and / or (2-18) Ivermectin (known from EP-A 0 001 689 ) and / or (2-19) Milbemectin (known from The Pesticide Manual, 11th edition, 1997, page 846) and / or (2-20) Endosulfan (known from DE-A 10 15 797)
and / or (2-21) Fenazaquin (known by the publication EP-A 0 326 329)
and / or (2-22) Pyrimidifen (known from EP-A 0 196 524)
and / or (2-23) Triarathen (known by the publication DE-A 27 24 494)
and / or (2-24) Tetradifon (known by the US publication
2,812,281)
and / or (2-25) Propargit (known from US 3,272,854)
and / or (2-26) Hexythiazox (known from the publication DE-A 30 37 105)
and / or (2-27) Bromopropylate (known from US publication 3,784,696)
and / or (2-28) Dicofol (known from US 2,812,280)
and / or (2-29) Chinomethionat (known from the publication DE-A 11 00 372)
and, at least, an active product of the group of the anthranilic acid amides of the formula (II), have synergistic activity and have very good insecticidal and acaricidal properties. Surprisingly, the insecticidal and / or acaricidal activity of the active compound combinations according to the invention is greater than the sum of the activities of the individual products. Therefore, there is a truly synergistic, unpredictable effect and not just a complement to the activities. The active compound combinations according to the invention contain, in addition to at least one active compound of the formula (I) or an active compound of the group 2 (compounds (2-1) to (2-29)) , at least one active product of the formula (II). Preference is given to combinations of active compounds containing compounds of the formula (I), in which X denotes alkyl having 1 to 4 carbon atoms, bromine, alkoxy with 1 to 4 carbon atoms or haloalkyl with
1 to 3 carbon atoms, Y means hydrogen, alkyl having 1 to 4 carbon atoms, fluorine, chlorine, bromine, alkoxy with 1 to 4 carbon atoms or halogenalkyl with 1 to 3 carbon atoms, Z means alkyl with 1 to 4 carbon atoms, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, n means a number from 0 to 2, A3 means hydrogen or means alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl straight-chain or branched-chain alkyl, cycloalkyl with 3 to 8 ring atoms, which may be interrupted by oxygen and / or by sulfur, respectively substituted optionally, one to three times fluorine, or phenyl or benzyl respectively, optionally substituted one to two times by fluorine, chlorine, bromine, alkyl with 1 to 2 carbon atoms, haloalkyl with 1 to 2 carbon atoms, for alkoxy with 1 to 2 carbon atoms, by haloalkoxy having 1 to 2 carbon atoms, by nitro, A4 means hydrogen, alkyl having 1 to 2 carbon atoms or alkoxy with 1 to 2 carbon atoms-alkyl having 1 to 2 carbon atoms, or where A3 and A4 form together with the carbon atom, to which they are bonded, a 3 to 7 membered saturated or unsaturated ring, interrupted, if appropriate, by oxygen and / or by sulfur and optionally substituted one to two times by fluorine, by chlorine, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by haloalkyl with 1 to 2 carbon atoms, by halogenalkoxy with 1 to 2 carbon atoms or by alkylthio with 1 to 2 atoms of carbon, G1 means hydrogen (a) or means the groups
- CO-R20-CO-R21 -S02-R22 (b) (c) (d) (e) (f) in which R20 means alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkylthio-C 1 -C 4 -alkyl or cycloalkyl with 3 to 6 ring atoms, which may be interrupted by oxygen and / or by sulfur, respectively substituted, if appropriate, by one to five times by fluorine or by chlorine, means substituted phenyl, optionally one to two times, fluorine, chlorine, bromine, nitro , by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by halogen alkyl with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, means benzyl substituted, if appropriate, one to two times, by fluorine, by chlorine, by bromine, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by halogen ilo with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, means pyridyl, pyrimidyl, thiazolyl or pyrazolyl respectively substituted, if appropriate, one to two times by chlorine, by bromine and / or by alkyl with 1 to 4 carbon atoms, R21 means alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl with 2 to 6 carbon atoms, polyalkoxy with 1 to 6 carbon-alkyl atoms having 2 to 6 carbon atoms substituted, if appropriate, one to five times by fluorine or chlorine, means phenyl or benzyl substituted, respectively, optionally, one to two times by fluorine, chlorine, by bromine, by nitro, by alkyl with 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, R22 means alkyl with 1 to 4 carbon atoms substituted, if necessary, one to five times fluorine or chlorine, denotes phenyl or benzyl substituted, if appropriate, one to two times, by alkyl with 1 to 4 carbon atoms, fluorine, chlorine, bromine, halogen alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms, for nitro or for cyano, R23 and R24 mean, independently of each other, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, di- (with 1 to 4 carbon atoms) -alkylamino, alkylthio with 1 to 4 carbon atoms, alkenylthio with 2 to 4 carbon atoms, cycloalkylthio with 3 to 6 carbon atoms, respectively substituted, if appropriate, by one to three times by fluorine or by chlorine, respectively meaning phenyl, phenoxy or phenylthio substituted in given case, from one to two times, by fluorine, by chlorine, by bromine, by nitro, by cyano, by alkoxy with 1 to 2 carbon atoms, by halogenalkoxy with 1 to 2 carbon atoms, by alkylthio with 1 to 2 carbon atoms, by halogenalkylthio with 1 to 2 carbon atoms, by alkyl with 1 to 2 carbon atoms, by halogenalkyl with 1 to 2 carbon atoms, R25 and R26 mean, independently of each other, alkyl with 1 to 6 carbon atoms. carbon, alkoxy with 1 to 6 carbon atoms, alkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 1 to 2 carbon atoms, respectively substituted, if appropriate, one to three times by fluorine or chlorine, are benzyl substituted, if appropriate, by one twice by fluorine, by chlorine, by bromine, by halogenalkyl with 1 to 2 carbon atoms, by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, or together they mean a ring with 5 to 6 members, interrupted, if appropriate, by oxygen or by sulfur, which may be substituted, if appropriate, by alkyl having 1 to 2 carbon atoms, and at least one active product of the formula (II). For the radicals mentioned in the preferred ranges with halogen, halogen means preferably chlorine and fluorine. Particularly preferred are combinations of active compounds containing the compounds of the formula
(I), wherein X means alkyl having 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or trifluoromethyl, Y means hydrogen, alkyl having 1 to 4 carbon atoms, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, haloalkyl with 1 to 2 carbon atoms,
Z means alkyl with 1 to 4 carbon atoms, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, n means 0 or 1, A3 and A4 mean, together with the carbon atom, with which they are bonded, a ring with 5 to 6 members, saturated, optionally monosubstituted by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, G1 means hydrogen (a) or means the groups - CO-R20-C? 2 -R21 (b) (c) wherein R20 means alkyl having 1 to 12 carbon atoms, alkenyl having 2 to 12 carbon atoms, alkoxy having 1 to 4 carbon atoms-alkyl having 1 to 2 carbon atoms, or cycloalkyl with 3 to 6 ring atoms, which may be interrupted by 1 to 2 oxygen atoms, respectively substituted, if appropriate, from one to three times by or per chlorine means phenyl monosubstituted, if appropriate, by fluorine, chlorine, by bromine, by nitro, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by trifluoromet ilo or by trifluoromethoxy, R21 means alkyl with 1 to 12 carbon atoms, alkenyl with 2 to 12 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 2 to 4 carbon atoms, means monosubstituted phenyl or benzyl respectively, if appropriate, by fluorine, chlorine, bromine, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or trifluoromethyl, and at least one active product of the formula (II). Particularly preferred are combinations of active compounds, which contain the compounds of the formula (I), in which X is methyl, ethyl, methoxy, ethoxy or trifluoromethyl, and Y denotes hydrogen, methyl, ethyl, chlorine, bromine, methoxy or trifluoromethyl, Z means methyl, ethyl, chloro, bromo or methoxy, n means 0 or 1, A3 and A4 mean, together with the carbon atom, with which they are bound, a ring with 5 to 6 members, saturated, monosubstituted, if appropriate, by methyl, ethyl, propyl, methoxy, ethoxy, propoxy, butoxy or isobutoxy, G1 means hydrogen (a) or means the groups -CO-R20 -C? 2-R21
(b) (c) wherein R20 means alkyl with 1 to 8 carbon atoms, alkenyl with 2 to 8 carbon atoms, alkoxy with 1 to 3 carbon atoms-alkyl with 1 to 2 carbon atoms, or cycloalkyl with 3 to 6 atoms in the ring, which may be interrupted by 1 to 2 oxygen atoms, respectively substituted, if appropriate, by one to three times by fluorine or by chlorine, means phenyl monosubstituted, if appropriate, by fluorine, by chlorine, bromine, methyl, methoxy, trifluoromethyl or trifluoromethoxy; R '2? means alkyl having 1 to 8 carbon atoms, alkenyl with 2 to 8 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 2 to 3 carbon atoms, means phenyl or benzyl monosubstituted, respectively, by fluorine, respectively , by chlorine, by bromine, by nitro, by methyl, by methoxy or by trifluoromethyl, and, at least, by an active product of the formula (II). Especially preferred are combinations of active compounds containing the compound of the formula
(I-D
and at least one active product of the formula (II). Especially preferred are combinations of active compounds containing the compound of the formula
(1-2)
(1-2) and at least one active product of the formula (II). The compounds of the formula (I) can also be present, depending on the type of the substituents, as isomers or mixtures of geometric and / or optical isomers, with a variable composition, which can be separated, if appropriate, in a customary manner. . Both the pure isomers, as well as the mixtures of the isomers, their obtaining and use, as well as the agents that contain them, constitute the object of the present invention. However, the compounds of the formula (I) will be discussed below, even if the pure compounds as well as the mixtures with variable proportions of the isomeric compounds are to be indicated. Particularly preferred are combinations of active compounds containing a compound chosen from compounds (2-1) to (2-29) of group 2 and at least one active compound of formula (II). Combinations of active compounds containing one of the compounds (2-2) Abamectin, (2-5) Diafenthiuron, (2-17) Spinosad and (2-20) Endosulfan and at least one active ingredient of the formula (II). The diamides of anthranilic acid of the formula (II) are also constituted by known compounds, which are known from the following publications or which are covered by them:
WO 01/70671, WO 03/015518, WO 03/015519, WO 03/016284, WO 03/016282, WO 03/016283, WO 03/024222, WO 03/062226. Hereby express reference is made to the formulas and generic definitions described in these publications, as well as to the individual compounds described therein. The anthranilic acid diamides can be grouped in the formula (II)
wherein A1 and A2 signify, independently of one another, oxygen or sulfur, X1 signifies N or CR10, R1 signifies hydrogen or means alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon or cycloalkyl atoms with 3 to 6 carbon atoms substituted, if appropriate, one or more times, the substituents being independently selected from R5, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 atoms of carbon, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkoxycarbonyl with 2 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, (alkyl with 1 to 4 carbon atoms) cycloalkylamino with 3 to 6 carbon atoms or R 11, R 2 signifies hydrogen, alkyl having 1 to 6 carbon atoms, alkenyl with 2 a 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms or alkylcarbonyl with 2 to 6 carbon atoms, R3 means hydrogen, R11 or means alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms carbon, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms substituted, respectively, one or more times, the substituents being independently selected from R6, halogen, cyano, nitro, hydroxy alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkoxycarbonyl with 2 a 6 atoms of carbon, alkylcarbonyl with 2 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms, R11, phenyl, phenoxy or a heteroaromatic ring with 5 or 6 members, where each phenyl, phenoxy or heteroaromatic ring may be substituted, if appropriate. with 5 or 6 members and being able to choose the substituents, independently of each other, between one to three residues W or one or more residues R12, or R2 and R3 can be linked together and form the M ring, R4 means hydrogen, alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, halogenalkenyl with 2 to 6 carbon atoms , halogenalkynyl with 2 to 6 carbon atoms, halogencycloalkyl with 3 to 6 carbon atoms, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 car atoms bond, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenalkylsulfinyl with 1 to 4 carbon atoms, halogenalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms or means phenyl, benzyl or phenoxy substituted respectively, if appropriate, once or several times , it being possible to choose the substituents, independently of each other, between alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkynyl with 2 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, halogenoalkyl with 1 to 4 carbon atoms, halogenalkenyl with 2 to 4 carbon atoms, halogenalkynyl with 2 to 4 carbon atoms, halogencycloalkyl with 3 to 6 carbon atoms, halogen, cyano, nitro, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, (alkyl) cycloalkylamino with 3 to 6 carbon atoms, alkylcarbonyl with 2 to 4 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylaminocarbonyl with 2 to 6 carbon atoms, dialkylaminocarbonyl with 3 to 8 carbon atoms or trialkylsilyl with 3 to 6 carbon atoms R8 mean respectively, independently of each other, hydrogen, halogen they are alkyl, with 1 to 4 carbon atoms, halogen with 1 to 4 carbon atoms, R12, G, J, -OJ, -OG, -S (0) pJ, -S (0) pG, -S (0) p-phenyl substituted respectively, optionally, the substituents being independently selected from one to three residues W or from R 12, alkyl having 1 to 10 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms or alkylthio with 1 to 4 carbon atoms, each substituent, independently of one another, can be substituted by one or more substituents chosen from G, J, Rs, halogen, cyano , nitro, amino, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms carbon, halogenalkylthio with 1 to 4 carbon atoms, halogenalkylsulfinyl with 1 to 4 carbon atoms, halogen C 1-4 -alkanoylsulfonyl, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms, phenyl or phenoxy, it being possible to replace each ring, if appropriate of phenyl or of phenoxy and the substituents can be chosen, independently from each other, between one to three residues W or one or more radicals R 12, respectively, independently of each other, a carbocyclic or heterocyclic ring, non-aromatic, with 5 or 6 members, containing, if appropriate, one or two ring members selected from the group C (= 0), SO or S (= 0) 2, and which may be substituted, if appropriate, by one to four chosen substituents, independently of one another, between alkyl having 1 to 2 carbon atoms, halogen, cyano, nitro or alkoxy with 1 to 2 carbon atoms, or independently of one another, alkenyl having 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms; carbon atoms, cycloalkyl co n 3 to 7 carbon atoms, (cyano) cycloalkyl with 3 to 7 carbon atoms, (alkyl with 1 to 4 carbon atoms) cycloalkyl with 3 to 6 carbon atoms, (cycloalkyl with 3 to 6 carbon atoms) alkyl with 1 to 4 carbon atoms, each cycloalkyl, (alkyl) cycloalkyl and (cycloalkyl) -alkyl optionally substituted by one or more halogen atoms, J each independently independently of each other, means a heteroaromatic ring with 5 to 4 carbon atoms. or 6 members, optionally substituted, it being possible to choose the substituents, independently of each other, between one to three residues W or one or more residues R12, R6 mean; - independently from each other, -C ^ E ^ R19, LC (= EX) R19, -C (= E1) LR13, -LC (= E1) LR19, -OP (= Q) (0R19) 2, -S02LR18 or - LS02LR19, meaning each E1, independently of each other, O, S, N-R15, N-OR15, NN (R15) 2, NS = 0, N-CN or N-N02, R7 means hydrogen, alkyl with 1 to 4 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, halogen, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms , alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenoalkylsulfinyl with 1 to 4 carbon atoms, halogenoalkylsulfonyl with 1 to 4 carbon atoms, R9 means haloalkyl with 1 to 4 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, halogenoalkylsulfinyl with 1 to 4 carbon atoms or halogen, R10 means hydrogen, alkyl with 1 to 4 carbon atoms, haloalkyl with 1 to 4 carbon atoms carbon, halogen, cyano or halogenalkoxy with 1 to 4 carbon atoms, R 11 respectively mean, independently of one another, alkylthio having 1 to 6 carbon atoms, alkylsulfenyl with 1 to 6 carbon atoms, halogenalkylthio having 1 to 6 carbon atoms, halogenalkylsulfenyl having 1 to 6 carbon atoms, phenylthio or phenylsulfenyl respectively substituted, if appropriate, from one to three times, the substituents being independently selectable from the list consisting of W, -S (0) nN (Rls) 2, -C (= 0) R13, -L (C = 0) R14, -S (C = 0) LR14, -C (= 0) LR13, S (0) nNR13C (= 0) R13, -S ( 0) nNR13C (= 0) LR14 or -S (0) nNR13S (0) 2LR14, L mean respectively, independently of each other, O, NR18 or S, R12 respectively mean, independently of each other, -B (OR17) 2, amino , SH, thiocyanate, trialkylsilyloxy with 3 to 8 carbon atoms, alkyl disulfide with 1 to 4 carbon atoms, ~ SF5, -C (= E) R19, -LC (= E) R19, C (= E) LR19 , -LC (= E) LR19, -OP (= Q) (OR19) 2, -S02LR19 or -LS02LR1 9, Q means O or S, R13 respectively mean, independently of each other, hydrogen or. they mean alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms respectively substituted, if appropriate, once or several times, being able to choose the substituents, independently of each other, between Rs, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms or (alkyl with 1 to 4 carbon atoms) cycloalkylamino with 3 to 6 carbon atoms,
R 14 are independently, respectively, alkyl having 1 to 20 carbon atoms, alkenyl having 2 to 20 carbon atoms, alkynyl having 2 to 20 carbon atoms or cycloalkyl having 3 to 6 carbon atoms, respectively substituted, one or several times, it being possible to choose the substituents, independently of each other, between Rs, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, carbon, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms or (alkyl with 1 to 4 carbon atoms) cycloalkylamino with 3 to 6 carbon atoms or means phenyl If necessary, the substituents can be chosen, independently of each other, between one to three residues W or one or more residues R12, respectively meaning, independently of each other, hydrogen or halogenalkyl with 1 to 6 carbon atoms or alkyl with 1 to 6 carbon atoms substituted, if appropriate, one or more times, the substituents being independently selectable from cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, haloalkylsulfinyl with 1 to 4 carbon atoms, halogenoalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylcarbonyl with 2 to 6 atoms of carbon, trialkylsilyl having 3 to 6 carbon atoms or phenyl, optionally substituted, it being possible to choose the substituents, independently of each other, between one to three residues W or one or more radicals R 12, or N (R15) 2 means a ring, which forms the ring M, R16 means alkyl with 1 to 12 carbon atoms or halogenalkyl with 1 to 12 carbon atoms, or N (R16) 2, means a cycle, which The ring forms M, R 17, respectively, independently of one another, hydrogen or alkyl having 1 to 4 carbon atoms, or B (OR 17) 2 means a ring, in which both oxygen atoms are linked through a chain with two to three carbon atoms, which may be substituted, if appropriate, by one or two substituents chosen, independently from each other, from methyl or alkoxycarbonyl having 2 to 6 carbon atoms, respectively R 18, independently, hydrogen, alkyl with 1 to 6 carbon atoms or halogenalkyl with 1 to 6 carbon atoms, or N (R13) (R18) means a ring, which forms the ring M, R19 respectively mean, independently of each other, hydrogen or mean alkyl with 1 to 6 replaced carbon atoms re if desired, one or more times, the substituents being independently selected from cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenalkylsulfinyl with 1 to 4 carbon atoms, haloalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, C02H, alkoxycarbonyl with 2 to 6 carbon atoms, alkylcarbonyl with 2 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms or phenyl, substituted in In this case, it is possible to choose the substituents, independently of each other, between one to three radicals W, halogenalkyl with 1 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or phenyl or substituted pyridyl respectively, if necessary, one to three times per W, M means a substituted ring respectivelyoptionally, from one to four times, containing, in addition to the nitrogen atom, with which the pair of substituents R13 and R18, (R15) 2 or (R1S) 2, of two to 6 carbon atoms is linked. and, optionally, in addition, another nitrogen, sulfur or oxygen atom and the substituents can be chosen, independently from each other, between alkyl having 1 to 2 carbon atoms, halogen, cyano, nitro or alkoxy with 1 to 2 atoms of carbon, W mean respectively, independently of each other, alkyl with 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkynyl with 2 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, haloalkyl with 1 at 4 carbon atoms, halogenalkenyl with 2 to 4 carbon atoms, halogenalkynyl with 2 to 4 carbon atoms, halogencycloalkyl with 3 to 6 carbon atoms, halogen, cyano, nitro, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, (C 1 -C 4 -alkyl) C 3 -C 6 -cycloalkylamino, C 2 -C 4 -alkylcarbonyl, C 2 -C 6 -alkoxycarbonyl, C02H, C2-C6-alkylaminocarbonyl, dialkylaminocarbonyl with 3 to 8 carbon atoms or trialkylsilyl having 3 to 6 carbon atoms, n mean respectively, independently of each other, 0 or 1, p mean respectively, independently of each other, 0, 1 or 2. In the case where (a) R5 denotes hydrogen, alkyl having 1 to 6 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, halogenalkenyl with 2 to 6 carbon atoms, halogenalkynyl with 2 to 6 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, L-haloalkylthio with 1 to 4 carbon atoms or halogen and (b) R8 means hydrogen, alkyl with 1 to 6 carbon atoms, haloalkyl with 1 to 6 carbon atoms, haloalkenyl with 2 to 6 carbon atoms, haloalkynyl with 2 to 6 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogen, alkylcarbonyl with 2 to 4 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylaminocarbonyl with 2 to 6 carbon atoms or dialkylaminocarbonyl with 3 to 8 carbon atoms, (c) will be, at least one substituent, chosen from R6, R11 and R12 and (d), when R12 is not present, then at least one R6 or R11 will be different from alkylcarbonyl with 2 to 6 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylaminocarbonyl with 2 to 6 carbon atoms and dialkylaminocarbonyl with 3 to 8 carbon atoms. The compounds according to the general formula (II) include the N-oxides and the salts. The compounds of the formula (II) can also be present, depending on the type of the substituents, as isomers or mixtures of geometric and / or optical isomers, with a variable composition, which can be separated, if appropriate, in a customary manner. . Both the pure isomers, as well as the mixtures of the isomers, their preparation and use, as well as the agents that contain them, constitute the object of the present invention. However, the compounds of the formula (II) will be discussed below, even if the pure compounds as well as the mixtures with variable proportions of the isomeric compounds are to be indicated. Preference is given to combinations of active compounds, which contain compounds of the formula (II-1) wherein R2 means hydrogen or alkyl having 1 to 6 carbon atoms, R3 means alkyl having 1 to 6 carbon atoms, which is, if appropriate, substituted by R6, R4 means alkyl having 1 to 4 carbon atoms, haloalkyl with 1 to 2 carbon atoms, halogenalkoxy with 1 to 2 carbon atoms or halogen, R5 means hydrogen, alkyl with 1 to 4 carbon atoms, halogenalkyl with 1 to 2 carbon atoms, halogenalkoxy with 1 to 2 carbon atoms or halogen, R6 signifies -C (= E2) R19, -LC (= E2) R19, -C (= E2) LR19 or LC (= E2) LR19, meaning each E2, independently of each other O, S, N-R15, N-OR15, NN (R1?) 2, and meaning each L, independently of each other, O or NR18, R7 means haloalkyl with 1 to 4 carbon atoms or halogen, R9 means haloalkyl with 1 to 2 carbon atoms, haloalkoxy with 1 to 2 carbon atoms, S (0) p-halogenoalkyl with 1 to 2 carbon atoms or halogen, R15 mean, independently of each other, hydrogen or, for example, halogenalkyl having 1 to 6 carbon atoms or alkyl having 1 to 6 carbon atoms substituted, optionally, the substituents being independently selected from cyano, alkoxy with 1 to 4 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, haloalkylsulfinyl with 1 to 4 atoms of carbon or halogenalkylsulfonyl having 1 to 4 carbon atoms, R18 signifying, respectively, hydrogen or alkyl having 1 to 4 carbon atoms, R19 signifying respectively, independently of each other, hydrogen or alkyl having 16 carbon atoms, p mean, independently of each other, O, 1, 2. In the definitions mentioned above as preferred, halogen means fluorine, chlorine, bromine and iodine, especially means fluorine, chlorine o and bromine. Particularly preferred are the active compound combinations, which contain compounds of the formula (II-1), in which R 2 is hydrogen or methyl, R represents alkyl having 1 to 4 carbon atoms (especially methyl, ethyl, n-, iso-propyl, n-, iso-, sec-, tere. -butyl), R4 means methyl, trifluoromethyl, trifluoromethoxy, fluorine, chlorine, bromine or iodine, R5 means hydrogen, fluorine, chlorine, bromine, iodine, trifluoromethyl or trifluoromethoxy R7 means chlorine or bromine, R9 means trifluoromethyl, chlorine, bromine, difluoromethoxy or trifluoroethoxy. Combinations of active products, which contain the compounds of the formula, are very particularly preferred.
