slide 1

 

 

 

Back to the List of the Granted Patents                                      Click here to download KE000196 PDF
Active oinalanacambinaHains [twin, insecticidal and acarieidal nrenertick
The present invention relates to novel active compound combinations comprising
known cyclic ketoenols on the one hand and other known inseeticidally active
5        compounds on the other hand, which combinations are highly suitable for controlling
animal pests such as insects and undesired stands.
It is already known that certain cyclic ketoenols have herbicidal, insecticidal and acaricidal properties. The activity of these substances is good; however, at low 10    application rates it is sometimes unsatisfactory.
Unsubstituted bicyclic 3-aryl-pyrroikine-2,4-dione derivatives (EP-A-355 599 and
EP-A-1-15 211) and substituted rsonocyclic 3-aryl-pyrrolidine-2,4-dione derivatives
(EP-A-377 893 and EP-A-442 077) with herbicidal, insecticidal or acaricidal action
15    are known.
Also known are polycyclic 3-arylpyrrolidirte-2,4-dione derivatives (EP-A-442073) and 1H-arylpyrrolidine-dione derivatives (EP-A-456063, EP-A-521 334, EP-A¬596 298, EP-A-613 884, EP-A-613 885, WO 94/01 997, WO 95/26 954, WO 93/20 572, EP-A-0 668 267, WO 96/25 395, WO 96/35 664, WO 97/01 535, WO 97/02 243, WO 97136 868, WO 97/ 43 275, WO 93/05 638, W098/06 721, WO 98/25 928, WO 99/16 748, WO 99124 437, WO 99/43 649, WO 99/48 869 and WO 99/55 673).
25    Emitter-more, it is already known that numerous phosphoric esters, carbamates,
heterocycles, organotin compounds, lienzoylumas and pyrethroids have insecticidal and acaricidal properties (cf. US 2,758,115, US 3,309,266, EP-A-004 334, GE-A-1 181 657, WO 93/22 297, WO 93/10083, DE-A-2 641 343, EP-A-347 488, EP-A-210 487, US 3,264,177 and EP-A-234 045). However, the activity of these substances is
3D    not always satisfactory.
 
_2
It has now been found that compounds of the formula (I)
W, I' and Z independently of one another each represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl, halogenoalkoxy or cyan,
10
A    represents hydrogen, in each case optionally halogen-substituted alkyl,
alkoxyalkyl, saturated, optionally subsilunen cycloalkyl, In which opilanally at least one ring atom is replaced by a heteroatom,
15    B    represents hydrogen or alkyl,
A and B together with the carbon atom to which they are attached represent a saturated or unsaturated, unsubstituted or substituted cycle which optionally contains at least one heteroatom,
D    represents hydrogen or an optionally substituted radical selected from the
group consisting of alkyl. allenyl. alkoxyalkyl. saturated cycloalkyl in which optionally one or more ring members are replaced by heteroatoms,
25    A and D together with the atoms to which they are attached represent a saturated or
unsaturated cycle which is unsubstituled or substituted in the A.,D moiety and optionally contains at least one heteroatorn,
 
3 -
represents hydrogen (a) or represents one of the groups
P{1 (b),    6A, R2 (C),    ,_„,
u) LI/ R    (9),
C (f)    or
5    in which
represents a metal ion or an ammonium ion,
L    represents oxygen or sulphur,
10
M    represents oxygen or sulphur,
R1    represents in each ease optionally halogen-substituted alkyl, alkenyl,
alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or optionally halogen-,
15 alkyl- or alkoxy-substituted cycloalkyl which may be interrupted by at least one heteroatorn, in each case optionally substituted phenyl, phenylallcyl, hetaryl, pbanoxyalkyl or hetaryloxyalkyl,
TL2    represents in each case optionally halogen-substituted alkyl, alkenyl,
20    olkoxyalkyl, polyalkoxyalkyl or represents in each ease optionally
substituted cycloalkyl, phenyl or beneyl,
12.3    represents optionally halogen-substituted alkyl or optionally
substituted phenyl,
25
R4 and R5 independently of one another each represent in ends case optionally    halogen-substituted    alkyl,    alkoxy,    alkylamino,
 
dialkylamino, alkylthio, elkenylth e, cycloulkylthio or represent in each case optionally sulettuted phenyl, benzyl, phenoxy or phen3lthio and
121 and R7 independently of one another each represent hydrogen, n each came optionally halogen -cebetituted alkyl, cycloalkyl, alkenyl, 'nosy, alkonyalkyl, represent optionally substituted phenyt, represent optionally substituted tempi or together with the N atom to which they are attached represent an optionally substituted ling which is
10    optionally interrupted by oxygen or sulphur and
A)    (thio)phosphatesi preferably
1.    azinphos-methyl
15
HCCO~~ IBS     

known from US 2,758,115
and/or
2.    Morpyrifos 20
known from US 3,244,586
and/or
3.    diazinon
 
     I I
O—P-0C2E-15
G2H,    known from US 2,754,243

and/or
    4.    dirnethoate
0
LI
—OCH3
H    (1.)CH,
known from US 2,494,213
and/or
10    5.    disulfoton
S
()C2H5    known from DE-A- 917 668
and/or
15    6.    ethion
000-15    (to 21-Is    known from US 2,873,225
and/or
 
-6-
7.    fenitrothion
O211
and/or
S.    fenthion    S, zOCH, ....iP \ OCH,    known from BE-A-594 669

     known from DE-A-1 116 656

 

 
and/or
 
- 7 -
10.    malathion
     OD2H3    known from US 2572,562

andiar
5
11.    methichnhion
OCH3 6,1--fr4
NCO II 3    N    s
known from DE-A- 1 641 912
15    and/or
12.    oxydometon-methyl
Cal-13
1,0   
    0 H.CO'AbCH3    known from DE-A-947 368
15    and/or   
 