(II-l) following:
(II-D Example R2 R3 R4 Rs R7 R9 Pf. (° C)
Nr. II-l-l H Me Me Cl Cl CF3 185-186
II-1-2 H Me Me Cl Cl OCH2CF3 207-208
11-1-3 H Me Me Cl Cl Cl 225-226
II-1-4 H Me Me Cl Cl Br 162-164
II-1-5 H Cl Cl Cl CF3 155-157
II-1-6 H Me Cl Cl Cl OCH2CF3 192-195
II-1-7 H Cl Cl CL CI 205-206
II-1-8 H Cl Cl Cl Cl 245-246
II-1-9 H i- Me Cl Cl CF3 195-196 Pr II-1-10 H i- Me Cl Cl OCH2CF3 217-218 Pr II-l-ll H i- Me Cl Cl Cl 173-175 Pr II- 1-12 H i- Me Cl Cl Br 159-161 Pr II-1-13 H i- Cl Cl Cl CF 200-201 Pr II-1-14 H i Cl Cl Cl OCH2CF3 232-235 Pr II-1- fifteen. H i Cl Cl Cl Cl 197-199 Pr Example R RJ R * R ° Pf. (° C) Nr. II-1- 16 H Cl Cl Cl Br 188 -190 Pr 11-1-17 H Et Me Cl Cl CF3 163-164
II-1-18 H Et Me Cl Cl OCH2CF3 205-207
II-1-19 H Et Cl Cl Cl Cl 199-200
II-1-20 H Et Me Cl Cl Br 194-195
II-1-21 H Et Cl Cl Cl CF3 201-202
II-1-22 H Et CI Cl Cl Cl 206-208
II-1-23 H Et Cl Cl Cl Br 214-215
II-1-24 H t- Me Cl Cl CF3 223-225 Bu II-1-25 H t- Me CI Cl Cl 163-165 Bu II-1-26 H t- Me Cl Cl Br 159-161 Bu II- 1-27 H t- Cl Cl Cl CF 170-172 Bu II-1-28 H t Cl Cl Cl 172-173 Bu II-1-29 H t Cl Cl Cl 179-180 Bu II-1- 30 H Me Me Br Cl CF3 222-223 Example R2 R3 R4 R5 R7 R9 Pf. (° C)
Nr. 11-1-31 H Et Me Br Cl CF3 192-193
11-1-32 H i- Me Br Cl CF3 197-198 Pr II-1-33 H t- Me Br Cl CF3 247-248 Bu II-1-34 H Me Me Cl Cl Cl 140-141
II-1-35 H Et Me Br Cl Cl 192-194
II-1-36 H i- Me Br Cl Cl 152-153 Pr II-1-37 H t- Me Br Cl Cl 224-225 Bu II-1-38 H Me Me Br Cl Br 147-149
II-1-39 H Et Me Br Cl Br 194-196
II- 1-40 H i- Me Br Cl Br 185-187 Pr II-1-41 H t- Me Br Cl Br 215-221 Bu II-1-42 H Me Me I Cl CF3 199-200
II-1-43 H Et Me I Cl CF3 199-200
II-1-44 H i- Me I Cl CF3 188-189 Pr II-1-45 H t- Me I Cl CF3 242-243 Example R2 R3 R4 R5 R7 R9 Pf. (° C)
Nr. Bu II-1-46 H Me Me I CI Cl 233 -234
II-1-47 H Et Me I CI Cl 196 - 197
II-1-48 H i- Me I Cl Cl 189-190 Pr II-1-49 H t- Me I Cl Cl 228-229 Bu II-1-50 H Me Me I Cl Br 229-230
II-1-51 H iPr Me I Cl Br 191-192
II-1-52 H Me Br Br Cl CF3 162 -163
II-1-53 H Et Br Br Cl CF3 188 -189
II-1-54 H i- Br Br Cl CF3 192-193 Pr II-1-55 H t- Br Br Cl CF3 246-247 Bu II-1-56 H Me Br Br Cl Cl 188-190
II-1-57 H Et Br Br Cl Cl 192-194
II-1-58 H i- Br Br Cl Cl 197-199
-1-59 H t- Br Br Cl Cl 210-212 Bu -1- 60 H Me Br Br Cl Br 166-168 Example R2 R3 R4 R5 R7 R9 Pf. (° C) Nr. II-1-61 H Et Br Br Cl Br 196-197 II-1-62 H i- Br Br Cl Br 162-163 Pr II-1-63 H t- Br Br Cl Br 194-196 Bu II-1-64 H t- Cl Br Cl CF3 143-145 Bu II-1-65 Me Me Br Br CI Cl 153-155 II-1-66 Me Me Me Cl Cl Cl3 207-208 II-1-67 Me Cl Cl Cl Cl Cl 231-232 II-1 -68 Me Me Br Br Cl Br 189-190 II-1-69 Me Me Cl Cl Cl Br 216-218 II-1-70 Me Me Cl Cl Cl CF3 225-227 II-1-71 Me Me Br Br Cl CF3 228-229 II-1-72 H i- Me H Cl CF3 237-239 Pr
Particularly preferred are the active compound combinations, which contain a compound of the following formulas (II-ll) (II-1-2) (II-1-3) [II-1-7) (II-1-8) (II-1-9)
(II-1-24) (II-1-26) (II-1-27) (II-1-32) (II-1-33) (II-1-38) (II-1-43; II-1-44) (II-1-50) (II-1-54) (II-1-55) (II-1-56)
(II-1-71) (II-1-72) the combinations of active compounds (binary combinations) mentioned individually below which contain a compound of the formula (I) (group 1) or a compound with acaricidal activity of group 2 and a compound of the formula (II-1):
Combinator of Combination of
Nr. Active products, which Nr. Active products, which contains contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
2d) 29d) (II-1-2) (II-1-40) (2-17) Spinosad and (II- (2-17) Spinosad and (II-2e) 29e) 1-2) 1-40) (2-20) Endosulfan and (2-20) Endosulfan and
2f) 29f) (II-1-2) (II-1-40) 3a) (1-1) and (II-1-3) 30a) (1-1) and (II-1-42) 3b) (1-2) and (II-1-3) 30b) (1-2) and (II-1-42) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 3c) 30c) 1-3) 1-42) (2-5) Diafenthiuron and (2-5) Diafenthiuron and 3d) 30d) (II-1-3) (II-1-42) (2-17) Spinosad and ( II- (2-17) Spinosad and (II-3e) 30e) 1-3) 1-42) (2-20) Endosulfan and (2-20) Endosulfan and
3f) 30f) (II-1-3) (II-1-42) 4a) (1-1) and (II-1-4) 31a) (1-1) and (II-1-43) 4b) (1-2) and (II-1-4) 31b) (1-2) and (II-1-43) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 4c 1 -4) 31c) 1-43) Combinacle of N active compounds, which Nr. Active products, containing contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
4d) 31d) (II-1-4) (II-1-43) (2-17) Spinosad and (II- (2-17) Spinosad and (II-4e) 31e) 1-4) 1-43) (2-20) Endosulfan and (2-20) Endosulfan and
4f) 31f) (II-1-4) (II-1-43) 5a) (1-1) and (II-1-5) 32a) (1-1) and (II-1-44) 5b) (1-2) and (II-1-5) 32b) (1-2) and (II-1-44) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 5c) 32c) 1-5) 1-44) (2-5) Diafenthiuron and (2-5) Diafenthiuron and 5d) 32d) (II-1-5) (II-1-44) (2-17) Spinosad and ( II- (2-17) Spinosad and (II-5e) 32e) 1-5) 1-44) (2-20) Endosulfan and (2-20) Endosulfan and
5f) 32f) (II-1-5) (II-1-44) 6a) (1-1) and (II-1-6) 33a) (1-1) and (II-1-50) 6b) (1-2) and (II-1-6) 33b) (1-2) and (II-1-50) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 6c) 1-6) 33c) 1-50) Combinaicón de Combinadoicón de Nr. | active products, which Nr. active products, containing contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
6d) 33d) (II-1-6) (II-1-50) (2-17) Spinosad and (II- (2-17) Spinosad and (II-6e) 33e) 1-6) 1-50) (2-20) Endosulfan and (2-20) Endosulfan and
6f) 33f) (II-1-6) (II-1-50) 7a) (1-1) and (II-1-7) 34a) (1-1) and (II-1-51) 7b) (1-2) and (II-1-7) 34b) (1-2) and (II-1-51) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 7c) 34c) 1-7) 1-51) (2-5) Diafenthiuron and (2-5) Diafenthiuron and 7d) 34d) (II-1-7) (II-1-51) (2-17) Spinosad and ( II- (2-17) Spinosad and (II-7e) 34e) 1-7) 1-51) (2-20) Endosulfan and (2-20) Endosulfan and
7f) 34f) (II-1-7) (II-1-51) 8a) (1-1) and (II-1-8) 35a) (1-1) and (II-1-52) 8b) (1-2) and (II-1-8) 35b) (1-2) and (II-1-52) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 8c) 1-8) 35c) 1-52) Combinacle of N active compounds, which Nr. Active products, containing contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
8d) 35d) (II-1-8) (II-1-52) (2-17) Spinosad and (II- (2-17) Spinosad and (II-8e) 35e) 1-8) 1-52) (2-20) Endosulfan and (2-20) Endosulfan and
8f) 35f) (II-1-8) (II-1-52) 9a) (1-1) and (II-1-9) 36a) (1-1) and (II-1-53) 9b) (1-2) and (II-1-9) 36b) (1-2) and (II-1-53) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 9c) 36c) 1-9) 1-53). (2-5) Diafenthiuron and (2-5) Diafenthiuron and 9d) 36d) (II-1-9) (II-1-53) (2-17) Spinosad and (II- (2-17) Spinosad y ( II-9e) 36e) 1-9) 1-53) (2-20) Endosulfan and (2-20) Endosulfan and
9f) 36f) (II-1-9) (II-1-53) 10a) (1-1) and (II-1-11) 37a) (1-1) and (II-1-54) 10b) (1-2) and (II-l-ll) 37b) (1-2) and (II-1-54) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 10c) 1-11) 37c) 1-54) Combination of Combinacleon of
Nr. Active products, which Nr. Active products, which contains contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
12d) 39d) (II-1-13) (II-1-56) (2-17) Spinosad and (II- (2-17) Spinosad and (II-12e) 39e) 1-13) 1-56) (2-20) Endosulfan and (2-20) Endosulfan and
12f) 39f) (II-1-13) (II-1-56) 13a) (1-1) and (II-1-15) 40a) (1-1) and (II-1-57) 13b) (1-2) and (II-1-15) 40b) (1-2) and (II-1-57) (2-2) Abamectin and (II- (2-2) Abamectin and (II-13c) 40c) 1-15) 1-57) (2-5) Diafenthiuron and (2-5) Diafenthiuron and 13d) 40d) (II-1-15) (II-1-57) (2-17) Spinosad and ( II- (2-17) Spinosad and (II-13e) 40e) 1-15) 1-57) (2-20) Endosulfan and (2-20) Endosulfan and
13f) 40f) (II-1-15) (II-1-57) 14a) (1-1) and (II-1-16) 41a) (1-1) and (II-1-58) 14b) (1-2) and (II-1-16) 41b) (1-2) and (II-1-58) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 14c) 1-16) 41c) 1-58) Combination of N active compounds, which Nr. Active products, contains contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
14d) 41d) (II-1-16) (II-1-58) (2-17) Spinosad and (II- (2-17) Spinosad and (II-14e) 41e) 1-16) 1-58) (2-20) Endosulfan and (2-20) Endosulfan and
14f) 41f) (II-1-16) (II-1-58) 15a) (1-1) and (II-1-19) 42a) (1-1) and (II-1-60) 15b) (1-2) and (II-1-19) 42b) (1-2) and (II-1-60) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 15c) 42c) 1-19) 1-60) (2-5) Diafenthiuron and (2-5) Diafenthiuron and 15d) 42d) (II-1-19) (II-1-60) (2-17) Spinosad and ( II- (2-17) Spinosad and (II-15e) 42e) 1-19) 1-60) (2-20) Endosulfan and (2-20) Endosulfan and
15f) 42f) (II-1-19) (II-1-60) 16a) (1-1) and (II-1-21) 43a) (1-1) and (II-1-61) 16b) '(1-2) and (II-1-21) 43b) (1-2) and (II-1-61) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 16c ) 1-21) 43c) 1-61) Combination Actinicon of Nr. Active products, which Nr. Active products, containing contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
16d) 43d) (II-1-21) (II-1-61) (2-17) Spinosad and (II- (2-17) Spinosad and (II-16e) 43e) 1-21) 1-61) (2-20) Endosulfan and (2-20) Endosulfan and
16f) 43f) (II-1-21) (II-1-61) 17a) (1-1) and (II-1-22) 44a) (1-1) and (II-1-62) 17b) (1-2) and (II-1-22) 44b) (1-2) and (II-1-62) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 17c) 44c) 1-22) 1-62) (2-5) Diafenthiuron and (2-5) Diafenthiuron and 17d) 44d) (II-1-22) (II-1-62) (2-17) Spinosad and ( II- (2-17) Spinosad and (II-17e) 44e) 1-22) 1-62) (2-20) Endosulfan and (2-20) Endosulfan and
17f) 44f) (II-1-22) (II-1-62) 18a) (1-1) and (II-1-23) 45a) (1-1) and (II-1-64) 18b) (1-2) and (II-1-23) 45b) (1-2) and (II-1-64) (2-2) Abamectin and (II- (2-2) Abamectin and (II- 18c) 1-23) 45c) 1-64) Combinacle of Combinacle of
Nr. Active products, which Nr. Active products, which contains contains (2-5) Diafenthiuron and (2-5) Diaf nthiuron and
18d) 45d) (II-1-23) (II-1-64) (2-17) Spinosad and (II- (2-17) Spinosad and (II-18e) 45e) 1-23) 1-64) (2-20) Endosulfan and (2-20) Endosulfan and
18f) 45f) (II-1-23) (II-1-64) 19a) (1-1) and (II-1-24) 46a) (1-1) and (II-1-65)
19b) (1-2) and (II-1-24) 46b) (1-2) and (II-1-65) (2-2) Abamectin and (II- (2-2) Abamectin and (II-) 19c) 46c) 1-24) 1-65) (2-5) Diafenthiuron and (2-5) Diafenthiuron and
19d) 46d) (II-1-24) (II-1-65) (2-17) Spinosad and (II- (2-17) Spinosad and (II-19e) 46e) 1-24) 1-65) (2-20) Endosulfan and (2-20) Endosulfan and
19f) 46f) (II-1-24) (II-1-65) 20a) (1-1) and (II-1-26) 47a) (1-1) and (II-1-66)
20b) (1-2) and (II-1-26) 47b) (1-2) and (II-1-66) (2-2) Abamectin and (II- (2-2) Abamectin and (II-) 20c) 1-26) 47c) 1-66) Combinacle of Combinacle of
Nr. Active products, which Nr. Active products, which contains contains (2-5) Diafenthiuron and (2-5) Diafenthiuron and
26d) 53d) (II-1-33) (II-1-72) (2-17) Spinosad and (II- (2-17) Spinosad and (II- 26e) 53e) 1-33) 1-72) (2-20) Endosulfan and (2-20) Endosulfan and
26f) 53f) (II-1-33) (II-1-72) 27a) (1-1) and (II-1-38) 27b) (1-2) and (II-1-38) (2 -2) Abamectin and (II- 27c) 1-38) (2-5) Diafenthiuron and 27d) (II-1-38) (2-17) Spinosad and (II-27e) 1-38) (2-20) Endosulfan and 27f) (II-1-38)
However, the definitions of the remains or the explanations given above in a general manner or indicated in the preferred ranges may be combined arbitrarily with each other, ie between the respective preferred ranges and intervals. These are valid, correspondingly, for the final products as well as for the products of departure and for the intermediate products. According to the invention, combinations of the active compounds containing the compounds of the formula (I) or a compound of the group 2, and at least one compound of the formula (II), in which the residues are preferred, are preferred. Individuals have a combination of the meanings indicated above as preferred (preferably). In accordance with the invention, combinations of the active compounds containing the compounds of the formula (I) or a compound of the group 2, and at least one compound of the formula (II), in which the radicals are present, are particularly preferred. Individuals have a combination of the meanings indicated above as being especially preferred. According to the invention, combinations of the active compounds containing the compounds of the formula (I) or a compound of the group 2 and at least one compound of the formula (II), in which the individual residues have a combination of the meanings indicated above as being very particularly preferred.