13.    parathion
OC,H,
H5C,O/ 0
 
known from DE-A- 814 152
 
and/or
14.    parathion-methyl
H3C0 1-;$
FI3GO/P\O
 
known from DE-A- 814 142
 

 
0,H,
H6C2S.---\
known from US 2,586,655
 
-9-
17.    phosalon
HSOa0— 1
V20
0
CI known fo    ui DE-A-2 43] 192
5    and/or
18.    phosmet
S
10    and/or
19.    phoxim         HZ    —0C1-13    known from US 2,767,194

15    and/or         known from DE-A- 1 238 902
 
• 10 -
20.    pirirniphos-methyl
5    OCH,
and/or
21.    profenophog.         known from DE-A- 1 945 949

    H3C—CH2—CH2-S4,
H,C201    C    Br    awn from DE-A- 2 249 462
10    and/or
22.    prolhophos       

1
H,C,0    known from DE-A-2 111 414
and/or
15
 
    23.    telmpirimphos   
         known from DE-A- 3 317 824
5    and/or
24.    triazophos   

and/or    H5C20-,
H5C20         known from DE-A-1299 924

10
25.    chlarfenvinphos
 
known from US-2,956,072
 
- 12 -
26.    dichlorphos

     known from GB-A-775 085
H,00.......1-0-,c=c,,H
0—N 3 H'    ( CH,
CH3}crown from BE-A-55 22 84
0
H2    H    known from US-2,685,552
and/or
15
 
- 13 -
29.    monocrotophos
H3C010, < —1r—CH3
    p-    H

    FI,00    "a    11    known from DE-A-1 964 535

and/or
30.    phosphamidon
    A 0    0
II ,OCH3
I-
g
    Cl/    01-1,    ale    known from US 2,908,605

10    and/or
31.    acephate
HaC—S4.-14
(./CH.
15    and/or
32.    inethamidophos
0CH,
20    and/or    Hn    known from DE-A-2 014 027
known from US-3,309,206
 
- 14 -
33.    ttickilorfon
O
\
\ OH
\\ 'L ,P
FI,C0    OCH3
5    and/or
B)    carbamaten, preferably
34.    carbary110    known from US-2,701,225
     known from US-2,903;471
and/or
35,    fenoxycarb
15   

 

 
known from EP-A-004 334
and/.
20    16.    formetanate
 
- 15 -
II
3
H    CH
N=1
9—N ,...' 3
CH,    known from DE-A-1 169 194

and/or
    37.    formetanate hydrochloride
5
known from DE-A-1 169 194
and/or
10    38.    methiocarb       
     CH, SCH3    known from DE-A-1 162 352
and/or
15    39.    methomyl       

and/or
20    40.    oxamyl
 
- 16 -
H30,         known from DE-A-1 768 623

and/or
41.    pirimicarb (= pirimor)
     known from GB-A-1 181 657

and/or
42.    propoxur
 
- 17 -
have very good insecticidal and acancidal properties.
Surprisingly, the insecticidal and acaricidal activity of the active compound
5 combinations according to the invention is considerably higher than the sum of the activities of the individual active compounds. Thus, an unforeseeable real synergistic effect is present, and not just an addition of activities.
In addition to at least one active compound of the formula (I), the active compound 10    combinations according to the invention comprise at least one active compound from
among the compounds 1 to 43.
Preference is given to active compound combinations comprising compounds of the formula (I) in which the radicals are as defined below:
15
W    preferably represents hydrogen, CI-C4-alkyl, C1-C4-alkoxy, chlorine, bromine
or fluorine,
X    preferably represents CI-C4-alkyl, C1-C4-alkoxy, C1-C4-halogenoalkyl,
20    fluorine, chlorine or bromine,
Y and Z independently of one another preferably each represent hydrogen, Cr-C4-alkyl, halogen, C1-C4-elkoxy or C1-C4-halogenoalkyl,
25    A    preferably represents hydrogen or in each case optionally halogen-substituted
CI-Co-alkyl or C3-C.-cycloalkyl,
B    preferably represents hydrogen, methyl or ethyl,
30    A, B and the carbon atom to which they are attached preferably represent saturated
C3-C6-cycloalkyl in which optionally one ring member is replaced by oxygen
 
- 18 -
or sulphur and which is optionally mono- or disubstituted by C,C4-alkyl, triflooromethyl or Ci-C4-alkoxy,
D    preferably represents hydrogen, in each case optionally fluorine- or chlorine-5    substituted Ci-C6-alkyl, C3-C4-alkenyl or C3Ce-cycIoalkyl,
A and D together preferably represent in each case optionally methyl-substituted C,- Ce-alkanediy1 in which optionally one methylene group is replaced by sulphur.
G    preferably represents hydrogen (a) ar represents one of the groups 0    L    Fe
191 (b),    ..,---1- -' R' ■,-,    SO— IR3     p,'
M    '    ...'"    z    (d),    - ,
17 R    (e),
L
E (0 or
    NNR7 (g)    particular represents (a), (13), (e) or
L(g)
in which
E    represents a metal for or an ammonium ion,
L    represents oxygen or sulphur and
M    represents oxygen or sulphur,
11'    preferably represents in each case optionally halogen-substituted
C2-Ciaalkenyi, Cr-Co-alkosy-C, -Co-alkyl. Ci-Caalkylthio-C,-Ca-alkyl or optionally fluorine-, chlorine-, C,-Cc-alkyl- or Ci-CZalkosy-substituteel
C3-
25    Ce-cycloalky1
 
- 19-
represents optionally fluorine-. chlorine-, bromine-, cyano-, nitro-, C,C4- alkyl-, Ci-Crsilltoxy-, trifluoroinethyl- or trifluoromethoxy-substituted phenyl,
5    represents in each case optionally chlorine- or methyl-substituted pyridyl or
thienyl,
R2    preferably represents in each case optionally fluorine- or chlorine-substituted
•    C2-C,0-alkenyl, CrCralkoxy-Ca-C4-alkyl,
10
represents optionally methyl- or inethoxy-substituted Cs-Ca-cyeloalkyl or
represents in each case optionally fluorine-, chlorine-, bromine-, eyano-,
•    C,-Ca-alkyl-, Cs-Cs-ataxy-, trifluoromethyl- or trifluorornethoxy-substituted phenyl or bonzyd
R3    preferably represents optionally fluorine-substituted C1-C4-alkyl or represents
optionally fluorine-, chlorine-, bromine-, Ca-Ca-alkyl-, Ct-C4-alkoxy-, trifluonnnethyl, trifluoromethoxy-, cyan- or nitro-substituted phenyl,
20
R4    preferably represents in each case optionally fluorine- or chlorine-substituted
C,-C4-alkyl, Ci-Ca-alkosy, Ci-Caalkylarnino, CL-C4alkylthio or represents in each case optionally fluorine-, chlorine-, bromine-, nitro-, cyan-,
•    trifluommethoxy-, C -Cr alkylthio-, Ca-C4-hainetoalkylthio-, 25    C    or trifluommethyl-substituted phenyl, phenoxy or phenylthio,
Fe    preferably represents C,-Ca-alkoxy or C,-C4-thioalkyl,
126    preferably represents Cr-Cs-alkyl, Ca-Co-cycloalkyI, C,C5-alkoxy, C3-C6-
 ancenyl, C,Cs-alkoxy-C,
 
- 20 -
le    preferably represents Ct-Co-alkyl, Cs-Co-alkenyl or Ci-Ca-alkoxy-Ci-C4-alkyl,
116 and le together preferably represent an optionally methyl- or ethyl-substituted C3- C-alkylene radical in which optionally one carbon atom is replaced by 5    oxygen or sulphur,
W    particularly preferably represents hydrogen, methyl, ethyl, chlorine, bromine
or methoxy,
10    X    particularly preferably represents chlorine, bromine, methyl, ethyl, propyl,
propyl, methoxy, ctlioxy or irilluoromehyl,
1" and Z independently of one another each particularly preferably represent
hydrogen, fluorine, chlorine, bromine, methyl, ethyl, propyl,
15    trifluoromothyl or methoxy,
A    particularly preferably represents methyl, ethyl, propyl, i-propyl, butyl, i-
butyl, sec-butyl, ten-butyl, cydopropyl, cyclopentyl or cyclohexyl,
20    B    particularly preferably represents hydrogen, methyl or ethyl,
A, B and the carbon atom to which dry are attached particularly preferably represent saturated Cs-eycloalkyl in which optionally one ring member is replaced by oxygen and Moon 1s optionally monosuOsinuted by methyl, ethyl, methoxy,
25    ethoxy, propoxy or butoxy,
particularly preferably represents hydrogen, represents methyl, ethyl, propyl, i-propyI, butyl, i-butyl, allyl, cyclopropyl, cyclopentyl or cyclohexyl,
30    A and    together particularly preferably represent optionally methyl-substituted
Ca-Ca-alltancrliyl,
 
-21-
G    particularly preferably represents hydrogen (a) or represents one (Atte groups
0    0    R6
--A    _Fe    or R' 03).    )1..,    (G),     "R2 (g)
in which
M    represents oxygen or sulphur,
10    R'    particularly preferably represents C1-C8-alkyl, C2-C4-alkenyl, methorynethyl,
ethoxymethyl, ethylthiomethyl,cyclopropyl, cyclopentyl or cyclohexyl,
represents optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, methyl-, ethyl-, methoxy-, trIfluoromethyl- or trifluoromethoxy-substituted phenyl,
15
represents in each case optionally chlorine- or methyl-substituted pyridyl or thienyl,
R2    particularly preferably represents Cr-Co-alkyl, CZC4-alkenyl, methoxyethyl,
2D    ethoxyethyl or represents phenyl or benzyl,
R6 and le independently of one another particularly preferably represent methyl or ethyl or together represent a Cn-alkylene radical in which the Ca-methylene group is replaced by oxygen.
25
W    very particularly preferably represents hydrogen or methyl,
X    very particularly preferably represents chlorine, bromine or methyl,
 
- 22 -
Y and Z independently of one another each very particularly preferably rapes:at hydrogen, chlorine, bromine or methyl,
A, B and the carbon atom to which they are attached very particularly preferably
5 represent saturated Cveyekalkyl in which optionally one ring member is replaced by oxygen and which is optionally monocuhatituted by methyl, rnethoxy, ethoxy, propoxy Or batoxy,
very particularly preferably represents hydrogen,
very particularly preferably represents hydrogen (a) or represents one of the groups
0    0
'pt(b),    (C). or    N
15
in which
Id    represents oxygen or sulphur,
20    11.1    very particularly preferably represents Cs-Ca-alkyl,
methoxymethyl, ethoxymetly], ethylmethylthio, cyclopropyl, cyclopentyl, eyelohexyl or
represents optionally fluorine-, chloriae-, bromine-, methyl-, meth:3xy-, 25    tnfluoromethyl-, trifluerontehoxy-, cyano- or nitro-substituted phenyl,
represents in each case °pliantly chlorine- or methyl-substituted pyridyt or thienyl,
 
- 23 -
12.2    very particularly preferably represents Ci-Cs-alkyl, C2-C4-alkenyl,
methoxyethyl, ethoxyabyl, phenyl or benzyl,
R6 and le independently of one another each very particularly preferably represent 5    methyl, ethyl or together represent a C5-alkylenc radical in which the Cs-
methylene group is rePlaccrlbY oxygen.