The saturated or unsaturated hydrocarbon radicals, such as alkyl or alkenyl, can be, even in combination with heteroatoms, such as, for example, alkoxy, as far as possible, respectively straight-chain or branched chain. The substituted radicals, if any, may be monosubstituted or polysubstituted, the substituents being the same or different in the case of a polysubstitution. The active compound combinations may also contain other mixing components with fungicidal, acaricidal or insecticidal action. When the active compounds are present in the active compound combinations, in accordance with the invention, in certain proportions by weight, the synergistic effect will be particularly evident. However, the proportions by weight of the active products may vary in the combinations of active products within a relatively broad range. In general, the combinations, according to the invention, contain the active compounds of the formula (I) or a compound of group 2 and the component of the mixture of formula (II) in the preferred and especially preferred mixing proportions indicated: The preferred proportion of the mixture ranges from 500: 1 to 1: 50. The especially preferred proportion of the mixture ranges from 25: 1 to 1: 50. The proportions of the mixture are based on the proportionate weight. The proportion is to be understood as the active product of the formula (I): component of the mixture of the formula (II) or as a proportion of a compound of the group 2: component of the mixture of the formula (II). Combinations of active products are suitable for the fight against animal pests, preferably against arthropods and nematodes, especially against insects and arachnids, which occur in agriculture, in animal health, in forestry, for the protection of stored products and materials as well as in the hygiene sector. These are active against normally sensitive and resistant species as well as against all or against individual stages of development. The plagues cited above belong: from the order of the Isopoda for example, Oniscus asellus, Armadillidium vulgare, Porcellio scaber. From the order of the Diplopoda, for example, Blaniulus guttulatus. From the order of the Chilopoda, for example, Geophilus carpophagus, Scutigera spp. From the order of the Symphyla, for example, Scutigerella immaculat. From the order of the Thysanura, for example, Lepisma saccharina. From the order of the Collembola, for example, Onychiurus armatus. From the order of the Orthoptera, for example, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus spp. , Schistocerca gregaria. From the order of the Blattaria, for example Blatta orientalis, Periplaneta americana, Leucophaea maderae, Germanic Blattella, From the order of the Dermaptera, for example, Forfícula auricularia. From the order of the Isoptera, for example, Reticulitermes spp .. From the order of the Phthiraptera, for example Pediculus humanus corporis, Haematopinus spp., Linognathus spp., Trichodectes spp., Damalinia spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis, Thrips tabaci, Thrips palmi, Fan liniella accidentalis .. From the order of the Heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus, Triatoma spp .. From the order of the homoptera, Examples: Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Aphis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Phylloxera vastatrix, Pemphigus spp., Macrosiphum avenae, 5 Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodephax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus derae, Pseudococcus spp. and Psylla spp .. 10 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., 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
2. 0 bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanimous, Tortrix viridana, Cnaphalocerus spp., Oule a oryzae. 25 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., Psylliodes chrysocephala, Epilachna varivestis, 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., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis, Costelytra zealandica, Lissorhoptrus oryzophilus .. From the order of Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis, Vespa spp. From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca sp. p., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomya 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, Typula paludosa, Hylemyia spp., Liriomyza spp. From the order of Siphonaptera, for example, Xenopsylla cheopis, Ceratophyllus spp. Arachnida, for example, Scorpio maurus, Latrodectus mactans, Acarus siró, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophys ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hylamma spp., Ixodes spp. ., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bra praetiosa, Panonychus spp., Tetranychus spp., Hemitarsonemus spp. , Brevipalpus spp. Plant parasitic nematodes include, for example, Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp. , Globodera spp. , Meloidogyne spp. , Aphelenchoides spp. , Longidorus spp., Xiphinema spp., Trichodorus spp., Bursaphelenchus spp. The active compound combinations according to the invention can be transformed into the usual formulations, such as solutions, emulsions, injectable powders, suspensions, powders, dusts. , pastes, soluble powders, granules, suspension-emulsion concentrates, natural and synthetic materials impregnated with the active product, as well as microencapsulated in polymer materials. These formulations are prepared in known manner, for example by mixing the active ingredients with extenders, ie with liquid solvents and / or solid excipients, optionally with the use of surfactants, ie emulsifiers and / or dispersants and / or foam generating means. When water is used as an extender, organic solvents may be used, for example, as auxiliary solvents. Preferred liquid solvents are: aromatic hydrocarbons, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic hydrocarbons and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, mineral and vegetable oils, alcohols such as butanol or glycol, as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, or strongly polar solvents, such as dimethylformamide and dimethylsulfoxide as well as water. Suitable solid excipients are, for example, ammonium salts and natural mineral flours, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and the synthetic minerals ground, such as highly dispersed silicic acid, the aluminum oxide and silicates;
Suitable solid excipients for granules are, for example, broken and fractionated natural minerals, such as calcite, marble, pumice, sepiolite, dolomite, as well as synthetic granules of inorganic and organic flours as well as granules of organic material, such as sawdust, coconut husks, corn ears and tobacco stems; Suitable emulsifiers and / or foam generators are, for example, non-ionogenic and anionic emulsifiers, such as polyoxyethylenated esters of fatty acids, polyoxyethylenated ethers of fatty alcohols, for example, alkylaryl polyglycol ether, sulfonates of alkyl, the alkyl sulphates, the aryl sulfonates, as well as the albumin hydrolysates; Dispersants are suitable as dispersants: for example, sulphite lignin liquors and methylcellulose. In the formulations, adhesives such as carboxymethylcellulose, natural and synthetic polymers powdery, granulated or in the form of latex, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as natural phospholipids such as cephalins and lecithins, and synthetic phospholipids can be used. Other additives can be mineral and vegetable oils. Dyes, such as inorganic pigments, for example, iron oxide, titanium oxide, Prussian blue and organic dyes, such as metallic alizarin, azo and phthalocyanine dyes, as well as trace nutrients, such as iron salts, can be employed. of manganese, boron, copper, cobalt, molybdenum and zinc. The formulations contain, in general, 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 presented in their commercially available formulations as well as in the forms of application prepared from these formulations, in mixture with other active products, such as insecticides, baits, sterilants, bactericides, acaricides, nematicides, fungicides, growth regulators or herbicides. Insecticides include, for example, esters of phosphoric acid, carbamates, esters of carbonic acid, chlorinated hydrocarbons, phenylureas, products prepared by means of microorganisms and the like. A mixture with other known active ingredients, such as herbicides or with fertilizers and growth regulators is also possible. The active compound combinations, according to the invention, can also be presented, when used as insecticides, in their customary formulations in commerce as well as in the forms of application prepared from these formulations in mixture with synergists. The synergists are the compounds by which the effect of the active products is increased, without the added synergist having to be active in itself. The active product content of the application forms, prepared from the usual commercial formulations, can vary within wide limits. The active compound concentration of the application forms can be between 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight.
The application is carried out in a manner adapted to the forms of application. In the use against hygiene pests and stored products, combinations of active products are characterized by an excellent residual effect on wood and clay as well as good stability to alkalis on limed substrates. The active compound combinations according to the invention are not only active against plant pests, hygiene and stored products, but also in the field of veterinary medicine against animal parasites (ectoparasites) such as ticks. hard, soft ticks, scabies mites, migratory mites, flies (suckers and mincers), fly parasitic larvae, lice, hair nits, feathered nits and fleas. To these parasites belong: From the order of the Anoplurida, for example Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Solenopotes spp. From the order of the Mallophagida and the suborders Amblycerina as well as Ischnocerina, for example Trimenopon. spp. , Menopon spp. , Trinoton spp. , Bovicola spp. , Werneckiella spp., Lepikentron spp., Damalina spp., Trichodectes spp., Felicola spp. From the order of the Diptera and the suborders Nematocerina as well as Branchycerina, for example Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzo yia 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., Chrysomya spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp., Melophagus spp. From the order of Siphonapterida, for example Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllus spp. From the order of Heteropterida, for example Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp. From the order of the Blattarida, for example Blatta orientalis, Peripíanet to American, Blatella germanica, Supella spp. Of the subclass of the Acaria (Acarida) and of the order of the meta- as well as mesoestigmatos, for example Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyomma spp. ., Boophilus spp., Dermacentor spp., Haemaphysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp., Sternostoma spp., Varroa spp. From the order of Actinedida (Prostigmata) and acaridids (Astigmata), for example 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. Combinations of active products, in accordance with with the invention, they are also suitable for the fight against arthropods, which attack animals useful in agriculture such as, for example, cows, lambs, goats, horses, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese, bees, other domestic animals such as, for example, dogs, cats, lounge birds, aquarium fish as well as so-called test animals, such as, for example, hamsters, guinea pigs, rats and mice. Through the fight against these arthropods, cases of death and reductions in productivity (in milk, meat, wool, skins, eggs, honey, etc.) will be avoided, so that by using the active products according to the invention , a more economical and simpler maintenance of the animals is possible. The application of the active compound combinations, according to the invention, is carried out in the veterinary sector in a known manner by enteral administration in the form of, for example, tablets, capsules, beverages, dragees, granules, pastes, bous, by means of the procedure through the feed-through feed, of suppositories, by parenteral administration, such as, for example, by injection (intramuscular, subcutaneous, intravenous, intraperitoneal and the like), implants, by nasal application, by application through the skin in the form, for example of immersion or bathing (Dippen), spray (Spray), surface watering (Pour-on and Spot-on), washing, dusting as well as with the aid of moldings containing the active product such as collars, markings for the ears, marks for the tail, bands for the extremities, halters, marking devices, etc. When used for domestic livestock, poultry, pets, etc. the active ingredients can be used as formulations (for example powders, emulsions, agents capable of spreading), containing the active compounds in amounts of 1 to 80% by weight, directly or after dilution of 100 to 10,000 times or can be used as a solvent. chemical bath Furthermore, it has been found that the combinations of the active compounds according to the invention show a high insecticidal effect against insects, which destroy industrial materials. By way of example and preference - however without limitation - the following insects may be mentioned:
Beetles, such as Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis; Xyleborus spec., Tryptodendron spec. , Apate monachus, Bostrychus capucins, Heterobostryc us brunneus, Sinoxylon spec., Dinoderus minutus. Hymenoptera, such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur.