Example No.    W    X    Y    Z    It    G    r_p_°C
1-1    H    Br    5-C113    H    OCH3    CO-i-C3147    122
1-2    H    Br    5-C1-13    H    OCH3    CO2-C2H5    140 -142
1-3    H    CH3    5-C1-13    H    OCH3    11    220
1-4    H    CH3    5-C1-13    H    0013    CO2-C2H5    122
1-5    CH3    CH3    3-Br    H    OCH3    H    > 220
1-0    CH3    CH3    3-C1    H    OCH3    H    219
1-7    H    Br    4-CH3    5-CH3    OCH3    CO-i-C3H7    217
1-8    H    CH3    4-CI    5-CH3    OCH3    002C2H5    162
1-9    H    CH,    4-CH3    5-CH3    OCH3    f\
00-14\__,    Oil
1-10    CH3    CH3    3--C1-13    4-C113    OCH3    H    >220
1-11    H    CH3    5-CH3    H    OC2H5    /
\ ---- \ CO—N    0
/    oil
1-12    CH3    CH3    3-Br    H    0C2H5    CO-i-C3H7    212 - 214
1-13    H    CH3    4-CI-13    5-CH3    002115    CO-o-Br    134
1-14    H    CH3    4-CH3    5.0113    0C2H5    CO-1-Pt    108
1.15    H    CH3    4-C1-13    5-C113    002E15    CO-c-Pr    163
 
-24-
and at least one active compound from among the compounds 1 to 43.
In addition, the active compound combinations may comprise further fungicidally, 5    acaricidally or insecticidally active mixing components.
If the active compounds in the active compound combinations according lo the
invention are present in certain weight ratios, the synergistic effect is particularly
pronounced. However, the weight ratios of the active compounds in the active
10 compound combinations can be maned within a relatively wide range. In general, the combinations according to the invention comprise the active compounds of the formula (I) and the mixing partnere in the preferred and particularly preferred mixing ratios stated in the table below:
15    5    the mining ratios are based on weight ratios. The ratio is to he undertrood as
meaning active compound of the formula (I)imixing partner
Mixing partner    ?referred mixing ratio    Particularly preferred
mixing ratio
1. asinphoamethyl    10:1 to 1:10    5:1 to 1:5
1. chlorpyrifos    10:1 to 1:10    5:1101:1
3.    diasinon    10:1 to 1:10    5:1 to 1:5
4.    dimethoate    10:1 to 1:10    5:1 to 1:5
5.    disulfaton    10:1 to 1:10    3,1 to 1:5
h. Minos    10:1 10 1:10    3:1 to 1::
7. fertitrothion    10:1 to 1:10    5:1 to 1:5
B. fenthion    20:1 to 1:10    5:1 to 1:5
9.    isoxathion    10:1 to 1:10    5:1 to 1:5
10.    malathion    101 to 1:10    5:1 to 1:5
11.    methidathion    10:1 to 1:10    5:1 to 1:5
 
- 25 -
Mixing partner    Preferred mixing ratio    Particularly preferred
mixing ratio
12.    oxydemeton-methyl    10:1 to 1:10    5:1 to 1:5
13.    parathion    10:1 to 1:10    5:1 to 1:5
14.    parathion-methyl    10:1 to 1:10    5:1 10 1:5
15.    phenthoate    10:1 to 0,10    5:1 to 1:5
16.    photo.    10:1 to 1:10    5:1 to 1:5
17.    phosalon    10:1 to 1:10    5:1 to 1:5
18.    phosmet    10:1 to 1:10    5:1 to 1:5
19.    phoxim    10:1 to 1:10    5:1 to 1:5
20.    piritniphos-methyl    10:1 to 1:10    5:1 to 1:5
21.    profenophos    10:1 to 1:10    5:1 to 1:5
22.    prothiophos    10:1 to 1:10    5:1 to 1:5
23.    tcbupyrimphos    10:1 to 1:10    to 1:5
24.    triazophos    5:1 to 1:20    1:1 to 1:10
25.    chlorfenvinphos    10:1 to 1:10    5:1 to 1:5
26.    diehlorphos    10:1 to 1:10    5:1 to 1:5
27.    dicrotophos    10:1 to 1:10    5:1 to 1:5
28.    mevinphos    10:1 to 1:10    5:1 to 1:5
29.    monocrotophos    10:1 to NO    5:1 to 1:5
30.    phosphamidon    10:1 to 1:10    5:1 to 1:5
21. acephate    10:1 to 1:10    5:1 to 1:5
32. methamidophos    10:1 to 1:10    5:1 to 1:5
33.1,161ot-fon    10:1 to 1:10    5:1 to 1:5
34.    carbaryl    10:1 to 130    5:1 to 1:5
35.    fenoxycarb    10:1 to 1:10    5:1 to 1:5
36.    formetanate    10:1 to 1:10    5:1 to 1:5
37.    formetanate hydrochloride    10:1 to 1:10    5:1 to 1:5
38.    methiocarb    10:1 to 1:111    5:1 to 1:5
39.    methomyl    10:1 to 1:10    5:1 to 1:5
 
- 26 -
Mixing partner    Preferred mixing ratio    Particularly preferred
mixing ratio
40.    oxa.myl    5:1 to 1:100    1:1 to 120
41.    pirimicarb    10:1 to 1:10    5:1 to 1:5
41. propoxur    10:1 to 1:10    5:1 to 1:5
43. thiodicarb    5:1 to 1:20    1:1 to 1:10