Termites, such as Kalotermes flavicollis,
Cryptotermes brevis, Heterotermes indicala, Reticulitermes flavipes, Reticulitermes santonensis, Reticulitermes lucifugus, Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus. Thysanides, such as Lepisma saccharina. By industrial materials, non-living materials will be understood in the present context, such as, preferably, synthetic materials, glues, glues, paper and cardboard, leather, wood and wood processing products and paints. In a very special way, the materials to be protected against attack by insects are made of wood and wood products. By wood and wood processing products, which can be protected by means of the agents according to the invention or of the mixtures containing them, it should be understood, for example: construction wood, wooden beams, railway sleepers , parts for bridges, ribs for boats, wooden vehicles, boxes, pallets, containers, telephone poles, wooden coverings, wooden windows and doors, wooden plywood, plywood plates, carpentry works or wooden products, which meet application, in a very general way, at home or in the construction industry. The active compound combinations can be used as such, in the form of concentrates or of customary formulations in general such as powders, granules, solutions, suspensions, emulsions or pastes. Said formulations can be prepared in a manner known per se, for example by mixing the active compounds with at least one solvent or diluent, emulsifier, dispersant and / or binder or binding agent, water repellent, optionally drying agents and stabilizers. against UV and, if necessary, dyes and pigments as well as other processing aids. The insecticidal agents or concentrates to be used for the protection of wood and wood materials contain the active compound according to the invention in a concentration of 0.0001 to 95% by weight, in particular 0.001 to 60% by weight. weight. The quantity of the agents or concentrates used depends on the type and origin of the insects and the environment. The optimum application amount can be determined respectively by means of series of tests prior to application. However, it is generally sufficient to employ from 0.0001 to 20% by weight, preferably from 0.001 to 10% by weight of the active compound, based on the material to be protected. A solvent or a mixture of organochemical solvents and / or a solvent or mixture of organo-chemical, oleaginous or oil-like solvents, which are difficult to volate and / or a solvent or mixture of polar organochemical solvents, is used as solvent and / or diluent. and / or water and, if appropriate, an emulsifier and / or humectant. The organochemical solvents used are preferably oleaginous or oleaginous solvents, with an evaporation value above 35 and a flame point above 30 ° C, preferably above 45 ° C. By way of such water-insoluble, oil-soluble or oleaginous-type solvents which are difficult to volatile, corresponding mineral oils or their aromatic fractions or mixtures of solvents containing mineral oils, preferably benzine for tests, petroleum and / or alkylbenzene, will be used. Advantageously, mineral oils with a boiling range of 170 to 220 ° C, benzine for tests with a boiling range of 170 to 220 ° C, spindle oil with a boiling range of 250 to 350 ° C, petroleum or either aromatic hydrocarbons with a boiling range of 160 to 280 ° C, terpene oil and the like.
In a preferred embodiment, liquid aliphatic hydrocarbons having a boiling range of 180 to 210 ° C or a high-boiling mixture of aromatic and aliphatic hydrocarbons having a boiling range of 180 to 220 ° C and / or oil for use are used. spindles and / or monochloronaphthalene, preferably a-monochloronaphthalene. Organic solvents, which are difficult to volatile, oleaginous or oil-based, with an evaporation index above 35 and with a flame point above 30 ° C, preferably above 45 ° C, can be partially replaced by solvents light or medium volatile organochemicals, with the proviso that the solvent mixture has an evaporation index above 35 and a flame point above 30 ° C, preferably above 45 ° C, and that the insecticidal-fungicidal mixture is soluble or emulsifiable in this mixture of solvents. According to a preferred embodiment, a part of the solvent or mixture of organochemical solvents or a solvent or mixture of aliphatic, polar organochemical solvents will be replaced. Preferably, aliphatic, organochemical solvents containing hydroxyl and / or ester and / or ether groups, such as, for example, glycol ethers, esters or the like, will be used. As organic-chemical binders, synthetic resins and / or setting drying oils, known per se, dilutable with water and / or soluble or dispersible or emulsifiable in the organo-chemical solvents used, will be used within the scope of the present invention. especially binders consisting of or containing acrylic resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenolic resin, hydrocarbon resin such as indeno-coumaron resin, silicone resin, vegetable drying and / or drying oils and / or physical drying binders based on a natural and / or synthetic 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 a complementary manner, colorants, pigments, water-repelling agents, odor correctors and inhibitors or anticorrosive agents known per se and the like can be used. It is preferred to use at least one alkyd resin or a modified alkyd resin and / or a drying vegetable oil in the medium or concentrate according to the invention as an organochemical binder. Preferably, alkyd resins having an oil content of greater than 45% by weight, preferably from 50 to 68% by weight, are preferably used according to the invention. The aforementioned binder can be partially or totally replaced by a fixing agent (mixture) or by a plasticizer (mixture). These additives should avoid volatilization of active products as well as crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based on 100% of the binder used). The plasticizers are of the chemical class of phthalic acid esters such as dibutyl, dioctyl or benzylbutyl phthalate, phosphoric acid esters, such as tributyl phosphate, esters of adipic acid, such as di- (D-adipate). 2-ethylhexyl), stearates such as butyl stearate or amyl stearate, oleates such as butyl oleate, glycerin ethers or high molecular weight glycol ethers, glycerin esters as well as esters of p-toluenesulfonic acid. Fixative agents are chemically based on polyvinylalkyl ethers such as polyvinyl methyl ether or ketones such as benzophenone, ethylenebenzophenone. As a solvent or diluent, water is especially importantoptionally mixed with one or more of the aforementioned solvents or diluents, emulsifiers and organochemical dispersants. Especially effective protection of the wood is achieved by impregnation processes on an industrial scale, for example vacuum, double vacuum or pressure processes. At the same time, the combinations of the active compounds according to the invention can be used for the protection against the proliferation of organisms on objects, especially on the bodies of ships, screens, networks, constructions, port facilities and signaling installations, which enter in contact with seawater or brackish water. The proliferation of organisms due to Oligochaeten sessiles, such as calcareous tubicides as well as due to the bivalves and species of the lepadomorphs group
(sea acorns), such as various types of Lepas and
Scalpellu or due to types of the group of the balanomorphs ~ (barnacles), such as Balanus species, or Pollicipes, increase the resistance to friction of the boats and leads, as a consequence of a greater energy consumption and also due to the frequent stays in dry dock, to a clear increase in operating costs. In addition to the proliferation of organisms due to algae, for example Ectocarpus sp. and Ceramium sp., has a special significance in particular the proliferation of organisms due to sessile groups of entomostráceos, which are grouped under the name of Cirripedia (crustáceos cirrípedos). It has now been found, surprisingly, that the combinations of the active compounds according to the invention have an excellent anti-fouling effect (antiproliferation of organisms). By using the combinations of the active compounds according to the invention, the use of heavy metals, for example in the sulfides of bis (trialkyltin), tri-n-butyltin laurate, tri-n-butyltin chloride, can be abandoned. , cuprous oxide (1), triethyltin chloride, tri-n-butyl- (2-phenyl-4-chlorophenoxy) -tin, tributyltin oxide, molybdenum disulfide, antimony oxide, polymer butyl lithium, phenyl- (bispyridine) ) -bismuth, tri-n-butyltin fluoride, manganese ethylenebistiocarbamate, zinc dimethyldithiocarbamate, zinc ethylenebistiocarbamate, zinc and copper salts of 2-pyridinium-l-oxide, bisdimethyldithiocarbamoylcycline ethylenebicyclocarbamate, zinc oxide, ethylene-bisdithiocarbamate cuprous (I), copper thiocyanate, copper naphthenate and tributyltin halides or the concentration of these compounds can be decisively reduced.
Furthermore, antifouling paints ready for application contain, if necessary, other active ingredients, preferably algicides, fungicides, herbicides, molluscicides or other antifouling active agents. As components of the combination for the antifouling agents, according to the invention, preferably, they are suitable: algicides such as 2- tere. -butylamino-4-cyclopropylamino-6-methylthio-l, 3, 5-triazine, Dichlorophen, Diuron, Endothal, Fentinacetat, Isoproturon, Methabenzthiazuron, Oxyfluorfen, Quinoclamine and Terbutryn; fungicides such as S, S-dioxide of benzo [b] -thiophenecarboxylic acid cyclohexylamide, Dichlofluanid, Fluorfolpet, 3-iodo-2-propynyl-butylcarbamate, Tolylfluanid and azoles such as Azaconazole, Cyproconazole, Epoxyconazole, Hexaconazole, Metconazole, Propiconazole and Tebuconazole; molluscicides such as Fentinacetat, Metaldehyd, Methiocarb, Niclosamid, Thiodicarb and Trimethacarb; or traditional anti-fouling agents such as 4,5-dichloro-2-octyl-4-isothiazolin-3-one, diiodomethyl paratrysulfone, 2- (N, N-dimethylthiocarbamoylthio) -5-nitrothiazyl, potassium, copper, sodium salts and of zinc of 2-pyridinium-l-oxide, pyridine-triphenylborane, tetrabutyldistannoxane, 2, 3, 5, 6-tetrachloro-4- (methylsulfonyl) -pyridine, 2,4,5,6-tetrachloroisophthalonitrile, tetramethylthiuram disulfide and , 4,6-trichlorophenylmaleinimide. The antifouling agents used contain the active compound combinations according to the invention in a concentration of 0.001 to 50% by weight, in particular 0.01 to 20% by weight. The anti-fouling agents according to the invention also usually contain the frequent components, but are not limited thereto, such as, for example, those described in Ungerer, Chem. Ind. 1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge, 1973. The antifouling paints contain, in addition to the active ingredients, algaecides, fungicides, molluscicides and insecticides according to the invention, especially binders. Examples of recognized binders are polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in a solvent system especially in an aqueous system, vinyl chloride / vinyl acetate copolymer systems in the form of aqueous dispersions or in the form of systems in organic solvents, butadiene / styrene rubbers / acrylonitrile, desiccant oils such as linseed oil, resin esters or resin esters modified in combination with tars or bitumen, asphalt as well as epoxy compounds, small amounts of chlorinated rubber, chlorinated polypropylene and vinyl resins. If appropriate, the paints also contain inorganic pigments, organic pigments or dyes, which are preferably insoluble in seawater. In addition the paints may contain materials such as colophonium to enable a controlled release of the active products. The paints may also contain plasticizers, modifying agents that influence the logical properties as well as other traditional components. Also in self-polishing anti-fouling systems, the compounds according to the invention or the aforementioned mixtures can be incorporated. The combinations of the active compounds, according to the invention, are suitable for combating animal pests, especially insects, arachnids and mites, which occur in closed enclosures, such as, for example, houses, manufacturing facilities, offices, cabins of motor vehicles and the like. These can be used to combat these pests in insecticide products for the home. These are active against sensitive and resistant types as well as against all stages of development. To these pests belong:
From the order of the Scorpionidea, for example, Buthus occitanus. From the order of the Acariña, for example, Argas persicus, Argas reflexus, Bryobia ssp., Dermanyssus gallinae, Glyciphagus domesticus, Ornithodorus moubat, Rhipicephalus sanguineus, Trombicula alfreddugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Dermatophagoides forinae. From the order of the Araneae, for example Aviculariidae, Araneidae. From the order of the Opiliones, for example Pseudoscorpiones chelifer, Pseudoscorpiones cheiridium, Opiliones phalangium.
From the order of the Isopoda, for example, Oniscus asellus, Porcellio scaber. From the order of the Diplopoda, for example, Blaniulus guttulatus, Polydesmus spp. From the order of the Chilopoda, for example, Geophilus spp.
From the order of the Zygentoma, for example, Ctenolepisma spp., Lepisma sacharina, Lepismodes inquilinus. From the order of the Blattaria, for example Blatta orientalies, Germanic Blattella, Blatella asahinai, Leucophaea maderae, Panchlora spp., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta fuliginosa, Supella longipalpa. From the order of the Saltatoria, for example, Acheta domesticus. From the order of the Dermaptera, for example, Forfícula auricularia. From the order of the Isoptera, for example, Kalotermes spp., Reticulitermes spp. From the order of the Psocoptera, for example, Lepinatus spp., Liposcelis spp. From the order of the Coleptera, for example, 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 Diptera, for example, 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 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.
From the order of Hymenoptera, for example, Camponotus herculeanus, Lasius fuliginosus, Lasius niger, Lasius umbratus, Monomorium pharaonis, Paravespula spp., Tetramorium caespitum. From the order of the Anoplura, for example Pediculus humanus capitis, Pediculus humanus corporis, Phthirus pubis. From the order of the Heteroptera, for example, Cimex hemipterus, Cimex lectularius, Rhodinus prolixus, Triatoma infestans. The application is carried out in aerosols, agents for spray without pressure, for example aerosols by pumping and by spray, automatic devices for the generation of aerosols, nebulizers, foam generators, gels, products for evaporators with platelets for cellulose evaporators or of synthetic material, liquid evaporators, gel and membrane evaporators, fan-driven evaporators, evaporative systems without energy consumption or passive, papers against moths, sachets against moths and gels against moths, in the form of granules or of dust, in dispersible baits or in stations for baits. All plants and parts of plants can be treated according to the invention. By plants, all plants and plant populations, such as desired and unwanted wild plants (including crop plants of natural origin), will be understood in this case. The crop plants can be plants that can be obtained by conventional methods and cultivation and optimization or by means of biotechnological and genetic engineering methods, including transgenic plants and including plant varieties that can be protected or not through the right of protection of plant varieties. By parts of the plants should be understood all the parts and aerial and underground organs of the plants, such as buds, leaves, flowers and roots, being able to indicate in an exemplary way leaves, needles, stems, trunks, flowers, fruit bodies, fruits and seeds as well as roots, tubers and rhizomes. The harvests as well as vegetative and generative reproductive material, for example seedlings, tubers, rhizomes, layering and seeds, also belong to the parts of the plants. The treatment, according to the invention, of plants and parts of the plants with the active products, is carried out directly or by action on their surroundings, on their environment or in the storage enclosures, in accordance with the usual treatment methods, for example by immersion, spraying, evaporation, fogging, spreading, brushing and, in the case of the reproduction material, especially in the case of seeds, also by coating with one or more layers. As already indicated above, all plants and their parts can be treated according to the invention. In a preferred embodiment, plants and plant varieties as well as parts thereof of wild origin or that are obtained by conventional methods of biological cultivation, such as crossing or fusion of protoplasts, are treated. In another preferred embodiment, plants and varieties of transgenic plants, which have been obtained according to genetic engineering methods if appropriate in combination with conventional methods (genetically modified organisms) and their parts are treated. The expression "parts" or "parts of plants" or "components of plants" has been previously explained. In accordance with the invention, plants of the plant varieties customary in the trade or in use will be treated with particular preference. According to the types of plants or the plant varieties, their location and the growing conditions (soil, climate, vegetation period, food) can also be presented by means of the treatment according to the invention over-additive effects ( "synergistic"). In this way, for example, smaller amounts of application and / or enlargements of the activity spectrum and / or a strengthening of the effect of the products employable according to the invention are possible, better growth of the plants, greater tolerance to high temperatures or low, greater tolerance against drought or against the salt content of water or soil, greater floral yield, easier harvesting, acceleration of maturation, higher yields of crops, higher quality and / or higher nutritive value of collected products, greater storage capacity and / or transformation of the products collected, which go beyond the expected effect itself. To plants or varieties of transgenic plants
(Genetically engineered) to be treated preferably according to the invention, belong all plants, which have acquired genetic material by modification by genetic engineering, which provide these plants with particularly advantageous valuable properties ("characteristics"). Examples of such properties are, better plant growth, greater tolerance to high or low temperatures, greater tolerance to drought or against the salt content of water or soil, higher floral yield, easier harvesting, acceleration of ripening, higher crop yields, higher quality and / or higher nutritional value of the harvested products, greater storage capacity and / or transformation of the products harvested. Other examples, especially noteworthy for such properties are the greater resistance of plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and / or viruses as well as a greater tolerance of plants against certain active herbicide products. Examples of transgenic plants are the important crop plants, such as cereals (wheat, rice), corn, soybeans, potatoes, cotton, tobacco, rapeseed as well as fruit tree plantations (with the fruits apple, pear, citrus and grape) , especially corn, soybeans, potatoes, cotton, tobacco and rapeseed. As properties ("characteristics"), the greater resistance of plants to insects will be pointed out by means of the toxins generated in plants, especially those generated in plants by the genetic material from Bacillus Thuringiensis (for example by of the genes Cry? A (a), Cry? A (b), Cry? A (c), CrylIA, CrylIIA, CryIIIB2, Cry9c, Cry2Ab, Cry3Bb and CrylF as well as their combinations), (hereinafter referred to as " Bt plants "). As properties
("characteristics") will also be especially noted the greater tolerance of plants against fungi, bacteria and viruses by systemically acquired resistance (SAR), systemin, phytoalexin, elicitors as well as resistance genes and proteins and toxins expressed accordingly . As properties ("characteristics"), in particular, the greater tolerance of the plants to certain herbicidally active products, for example imidazolinones, sulfonylureas, Glyphosate or Phosphinotricin (for example gene "PAT"), will be pointed out. The respective genes, which provide the desired properties ("characteristics") may also be present in combination with each other in the transgenic plants. Examples of "Bt plants" include maize varieties, cotton varieties, soya varieties and potato varieties, which are marketed under the trade names YIELD GARD® (for example corn, cotton, soybean), KnockOut® (for example corn), StarLink® (for example corn), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples of plants that tolerate herbicides include corn varieties, cotton varieties and soybean varieties, which are marketed under the trade names Roundup Ready®.
(tolerance to Glyphosate, for example corn, cotton, soy), Liberty Link® (tolerance to Phosphinotricin, for example rapeseed), IMI® (tolerance to imidazolinones) and STS® (tolerance to sulfonylureas, for example corn) . As herbicide-resistant plants (conventionally cultivated with tolerance to herbicides), the varieties marketed under the name Clearfield® (for example corn) can also be cited. Evidently these indications are valid also for the varieties of plants that are developed in the future or that are commercialized in the future with these properties ("characteristics") genetic or that are developed in the future. The plants indicated can be treated in a particularly advantageous manner, according to the invention, with the active ingredient mixtures according to the invention. The preferred ranges, indicated above, for the mixtures, are also valid for the treatment of these plants. It should be noted especially the treatment of plants with the mixtures especially cited in this text. The good insecticidal and acaricidal effect of the combinations of the active compounds according to the invention is apparent from the following examples. While the individual active products have weak points in terms of their effect, the combinations show an effect that goes beyond the simple addition of the effects of the active products. There is a synergistic effect in the case of insecticides and acaricides provided that the effect of the combination of the active products is greater than the sum of the effects of the active products applied individually.
The expected effect for a given combination of two active products can be calculated in accordance with S.R. Colby, Weeds, 15_, (1967), 20-22) as follows: if X represents the degree of destruction, expressed in% of the untreated controls, when the active product A is used in an amount of mg application / ha or at a concentration of mg / ha, Y represents the degree of destruction, expressed in% of the untreated controls, when the active product B is used in an application amount of ng / ha or at a concentration of ng / ha, and E represents the degree of destruction, expressed in% of the untreated controls, when the active products A and B are used in amounts of application of m or n / ha or at a concentration of m and n / ha, then
X- And E =? + Y- 100 If the real effect is greater than the calculated one, then the combination is superadditive in terms of its destructive effect, that is, a synergistic effect is present. In this case, the actual degree of destruction, observed, must be greater than the value calculated from the formula previously indicated for the expected degree of destruction (E).
After the desired time the destruction is determined in%. In this case 100% means that all the animals have been destroyed; 0% means that no animal has been destroyed. Application examples Example A Assay with Aphis Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 2 parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water, containing emulsifier, to the desired concentration. Cotton leaves (Gossypium hirsutum), which are strongly attacked by the cotton aphid (Aphis gossypii), are treated by immersion in the preparation of the active compound of the desired concentration. After the desired time the destruction is determined in percentage. In this case 100% means that all the aphids were destroyed; 0% means that no aphids were destroyed. Destruction values determined are calculated according to Colby's formula (see page 44 of the German text). In this test they show synergistic reinforced activity, compared to active products, used individually, for example, combinations of the following active products, in accordance with the present invention:
Table A Insects harmful to plants Test with Aphis gossypii
* gef = activity found ** ber. = activity calculated in accordance with Colby's formula
Example B Assay with Heliothis armigera Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 2 parts by weight of alkylaryl polyglycol ether.
To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water, containing emulsifier, to the desired concentration. Cabbage leaves (Brassica olerácea) are treated by being dipped into the preparation of the active compound of the desired concentration and covered with caterpillars of the armyworm
1 cotton (Heliothis armigera) as long as the leaves are still wet. After the desired time the destruction is determined in percentage. In this case 100% means that all caterpillars were destroyed; 0% means that no caterpillar was destroyed. Destruction values determined are calculated according to the formula of
Colby (see page 44 of the German text) In this test they show a reinforced activity in a synergistic manner, in comparison with the active products, used individually, for example, the following combinations of active products, according to the present invention:
Table B 1 Insects harmful to plants Test with Heliothis armigera
i i ** ber. = activity calculated according to Colby's formula Table B 2 Harmful insects for plants Test with Heliothis armigera
** ber. = activity calculated according to the Colby formula Example C Test with Myzus persicae Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 2 parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water, containing emulsifier, to the desired concentration. Cabbage leaves (Brassica olerácea), which are strongly attacked by the green peach aphid (Myzus persicae), are treated by being dipped into the preparation of the active compound of the desired concentration. After the desired time the destruction is determined in percentage. In this case 100% means that all the aphids were destroyed; 0% means that no aphids were destroyed. Destruction values determined are calculated according to Colby's formula (see page 44 of the German text). In this test they show synergistic reinforced activity, compared to active products, used individually, for example, combinations of the following active products, in accordance with the present invention:
Table C Insects harmful to plants Test with Myzus persicae
i i ** ber. = activity calculated according to Colby's formula Example D Test with larvae of Phaedon cochleariae Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 2 parts by weight of alkylaryl polyglycol ether. To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water, containing emulsifier, to the desired concentration. Cabbage leaves (Brassica oleracea) are treated by being dipped into the preparation of the active compound of the desired concentration and covered with larvae of the horseradish leaf beetle (Phaedon cochleariae), as long as the leaves are still moist. After the desired time the destruction is determined in percentage. In this case 100% means that all the beetle larvae were destroyed; 0% means that no beetle larvae were destroyed. Destruction values determined are calculated according to Colby's formula (see page 44 of the German text). In this test they show synergistic reinforced activity, compared to active products, used individually, for example, combinations of the following active products, in accordance with the present invention:
Table D 1 Insects harmful to plants Phaedon cochleariae larvae test
** ber. = activity calculated according to the Colby formula Table D 2 Insects harmful to plants Phaedon cochleariae larvae test
** ber. = activity calculated in accordance with the Colby formula Example? E Test with Tetranychus urticae (OP-resistant, dip application) Solvent: 7 parts by weight of dimethylformamide. Emulsifier: 2 parts by weight of alkylaryl polyglycol ether.
To obtain a suitable preparation of active compound, 1 part by weight of active compound is mixed with the indicated amounts of solvent and emulsifier and the concentrate is diluted with water, containing emulsifier, to the desired concentration. Common beans (Phaseolus vulgaris) are treated, which are strongly attacked by the common red spider mite (Tetranychus urticae) by immersion in the preparation of the active product of the desired concentration. After the desired time the destruction is determined in percentage. In this case 100% means that all the red spider mites were destroyed; 0% means that no red spider mite was destroyed. Destruction values determined are calculated according to Colby's formula (see page 44 of the German text). In this test they show synergistic reinforced activity, compared to active products, used individually, for example, combinations of the following active products, in accordance with the present invention:
Table E 1 Harmful mites for plants Test with Tetranychus urticae (OP-resistant, dip application)
** ber. = activity calculated according to Colby's formula Table E 2 Harmful mites for plants Test with Tetranychus urticae (OP-resistant, dip application)
* gef = current activity ** ber. = activity calculated in accordance with Colby's formula It is noted that, with reference to this date, the best method known to the applicant to carry out the aforementioned invention is that which is clear from the present description of the invention.
Claims (10)
1 to 8 carbon atoms, alkenylthio with 2 to 5 carbon atoms, alkynylthio with 2 to 5 carbon atoms, cycloalkylthio with 3 to 7 carbon atoms substituted, if appropriate, by halogen, means substituted phenyl, phenoxy or phenylthio respectively, if appropriate, by halogen, by nitro, by cyano, by alkoxy with 1 to 4 carbon atoms, by halogenalkoxy with 1 to 4 carbon atoms, by alkylthio with 1 to 4 carbon atoms, by halogenalkylthio with 1 to 4 carbon atoms, by alkyl with 1 to 4 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, R25 and R2S mean, independently of each other, alkyl with 1 to 10 carbon atoms, alkoxy with 1 to 10 carbon atoms; carbon, alkenyl with 3 to 8 carbon atoms, alkoxy with 1 to 8 carbon atoms-alkyl having 1 to 8 carbon atoms, respectively substituted, if appropriate, by halogen, means phenyl substituted, if appropriate, by halogen, by haloalkyl with 1 to 6 carbon atoms, for alkyl with 1 to 6 carbon atoms or for alkoxy with 1 to 6 carbon atoms, means benzyl substituted, if appropriate, by halogen, by alkyl with 1 to 6 carbon atoms, by haloalkyl with 1 to 6 carbon atoms or alkoxy with 1 to 6 carbon atoms, or together they mean a ring with 5 to 6 members, interrupted, if appropriate, by oxygen or by sulfur, which may be substituted, if appropriate, by alkyl having 1 to 6 carbon atoms, or a compound with acaricidal activity (group 2), preferably (2-1) the phenylhydrazine derivative of the formula (Bifenazate) and / or (2-2) the macrolide with the common name Abamectin and / or (2-3) the naphthalindione derivative of the formula (Acequinocyl) and / or (2-4) the pyrrole derivative of the formula (Chlorfenapyr) and / or (2-5) the thiourea derivative of the formula (Diafenthiuron) and / or (2-6) the oxazoline derivative of the formula (Etoxazole) and / or (2-7) an organic tin derivative of the formula wherein R s siiggnniiffiiccaa ((22--77-a = Azocyclotin), or R means -OH (2-7-b = Cyhexatin), and / or (2-8) the pyrazole derivative of the formula (Tebufenpyrad) and / or (2-9) the pyrazole derivative of the formula (Fenpyroximate) and / or (2-10) the pyridazinone derivative of the formula (Pyridaben) and / or (2-11) the benzylurea derivative of the formula (F luf enoxuron) and / or (2-12) the pyrethroid of the formula (Bifenthrin) and / or (2-13) the tetrazine derivative of the formula (Clof entezine) and / or (2-14) the organic tin derivative of the formula [Fenbutatin-oxide) and / or (2-15) the sulfenic acid amide of the formula (Tolylfluanid) and / or (2 -16) the pyrimidyl phenol ethers of the formula wherein R means fluorine (2-16-a = 4- [(4-chloro-a, a, a-trifluoro-3-tolyl) oxy] -6- [(a, a, a-4-tetrafluoro- 3-tolyl) oxy] -pyrimidine) R means nitro (2-16-b = 4- [(4-chloro-a, a, a-trifluoro-3-tolyl) oxy] -6- [(a, a, a-trifluoro-4-nitro-3-tolyl) oxy] -pyrimidine) R means bromine (2-16- = 4- [(4-chloro-a, a, -trifluoro-3-tolyl) oxy] -6- [(a, a, a-trifluoro-4-bromo-3-tolyl) oxy] -pyrimidine and / or (2-17) the macrolide of the formula (Spinosad) a mixture constituted, preferably, by 85% Spinosyn A (R = H) 15% Spinosyn B (R = CH3) and / or (2-18) Ivermectin and / or (2-19) Milbemectin and / or (2-20) Endosulfan and / or (2-21) Fenazaquin and / or (2-22) Pyrimidifen and / or (2-23; Triarathen and / or (2-24) Tetradifon and / or (2-25) Propargit and / or (2-26) Hexythiazox and / or (2-27) Bromopropylate and / or (2 -28) Dicofol and / or (2-29) Chinómethionat and, at least, an active product from the group of anthranilic acid amides of the formula (II).