The active compound combinations according to the invention are suitable for
controlling animal pests, preferably arthropods and nematodes, in particular insects
5 and arachnids, found in agriculture, in animal health, in forests, in the protection of stored products and materials and in the hygiene sector. They are active against normally sensitive and resistant species, and against all or individual developmental stages. The abovementioned pests include:
10    From the order of the Isopoda, for example, Ontscus asellus, Annadillidium 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.
15    From the order of the Symphyla, for example, Scutigemlla immaculate.
From the order of the Thysanura, for example, Lepisma saccharina.
From the order of the Collembola, for example, Onychiums armatas.
From the order of the Orthoptera, for example, Acheta domesticus, Gryllotalpa spp,, Locusta migratoria tnigratorioides, Melanoplus spp., Schistocerca gregaria.
20        From the order of the Blattaria, for example, Blatta orientalis, Periplaneta americana,
Leucophaea maderae, Blattella gernamica,
From the order of the Dermarnera, for example, Forficula aurieularia.
From the order of the lsoptera, for example, Reticulitermes spp.
From the order of the Phthiraptera, for example, Pediculus hurnanus corporis, 25    Haematop mis spp., Linognathus spp., Trichoclectes spp., Damalinia spp.
 
- 27 -
From the order of the Thysanoptera, for example, Hereinothrips femoralis, Thrips tabaci, Thrips pahni, Frankliniella arcidentalis.
From the order of the Heteroptera, for example, Eurygaster spp., Dysdercus intermedius, Plasma quadrala, Ciniex lectularius, Rhodnius prolixus, Triatoma app. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia Woad, Trialeurodes vaporarinrum, Aphis goseypii, Ereyicoryne braseicae, Cryptonlyzus ribis, Aphis fabae, Aphis porne, Eriosoma lanigeram, Nyalopterus arundinis, Phylloxera vastatrix, Pernphigus spp., Macrosiphum avenae, Myzus spp., Nxmodon humuli, Rhopalosiphum padi, Emplasca. spp., &seas bilobatus, hlephotettix
ID        cineticeps, Lecanium cond., Saissetia oleae, Loodelphax striatellus, Ndaparvata
lagens, Aonidiella autantii, Aspidiotus hederae, Pseudococcus app., Paylla app
From the order of the Lepidopteta, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blaneardella, Hyponomeuts paddle, PluteIla xylostella, Malacosoma neustria, Euproctis chrysorrhoea, Lyrnantria app.,
15 Eucculetris thurberiella, Phyllocnimia citrella, Agrotis app., Boson app., Rine app., Earias insulana, Hcliothis app., Mamestra brassie., Panolls flammca, Spodamera app., Trichoplusia ad, Carpocapsa pomonella, Pictris spp., Chilo app,, Pyrausta nubilalis, Ephestia kuehniella, atIleria mellonella, Tineola bisselliella, Those pellionella, floftnannophila pseudospretella, Cacoecia podana, Capua reticulana,
2D        Choristoncura fumiferana, Clysia ambLguella, tiomona magnanima, Tortrix viridana,
Cnaphalocems app., Oulema oryzae.
From the order of the Coleoptera, for example, Anobium punetetum, Rhizapaitha
dominica, Bruchidius obtectus, Acanthoseelides obtectus, Hylotrupes bajulua,
Agelastica alnl, Leptlnotarsa decemlineata, Phaedon cochlearlae, Diabrodca spp.,
25 Psylliodes chrysoceptiala, Eptlachtia varivestls, Atomaria spp., Oryzaephilus surinamensis, Anthonomus app., Sitephilus spp., Otiorrhynehus sulcatus, Cosmopolites sordidus, Ceuthorrhrehus assimilis, Hypera postica, Dermestcs app., Trogoderrna spp., Anthrenus app., Attagenug app., Lyctus spp., Meligethes &MOUS, Ptinus app., Niptus hololeucus, Gibbium psylloides, Tribolium spp,, Tenebrio
30        molitor, Agriotes spp., Conoderus app., Melolontha melolontha, Amphimallon
solstitialis, Costelyu-a zealandica, Lissorhoptrus oryzophilus.
 
- 28 -
From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp,, Lash's spp., Monomorium pharaohs, Vespa spp.
From the order of the Diptera, for esarnple, Aedes spp., Anopheles app., Calex app.,
Drosophila 'Deism:isomer, Muses app., Fermis spp., Calliphora erythrocephala,
5 Lucille spp„ Chrysomyia spp., Catembra spp., Gastrophilus spp., Ilyppobosca spp., Stomoxys app., Oestrus spp., tlyportrma spp., Tabanus spp., Tannin spy, ElibiO hortulanus, Oscinella frit, Phorbia spp., Pegomyia hycocyami, Ceratitis capitata, Dacus oleos, Tipula paludosa,Hylemyiaspp., Liriomyza app.
From the order of the Siphonaptera, for example, Xenopsylla cheopis, Ceratophyllus ID    spp.
From the class of the Arachnids, for example, Scorpio manna, Latrodectus macrons, Acarus siro, Argas spp., Omithodoros app., Dermanyssus gallinae, Eriopliyes ribis, Phyllocoptruta oleivora, Boophilus app., Rhipicephalus spp., Aniblyomma spp., Hyalomma spp., ',codes spp., Psoroptes spp., Chorioptes app., Sarcoptes spp.,
15        Tamonemus app., Eryobia praetiosa, Panonychus spp., Tetranychus app.,
Hernitarsonerous app., Ikevipalput spp.
The plant-parasitic nematodes include, for example, Pratylenchus spp., Radopholus sirnilis, Ditylenchus dipsaci, Tylencholus semipenetrans, Heterodera spp., Globodera(
20        spp., Meloidogyno spp., Aphelenchoides app., Longidorus app., Xiphinerna spp.,
Trichodorus spp., Bursapheleachus app.
The active compound combinations can be convened into the customary
formulations such as solutions, emulsions, wettable powders, suspensions, powders,
25 dusts, pastes, soluble powders, granules, suspensicm-emulsion concentrates, natural and synthetic materials impregnated with active compound, and microcncapsulations in polymeric materials.
These formulations are produced in a known manner, for example by mixing the 30    active compounds with extenders, that is, liquid solvents andior solid carriers,
 