2. Agents according to claim 1, characterized in that they contain at least one compound of the formula (I), in which X means alkyl with 1 to 4 carbon atoms, bromine, alkoxy with 1 to 4 carbon atoms. carbon or halogen alkyl with 1 to 3 carbon atoms, Y means hydrogen, alkyl with 1 to 4 carbon atoms, fluorine, chlorine, bromine, alkoxy with 1 to 4 carbon atoms or halogenalkyl with 1 to 3 carbon atoms, Z means alkyl with 1 to 4 carbon atoms, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, n means a number from 0 to 2, A3 means hydrogen or means alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl with 1 to 2 carbon atoms of chain linear or branched chain, cycloalkyl with 3 to 8 ring atoms, which may be interrupted by oxygen and / or by sulfur, respectively substituted, if appropriate, by one to three times by fluorine, or means phenyl or benzyl substituted respectively , if appropriate, one to two times fluorine, chlorine, bromine, alkyl with 1 to 2 carbon atoms, halogen alkyl with 1 to 2 carbon atoms, alkoxy with 1 to 2 carbon atoms, Halogenalkoxy with 1 to 2 carbon atoms, per nitro, A4 means hydrogen or, alkyl with 1 to 2 carbon atoms or alkoxy with 1 to 2 carbon atoms-alkyl having 1 to 2 carbon atoms, or where A3 and A4 together with the carbon atom, with which they are bound, form a ring 3 to 7-membered saturated or unsaturated, optionally interrupted by oxygen and / or sulfur and optionally substituted one to two times by fluorine, by chlorine, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, for halogenalkyl with 1 to 2 carbon atoms, for halogenalkoxy with 1 to 2 carbon atoms or for alkylthio with 1 to 2 carbon atoms, G1 means hydrogen (a) or means the groups - CO-R20 - C02-R21 -S02-R22 (b) (c) (d) (e) (f) wherein R20 means alkyl with 1 to 16 carbon atoms, alkenyl with 2 to 16 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms- alkyl with 1 to 4 carbon atoms or cycloalkyl with 3 to 6 ring atoms, which may be interrupted by oxygen and / or by sulfur, respectively substituted, if appropriate, by one to five times by fluorine or by chlorine, means phenyl substituted, if appropriate, one to two times, fluorine, chlorine, bromine, nitro, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, haloalkyl with 1 to 4 carbon atoms, by halogenalkoxy having 1 to 4 carbon atoms, means benzyl substituted, if appropriate, one to two times, fluorine, chlorine, bromine, alkyl with 1 to 4 carbon atoms, alkoxy 1 to 4 carbon atoms, for halogenalkyl with 1 to 4 carbon atoms, for halogenalkoxy with 1 to 4 carbon atoms means pyridyl, pyrimidyl, thiazolyl or pyrazolyl respectively substituted, if appropriate, one to two times per chlorine, bromine and / or alkyl with 1 to 4 carbon atoms, R21 means alkyl with 1 to 4 carbon atoms; at 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkoxy with 1 to 6 carbon atoms-alkyl with 2 to 6 carbon atoms, polyalkoxy with 1 to 6 carbon atoms-alkyl with 2 to 6 carbon atoms Each optionally substituted one to five times by fluorine or by chlorine, respectively, means phenyl or benzyl substituted, if appropriate, one to two times by fluorine, by chlorine, by bromine, by nitro, by alkyl by 1 to 6 carbon atoms, by alkoxy with 1 to 6 carbon atoms, by halogenalkyl with 1 to 4 carbon atoms, R22 means alkyl with 1 to 4 carbon atoms, substituted, if appropriate, by one to five times by fluorine or per chlorine, means phenyl or benzyl substituted respectively, in given case, from one to two times, by alkyl with 1 to 4 carbon atoms, by fluorine, by chlorine, by bromine, by halogenalkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by haloalkoxy with 1 to 4 carbon atoms, by nitro or by cyano, R23 and R24 mean, independently of each other, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, di- (with 1 to 4 carbon atoms) -alkylamino, alkylthio with 1 to 4 carbon atoms, alkenylthio with 2 to 4 carbon atoms, cycloalkylthio with 3 to 6 carbon atoms substituted, if appropriate, one to three times by fluorine or chlorine, means substituted phenyl, phenoxy or phenylthio respectively , if appropriate, one to two times, fluorine, chlorine, bromine, nitro, cyano, alkoxy with 1 to 2 carbon atoms, haloalkoxy with 1 to 2 carbon atoms, alkylthio with 1 at 2 carbon atoms, by haloalkylthio with 1 to 2 carbon atoms, by alkyl with 1 to 2 carbon atoms, by haloalkyl with 1 to 2 carbon atoms, R25 and R2d mean, independently of each other, alkyl with 1 to 6 carbon atoms; carbon atoms, alkoxy with 1 to 6 carbon atoms, alkenyl with 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl having 1 to 2 carbon atoms, respectively substituted, if appropriate, by one three times by fluorine or by chlorine, they mean substituted benzyl, optionally, one to two times fluorine, chlorine, bromine, halogen with 1 to 2 carbon atoms, alkyl with 1 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms, or together they mean a ring with 5 to 6 members, interrupted, if appropriate, by oxygen or by sulfur, which may be substituted, if appropriate, by alkyl having 1 to 2 carbon atoms, and at least one active product of the formula ( II).
3. - Agents, according to claim 1, characterized in that they contain at least one compound of the formula (I), wherein X means alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms or trifluoromethyl, Y means hydrogen, alkyl having 1 to 4 carbon atoms, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, haloalkyl with 1 to 2 carbon atoms, Z means alkyl with 1 to 4 carbon atoms, chlorine, bromine, alkoxy with 1 to 4 carbon atoms, n means 0 or 1, A3 and A4 mean, together with the carbon atom, with which they are bonded, a ring with 5 to 6 members, saturated, optionally monosubstituted by alkyl with 1 to 4 carbon atoms or by alkoxy with 1 to 4 carbon atoms, G1 means hydrogen (a) or means the groups - CO-R20 - C02-R 1 (b) (c) wherein R20 means alkyl with 1 to 12 carbon atoms, alkenyl with 2 to 12 carbon atoms, alkoxy with 1 to 4 carbon atoms-alkyl with 1 to 2 carbon atoms, or cycloalkyl with 3 to 6 atoms in the ring, which may be interrupted by 1 to 2 oxygen atoms, respectively substituted, if appropriate, by one to three times by or by chlorine means monosubstituted phenyl, optionally by fluorine, by chlorine, by bromine, by nitro, by alkyl having 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms, by trifluoromethyl or by trifluoromethoxy, R21 means alkyl with 1 to 12 carbon atoms, alkenyl with 2 to 12 carbon atoms, alkoxy with 1 to 4 carbon atoms-C2-C4-alkyl, means phenyl or benzyl monosubstituted, respectively, by fluorine, by chlorine, by bromine, by nitro, by alkyl with 1 to 4 carbon atoms, by alkoxy with 1 to 4 carbon atoms or trifluoromethyl, and at least one prod active uct of the formula (II).
4. Agents, according to claims 1, 2 or 3, characterized in that they contain at least one compound of the formula (I), in which X means methyl, ethyl, methoxy, ethoxy or trifluoromethyl, Y means hydrogen , methyl, ethyl, chloro, bromo, methoxy or trifluoromethyl, Z means methyl, ethyl, chloro, bromo or methoxy, n means 0 or 1, A3 and A4 signify, together with the carbon atom, with which they are bonded, a ring with 5 to 6 members, saturated, monosubstituted, if appropriate, by methyl, by ethyl, by propyl, by methoxy, by ethoxy, by propoxy, by butoxy or by isobutoxy, G1 means hydrogen (a) or means the groups -C0-Ru - CO-R¿ (b) (c) wherein R20 means alkyl with 1 to 8 carbon atoms, alkenyl with 2 to 8 carbon atoms, alkoxy with 1 to 3 carbon atoms-alkyl with 1 to 2 carbon atoms, or cycloalkyl with 3 to 6 atoms in the ring, which may be interrupted by 1 to 2 oxygen atoms, respectively substituted, if appropriate, by one to three times by fluorine or by chlorine, means phenyl monosubstituted, if appropriate, by fluorine, by chlorine, by bromine, by methyl, methoxy, trifluoromethyl or trifluoromethoxy; R21 means alkyl having 1 to 8 carbon atoms, alkenyl having 2 to 8 carbon atoms, alkoxy having 1 to 4 carbon atoms-alkyl having 2 to 3 carbon atoms, means phenyl or benzyl monosubstituted respectively, optionally, fluorine, chlorine, bromine, nitro, methyl, methoxy or trifluoromethyl, and at least one active product of the formula (II).