- 29 -
optionally with the use of surfactants, that is, emulsifiers and/or dispersants, and/or foam formers.
If the extender used is water, it is also possible, for example, to use organic solvents
5 as cosolvents. The following are essentially suitable as liquid solvents: aromatics such as iylene, toluene or allcylnaphthadenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzones, chloroethylenes or methylene chloride, aliphatic hydrocarbons such as cyclohexane or paraffins, for example mineral oil fractions, mineral and vegetable oils, alcohols such as butanol or glycol
11:1 and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cycloheasnene, strongly polar solvents such as dimethylformamide and dimethyl sulphoxide, or else water.
Suitable solid carriers are:
15    for example ammonium salts and ground natural minerals such as kaoline, oleys, ads,
chalk, quartz, uttapulgite, montmorillonite or diatomaceous earth, and ground synthetic materials such as highly-disperse silica, alumina and silicates; suitable solid carriers for granules are: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, or else synthetic granules of
20 inorganic and organic meals, and granules of organic material such as sawdust, coconut shells, maize cobs and tobacco stalks; suitable emulsifiers and/or foam fonners are: for example nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, poiroxyethyleno fatty alcohol ethers, for example elkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphonates, or else protein
25    nyttnalysates; wimple dispersants are for example tignm-suipnite waste liquors and
methyleellulose
Tackifiers such as carboxymethylcellalose and natural and synthetic polymers in the form of powders, granules or latices, such as gum arable, polyvinyl alcohol and 30    polyvinyl acetate, or else natural phospholipids such as cephalins and lecithins and
 
-30-
synthetic phospholipids can be used in the formulations. Other additives can be mineral and vegetable oils.
It is possible to use colorants such as inorganic pigments, far example iron oxide,
5 titanium oxide and Prussian Blue, and organic colorants such alizarin colorants, azo colorants and metal ohlhalocyanine colorants, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.
The formulations generally comprise between 0.1 and 95% by weight of active 10    compound, preferably between 0.5 and
The active compound combinations according to the invention can be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with other active compounds, such as insecticides, attractants, sterilants, bactericides, acaricides, nematicides, fungicides, growth-
15 regulating substances or herbicides. The insecticides include, for example, phosphates, carbamates, carboxylmes, chlorinated hydrocarbons, phenylureas and substances produced by microorganisms, inter alio.
Mixtures with other known active compounds such as herbicides or with fertilizers 20    and growth regulators are also possible.
When used as insecticides, the active compound combinations according to the
invention can furthermore be present in their commercially available formulations
and in the use forms, prepared from these formulations, as a mixture with synergiats.
25        Synergists arc compounds which increase the action of the active compounds,
without it being necessary for the synergst added to be active itself.
The active compound content of the use forms prepared from the commercially
available formulations can vary within wide limits. The active compound
30        concentration of the use forms can be from 0.0000001 to 95% by weight of active
compound, preferably between 0.0001 and 1% by weight.
 
31-
The compounds are employed in a customary manner appropriate for the use forms.
When used against hygiene pests and stored-product pests, the active compound
5        combinations are distinguished by an excellent residual action on wood and day as
well as good stability to alkali on limed substrates.
The active compound combinations according to the invention are not only active
against plant pests, hygiene pests and stored-product pests, but also, in the veterinary
10 medicine sector, against animal parasites (ectoparasites) such as hard ticks, soft ticks, mange mites, harvest mites, flies (stinging and licking), parasitizing fly larvae, lice, head lice, bird lice and fleas. These parasites include:
From the order of the Anoplurida, for example, Haematopinus spp., Linograthus spp., Pediculus spp„ Phtiros app., Solcnopotes app.
15    From rho order of the Idallophogida and the suborders Annalynerisa and
Ischnocerina, for example, Trimenopon app., Manor.= app., Trinmon app., BONiC1710
spp., Werreckiella spp., Lepikentros spp., Damalina spp., Trichodemes app., Felicola
spp.
From the order Diptera and the suborders Nematocerina and Brachyeatins, for
20 maniple, Aedes app., Anopheles spp., Cuter spp., Simulium spp., Eusimulittn app., Pliebotomus spp., Lutzomyi a spp., Calicoides spp., Chrysops spp., Hybomira app., Atylotus spp., Tabanus app.. Haernatopota spp., Philipomyia spp., Braula app., Musca spp., Hydrotaea app., Stomoxya spp., Euemetobia spp., Morellia app., Faania spp., %mina app., Calliphora spp., Lucius spp., Chrysomyia app., Wohlfahrtla spp.,
23        anrcoptiaga spp., Oestrus spp., rinurdcarrta spp., OastoropIttlus spp., taimitiposca
spp,, Lipoptetta app., Mclopliagas spp.
From the order of the Siphonapterida, for example, Pules spp., Ctenocephali&s spp., Xcnopsylla spp., Ceratophyllus spp.
From the order of the Heteroptends, for example, Limes app., Trietoma app., 30    Rhodnius app.. Panstrongylus app.
 
- 32 -
From the order of the Blattarickt, for example, Blatta orientaIis, Petiplaneta americana, BlatteLla gennanica, Supella app.
From the subclass of the Acacia (Acarida) and the orders of the Meta- and
Mesostigmata, for example, Argas spp., Dmithodorus app., Otobius spp., Ixodes spp.,
5 Amblyomma app., Boophilus spp., Dermacentor app., Haemophysalis spp., Hyakarma app., Rhipicephalus app., Dermanyscut app., kaillietia app., Pneumonyssus app., ,Stemostoma spp., Vases app.
From the order of the Actinedida (Ptostigmata) and Acaridida (Astigmata), for
example, Acarapis app., Cheyletiella spp., Omithocheyletia spp., Myobia app.,
10 Psorergates app., Demodex app., Trombieula spp., Listrophorus spp., Acaras app., lyrophagus app., Caloglyphus app., Hypodectes spp., Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes app., Notoeches app., Knemidocoptes spp., Cytodites spp., Laminosioptes spp,
15    The active compound combinations according to the invention are also suitable for
controlling arthropOds which attack agricultural livestock such as, for example, cattle, sheep, goats, homes, pigs, donkeys, camels, buffaloes, rabbits, chickens, turkeys, ducks, geese, honey-bees, other domestic animals such as, for ...tale, dogs, cats, caged birds, aquarium fish and so-called experimental animals such as, for
20 example, hamsters, guinea pigs, rats and mice. By controlling these arthropods, cases of death and reductions in productivity (for meat, milk, wool, hides, eggs, honey and the like) should be diminished, so that more economical and simpler animal husbandry is possible by the use of the active compound combinations according to the invention.
25
The active compound combinations according to the invention are used in the veterinary sector in a known rummer by enteral administration in the form of, for example, tablets, capsules, potions, drenches, granules, pastes, boluses, the feed-through method. suppositories, by parenteral administration such as. for example. by
30        injections (intramuscularly, subcutaneously, intravenously, intraperitoneally and the
like), implants, by nasal administration, by dermal administration in the form of, for
 
• 33 -
example, immersing or dipping, spraying, pouring-on, spotting-on, washing, dusting, and with the aid of active-compound-comprising moulded articles such as collars, ear tags, tail tags, limb bands, halters, marking devices and the like.
5    When used for cattle, poultry, domestic animals and the like, the active compound
combinations can be applied as formulations (for example powders. emulsions. flowables) comprising the active compounds in an amount of I to 10% by weight, either directly or after 100- to 10,000-fold dilution, or they may be used as a chemical dip.
10
Moreover, it has been found that the active compound combinations according to the invention show a potent insecticidal action against insects which destroy industrial materials.
The Following inaecte may be mentiored by way of example and with preference, but not by way of limitation:
Beetles such as
Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium
20 rufovillosurn, Ptilinus pecticornis, Dendrobium pertines, Emobius mollis, Priobium carpini, Lyon's brunneus, Lyctus decants, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec., Tryptodendron spec., Apate monachus, Eostrychus capucins, Ileterobostrychus brunneus, Sinoxylon ape., Dinodcnah mimosas.
25    Dcrmapicrans such as
Sires juvencus, Uirocerus gigas, Uroxrus gigas taignus, Urocerus augur. Termites such as
Kaloterrnes flavicollis, Cryptotennes brevis, Heterotermcs indicola, Reticulitermes flavipes, Reticulitennes santonensis, Reticulitermes hicifugus, Mastotermes 30    darwiniensis, Zootermopsis nevadersis, Coptotermes formosanus.
Bristle-tails such as Lepistria saccharine,
 
-34-
Industrial materials in the present context are understood as meaning non-living materials such as, preferably, polymers, adhesives, glues, paper and board, leather, wood, timber products and paints.
5
The material which is to be protected from insect attack is very particularly preferably wood and timber products.
Wood and timber products which can be protected by the composition according to 10    the invention, or mixtures comprising it, are to be understood as meaning, for
example:
Construction timber, wooden beams, railway sleepers, bridge components, jetties,
vehicles made of wood, boxes, pallets, containers, telephone poles, wood lagging,
windows and doors made of wood, plywood, chipboard, joinery, or timber products
15    which quite generally are used in house construction or building joinery.
The active compound combinations can be used as such, in the form of concentrates or generally customary formulations such as powders, granules, solutions, suspensions, emulsions or pastes.
20
The abovementioned formulations can be prepared in a manner known per sc, for example by mixing the active compounds with at least one solvent or diluent, emulsifier, dispersant and/or binder or fixative, water repellant, if desired desiccants and UV stabilizers, and if desired colorants and pigments and other processing
25    auxiliaries,
The insecticidal compositions or concentrates used for protecting wood and timber products comprise 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.
30
 
-35-
The amount of composition or concentrate employed depends on the species and the abundance of the insects and on the medium. The optimal quantity to be employed can be determined in each case by test series upon application. In general, however, it will suffice to employ 0.0001 to 2036 by weight, preferably 0.001 to 10% by weight,
5    of the active compound, based on the material to be protected.
A suitable solvent and/or diluent is an organochemIcal solvent or solvent mixture
and/or art oily or oil-type organochernical solvent or solvent mixture of low volatility
and/or a polar organochemical solvent or solvent mixture and/or water and, if
10    appropriate, an emulsifier and/or wetter_
Organochemical solvents which are preferably employed are oily or oil-type solvents
with an evaporation number of above 35 and a flash point of above 30°C, preferably
above 45°C. Such oily and oil-type schools which are insoluble in water and of low
15 volatility and which are used are suitable mineral oils or their aromatic fractions or mineral-oil-containing solvent mixtures, preferably white spirit, petroleum and/or allyibenzene.
Mineral oils with a boiling range of 110 to 220°C, white spirit with a boiling range of
20 170 to 220°C, spindle oil with a boiling range of 250 to 350°C, petroleum and aromatics with a boiling range of 160 to 280°C, oil of turpentine, and the tile are advantageously used.
In a preferred embodiment, liquid aliphatic hydrocarbons with a boiling range of 180
25 to 210°C or high-boiling mixtures of aromatic and aliphatic hydrocarbons with a ladling range of 180 to 220°C and/or spindle oil and/or monochloronaphthalene, preferably a-monochloronaphthalene, ate used.
The organic oily or oil-type solvents of low volatility and with an evaporation 30    number of above 35 and a flash point of above 30°C, preferably above 45°C, can be
-replaced in part by organochemical solvents of high or medium volatility, with the
 