5. Agents, according to claims 1, 2, 3 or 4, characterized in that they contain the compounds of the formula (1-1) (I-D and / or the compound of the formula (1-2) (1-2) and at least one active product of the formula (II)
6.- Agents, according to claims 1, 2, 3, 4 or 5, characterized in that they contain the compounds of the formula (II) (II) wherein A1 and A2 signify, independently of one another, oxygen or sulfur, X1 signifies N or CR10, R1 signifies hydrogen or signifies alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms substituted, if appropriate, one or more times, the substituents being independently selected from R6, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 6 carbon atoms. to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkoxycarbonyl with 2 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, (alkyl with 1 to 4 carbon atoms) cycloalkylamino with 3 to 6 carbon atoms or R 11, R 2 signifies hydrogen, alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl having 3 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms or alkylcarbonyl with 2 to 6 carbon atoms carbon, R3 signifies hydrogen, R11 or means alkyl having 1 to 6 carbon atoms, alkenyl having 2 to 6 carbon atoms, alkynyl having 2 to 6 carbon atoms, cycloalkyl having 3 to 6 carbon atoms substituted respectively, optionally , once or several times, being able choosing the substituents, independently from each other, between R6, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylcarbonyl with 2 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms, R11, phenyl, phenoxy or a heteroaromatic ring with 5 or 6 members, where appropriate each phenyl, phenoxy or heteroaromatic ring with 5 or 6 members can be substituted and the substituents chosen, independently from each other, from one to three residues W or one or more residues R12, or R2 and R3 can be linked together and form the M ring, meaning hydrogen, alkyl having 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 6 atoms carbon or, halogenalkyl with 1 to 6 carbon atoms, halogenalkenyl with 2 to 6 carbon atoms, halogenalkynyl with 2 to 6 carbon atoms, halogencycloalkyl with 3 to 6 carbon atoms, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenalkylsulfinyl with 1 to 4 carbon atoms, halogenalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms or means phenyl, benzyl or phenoxy substituted, if appropriate, one or more times, the substituents being independently selected from alkyl having 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkynyl with 2 to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, halogenalkenyl with 2 to 4 carbon atoms, halogenalkynyl with 2 to 4 carbon atoms, halogencycloalkyl with 3 to 6 carbon atoms, halogen, cyano, nitro, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, (alkyl) cycloalkylamino with 3 to 6 carbon atoms, alkylcarbonyl with 2 to 4 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylaminocarbonyl with 2 to 6 carbon atoms, dialkylaminocarbonyl with 3 to 8 carbon atoms or trialkylsilyl with 3 to 6 carbon atoms R8 respectively stand for, independently of one another, hydrogen, halogen or mean alkyl with 1 to 4 carbon atoms, halogenalkyl with 1 to 4 carbon atoms, R12, G, J, -OJ, -0G, - S (0) pJ, -S (0) pG, -S (0) p-phenyl substituted respectively, where appropriate, the substituents being independently selected from one to three residues W or from R12, alkyl with 1 to 10 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, alkoxy with 1 to 4 carbon atoms or alkylthio with 1 to 4 carbon atoms, each substituent may be substituted, independently from yes, by one or more substituents chosen between G, J, Rs, halogen, cyano, nitro, amino, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenoalkylsulfinyl with 1 to 4 carbon atoms, halogenoalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, trialkylsilyl having 3 to 6 carbon atoms, phenyl or phenoxy, each phenyl or phenoxy ring may optionally be substituted and substituents may be chosen independently from one to three The radicals W or one or more radicals R 12, G respectively represent, independently of each other, a carbocyclic or heterocyclic ring, non-aromatic, with 5 or 6 members, which optionally contains one or two ring members selected from the group consisting of C (= 0), SO or S (= 0) 2, and which may be substituted, if appropriate, by one to four substituents chosen, independently of each other, from alkyl with 1 to 2 carbon atoms, halogen, cyano , nitro or alkoxy with 1 to 2 carbon atoms, or independently, mean alkenyl with 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms, cycloalkyl with 3 to 7 carbon atoms, (cyano) cycloalkyl with 3 to 7 carbon atoms, (C 1 -C 4 -alkyl) C 3 -C 6 -cycloalkyl, (C 3 -C 6 -cycloalkyl) C 1 -C 4 -alkyl, and may be substituted each Cycloalkyl, (alkyl) cycloalkyl and (cycloalkyl) -alkyl, if appropriate, by one or more halogen atoms, J mean respectively, independently of each other, a heteroaromatic ring with 5 or 6 members, optionally substituted, and the substituents, independently of each other, between one to three r these W or one or more residues R12, Re mean, independently of each other, -C (= E1) R19, LC (= E1) R19, -C (= E1) LR19, -LC (= E1) LR19, -OP ( = Q) (OR19) 2, -S02LR18 or - LS02LR19, meaning each E1, independently of each other, O, S, N-R15, N-OR15, NN (R15) 2, NS = 0, N-CN or N- N02, R7 means hydrogen, alkyl with 1 to 4 carbon atoms, halogen with 1 to 4 carbon atoms, halogen, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 atoms of carbon, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenalkylsulfinyl with 1 to 4 carbon atoms, halogenalkylsulfonyl with 1 to 4 carbon atoms, R9 means haloalkyl with 1 to 4 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, haloalkylsulfinyl with 1 to 4 carbon atoms or halogen, R10 means hydrogen, alkyl with 1 to 4 carbon atoms, haloalkyl with 1 to 4 atoms carbon, halogen, cyano or halogenalkoxy with 1 to 4 carbon atomsR <11> each independently represent alkylthio having 1 to 6 carbon atoms, alkylsulfenyl having 1 to 6 carbon atoms, haloalkylthio with 1 to 6 carbon atoms, halogenoalkylsulfenyl having 1 to 6 carbon atoms, phenylthio or phenylsulfenyl substituted respectively , if necessary, from one to three times, the substituents being independently selectable from the list formed by W, -S (0) nN (R16) 2, -C (= 0) R13, -L (C = 0) R14, -S (C = 0) LR14, -C (= 0) LR13, S (0) nNR13C (= 0) R13, -S (0) nNR13C (= 0) LR14 or -S (0) nNR13S (0) 2LR14, L mean respectively, independently of each other, O, NR1B or S, R12 respectively mean, independently of each other, -B (0R17) 2, amino, SH, thiocyanate, trialkylsilyloxy with 3 to 8 carbon atoms, alkyl disulfide with 1 to 4 carbon atoms, -SF5, -C (= E) R19, -LC (= E) R19, C (= E) LR19, -LC (= E) LR19, -0P (= Q) ) (OR19) 2, -S02LR19 or -LS02LR19, Q means O or S, R13 mean respectively, independently hydrogen, or they mean alkyl with 1 to 6 carbon atoms, alkenyl with 2 to 6 carbon atoms, alkynyl with 2 to 6 carbon atoms or cycloalkyl with 3 to 6 carbon atoms, respectively substituted, optionally or several times, it being possible to choose the substituents, independently of each other, between R6, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms , alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms or (C1-C4 alkyl) cycloalkylamino with 3 to 6 carbon atoms, mean respectively, independently of each other, alkyl with 1 to 20 carbon atoms, alkenyl with 2 to 20 carbon atoms, alkynyl with 2 to 20 carbon atoms or cycloalkyl with 3 to 6 carbon atoms substituted, if appropriate, one or more times, the substituents being independently selected from R6, halogen, cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms or (C 1 -C 4 alkyl) cycloalkylamino with 3 to 6 carbon atoms or means substituted phenyl, optionally, the substituents being independently selected from one to three residues W or one or more radicals R12, R15 are respectively, independently of one another, hydrogen or are halogenalkyl having 1 to 6 carbon atoms or alkyl having 1 to 6 carbon atoms substituted, respectively optionally, one or several times, the substituents being independently selectable from cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, carbon, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenalkylsulfinyl with 1 to 4 carbon atoms, halogenalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylcarbonyl with 2 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms or phenyl, optionally substituted, choosing the substituents, independently from each other, between one to three residues W or one or more residues R12, or N (R15) 2 means a ring, which forms the ring M, R1S means alkyl having 1 to 12 carbon atoms or C 1 -C 12 -alkyl, or N (R? e) 2, means a ring, which forms the ring M, R 17 signifies respectively, independently of each other, hydrogen or alkyl having 1 to 4 carbon atoms, or 'B (OR17) 2 means a ring, in which both oxygen atoms are linked through a chain with two to three carbon atoms, which may be substituted, if appropriate, by one or two chosen substituents, independently of each other, between methyl or alkoxycarbonyl having 2 to 6 carbon atoms, respectively R 18 independently of one another, hydrogen, alkyl having 1 to 6 carbon atoms or halogenalkyl having 1 to 6 carbon atoms, or N (R13) (R18) means a The ring, which forms the ring M, R19 respectively denotes, independently of each other, hydrogen or means alkyl having from 1 to 6 carbon atoms respectively substituted, optionally, one or several times, the substituents being able to be chosen independently from each other. yes, between cyano, nitro, hydroxy, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogenoalkylsulfinyl with 1 to 4 carbon atoms, halogenalkylsulfonyl with 1 to 4 carbon atoms, alkylamino with 1 to 4 carbon atoms, dialkylamino with 2 to 8 carbon atoms, C02H, alkoxycarbonyl with 2 to 6 carbon atoms, alkylcarbonyl with 2 to 6 carbon atoms, trialkylsilyl with 3 to 6 carbon atoms or phenyl, optionally substituted, the substituents being independently selectable from one to three residues W, halogenalkyl with 1 to 6 carbon atoms, cycloalkyl with 3 to 6 carbon atoms or phenyl or pyridyl substituted respectively, optionally, one to three times per W, M means a ring substituted respectively and, if appropriate, from one to four times, which contains, in addition to the nitrogen atom, with which the pair of substituents R13 and R18 are linked., (R1S) 2 or (R1S) 2, of two to 6 carbon atoms and, if necessary, furthermore, another nitrogen, sulfur or oxygen atom and the substituents can be chosen, independently of each other, between alkyl with 1 to 2 carbon atoms, halogen, cyano, nitro or alkoxy with 1 to 2 carbon atoms, W mean respectively, independently of each other, alkyl having 1 to 4 carbon atoms, alkenyl with 2 to 4 carbon atoms, alkynyl with 2 carbon atoms, to 4 carbon atoms, cycloalkyl with 3 to 6 carbon atoms, halogenoalkyl with 1 to 4 carbon atoms, halogenalkenyl with 2 to 4 carbon atoms, halogenalkynyl with 2 to 4 carbon atoms, halogencycloalkyl with 3 to 6 carbon atoms , halogen, cyano, nitro, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms carbon, alkylamino with 1 to 4 atoms carbon, dialkylamino with 2 to 8 carbon atoms, cycloalkylamino with 3 to 6 carbon atoms, (alkyl with 1 to 4 carbon atoms) cycloalkylamino with 3 to 6 carbon atoms, alkylcarbonyl with 2 to 4 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, C02H, alkylaminocarbonyl with 2 to 6 carbon atoms, dialkylaminocarbonyl with 3 to 8 carbon atoms or trialkylsilyl with 3 to 6 carbon atoms, n mean respectively, independently of each other, 0 or 1, p mean respectively, independently of each other, 0, 1 or 2, provided that, in the case in which (a) R5 means hydrogen, alkyl having 1 to 6 carbon atoms, halogenoalkyl with 1 to 6 carbon atoms, halogenoalkenyl with 2 to 6 carbon atoms, halogenalkynyl with 2 to 6 carbon atoms, haloalkoxy with 1 to 4 carbon atoms, haloalkylthio with 1 to 4 carbon atoms or halogen and (b) R8 means hydrogen, alkyl with 1 to 6 carbon atoms, halogenalkyl with 1 to 6 carbon atoms, halogenalkenyl with 2 to 6 carbon atoms, halogenalkynyl with 2 to 6 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, halogenalkylthio with 1 to 4 carbon atoms, halogen, alkylcarbonyl with 2 to 6 carbon atoms. at 4 carbon atoms, alkoxycarbonyl having 2 to 6 carbon atoms, alkylaminocarbonyl having 2 to 6 carbon atoms or dialkylaminocarbonyl having 3 to 8 carbon atoms, (c) will be at least one substituent selected from R6, R11 and R12 and (d), when R12 is not present, then at least one Rd or R11 will be different from alkylcarbonyl with 2 to 6 carbon atoms, alkoxycarbonyl with 2 to 6 carbon atoms, alkylaminocarbonyl with 2 to 6 carbon atoms and dialkylaminocarbonyl with 3 to 8 carbon atoms.
7. Agents, according to claims 1, 2, 3, 4, 5 or 6, characterized in that they contain an anthranilic acid amide of the formula (II-1) wherein R 2 signifies hydrogen or alkyl having 1 to 6 carbon atoms, R 3 signifies alkyl having 1 to 6 carbon atoms, which is, if appropriate, substituted by Re, R 4 signifies alkyl having 1 to 4 carbon atoms, haloalkyl with 1 to 2 carbon atoms, halogenalkoxy with 1 to 2 carbon atoms or halogen, RB means hydrogen, alkyl with 1 to 4 carbon atoms, halogen with 1 to 2 carbon atoms, halogen with 1 to 2 carbon atoms or halogen, Rs means -C (= E2) R19, -LC (= E2) R19, -C (= E2) LR19 or LC (= E2) LR19, meaning each E2, independently of each other O, S, N-R15, N- OR15, NN (R15) 2, and meaning each L, independently of one another, O or NR18, R7 means haloalkyl with 1 to 4 carbon atoms or halogen, R9 means haloalkyl with 1 to 2 carbon atoms, haloalkoxy with 1 to 2 carbon atoms, S (0) p-halogenoalkyl with 1 to 2 carbon atoms or halogen, R15 signifies, independently of each other, hydrogen or signified, halogenalkyl with 1 to 6 carbon atoms or alkyl with 1 to 6 carbon atoms substituted respectively, where appropriate, substituents can be chosen, independently of each other, from cyano, alkoxy with 1 to 4 carbon atoms, halogenalkoxy with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, alkylsulfinyl with 1 to 4 carbon atoms, alkylsulfonyl with 1 to 4 carbon atoms, alkylthio with 1 to 4 carbon atoms, halo genoalkylsulfinyl with 1 to 4 carbon atoms or halogenalkylsulfonyl with 1 to 4 carbon atoms, R18 are, respectively, hydrogen or alkyl with 1 to 4 carbon atoms, R19, respectively, independently of one another, hydrogen or alkyl with 16 carbon atoms, p mean, independently of each other, 0.1, 2.
8. Agents, according to claim 1, 2, 3, 4, 5, 6 or 7, characterized in that they contain compounds of the formula (I) (group 1) or, at least, one compound with herbicidal activity (group 2) and, at least one amide of the anthranilic acid of formula (II) in the ratio of 500: 1 to 1: 50.
9.- Use of a mixture, with synergistic activity, as defined in claims 1, 2, 3, 4, 5, 6 or 7, For the fight against animal pests.
10. Process for obtaining pesticidal agents, characterized in that a mixture is combined with synergistic activity, as defined in claims 1, 2, 3, 4,5, 6 or 7, with spreading agents and / or with surfactant substances.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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DE10353281.1 | 2003-11-14 |
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