- 36 -
proviso that the solvent mixture elan has an evaporation number of above 35 and a flash point of above 30°C, preferably above 45°C, and that the mixture is soluble or emulsifiable in this solvent mixture.
5    In a preferred embodiment, some of the organochemical solvent or solvent mixture is
replaced by an aliphatic polar organochemical solvent or solvent mixture. Aliphatic organochemical solvents which contain hydroxyl and/or ester and/or ether groups are Preferably used, such as, for example, glycol ethers, esters or the like_
Organochernical binders used for the purposes of the present invention are the
10 synthetic resins and/or binding drying oils which are known per an and which can be diluted in water and/or dissolved or dispersed or emulsified in the organochemical solvents employed, in particular binders composed of, or comprising, an acrylate resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycondensation or polyarldition resin, polyurethane resin, alkyd resin or modified alkyd resin, phenol
15 resin, hydrocarbon resin such as inclenelcoumarone resin, silicone resin, drying vegetable and/or drying oils and/or physically drying binders based on a natural and/or synthetic resin.
The synthetic resin employed as binder can be employed in the form of an emulsion,
20 dispersion or solution. Bitumen or bituminous substances may also be used as binders, in amounts of up to 10% by weight. In addition, colorants, pigments, water repellants, odour-masking agents, and inhibitors or anticorrosive agents and the like, all of which are known per se, can be employed.
25    In accordance with the invention, the composition or the concentrate preferably
comprises, as organochemical binders, at least one alkyd Min or modified alkyd resin and/or a drying vegetable oil. Alkyd resins which are preferably axed in accordance with the invention are those with an oil content of over 45% by weight, preferably 50 to 68% by weight.
30
 
- 37 -
Some or all of the abovementioued binder can be replaced by a fixative (mixture) or plasticizer (mixture). These additives are intended to prevent volatilization of the active compounds, and also crystallization or precipitation. They preferably replace 0.01 to 30% of the binder (based at HO% of binder employed).
5
The plasticizers are from the chemical classes of the phthalic esters, such as dibUtYl phthalate, dioctyl phthalate or benzyl butyl phthalate, phosphoric esters such as tributyl phosphate, adipic esters such as di-(2-ethylhexyl)-adipate, stearates such as butyl stearate or amyl stearate, ()leases such as butyl oleate, glycerol ethers or higher-
10    molecular-weight glycol ethers, glycerol esters and p-toluenesulphonic esters.
Fixatives are based chemically on polyvinyl alkyl ethers such as, for example,
polyvinyl methyl ether, or ketones such as benzophenone and ethylenebenzophenone.
15    Other suitable solvents or diluents sue, in particular, water, if appropriate ax a mixture
with one or more of the abovemertioned organochernical solvents or ciluents, emulsifiers and dispersants.
Particularly effective timber protection is achieved by industrial-scale impregnating 25    processes, for example the vacuum, double-vacuum or pressure processes.
The active compound combinations according to the invention can at the some time
be employed for protecting objects which come into contact with saltwater or
brackish water, such ao hulls, screens, nets, buildings, moorings and signalling
25    systems, against fouling.
Fouling by sessile Oligoehaeta, such as Serpulidae, and by shells and species from
the Ledamorpha group (goose barnacles), such as various Lepas and Scalpellum
species, or by species from the idalanomorpha group (acom barnacles), such as
30    Balanus or Pollicipes species, increases the frictional drag of ships and, as a
 
- 38 -
consequence, leads to a marked Increase in operation costs owing to higher energy consumption and additionally frequent stops in the dry dock.
Apart from fouling by algae, for example Ectocarpus sp. and Cerarnium sp., fouling 5    by sessile Entomostraka groups, which come under the generic term Cirripedia
(cirriped crustaceans), is of particular importance.
Surprisingly, it has now been found that the active compound combinations according to the invention have an cutstmding antifouling action.
10    Using the active compound combinations according to the invention allows the use
of heavy metals such as, for example, in bis(trialkyltin) sulphides, tri-se-butyltin borate, tri-u-butyltin chloride, coppertl) oxide, triethyltin chloride, tri-n-buty1(2- phenyl-chlorophenoxy)rin, tribatyltin oxide, molybdenum disulphide, antimony oxide, polymeric butyl titanate, phenyl-(bispyridine)-bismuth chloride, tri-n-butyltin
15 fluoride, manganese ethylenebisthiocarbamate, zinc dimethyldithiocarbamate, zinc ettylenebisthlocarbamate, zinc salts and copper salts of 2-pyridinethiol 1-oxide, hisdimethyldithiocalbamoylzinc elitylenebisthiocarbamate, zinc oxide, copper(l) ethylene-bisdithiocarbamate, copper thiocyanate, copper naphthenate and ributyltin halides to be dispensed with, or the concentration of these compounds to be substantially reduced.
If appropriate, the ready-to-use antifouling paints can additionally comprise other active compounds, preferably algicides, fungicides, herbicides, molluscieides, or other antifouling active compounds.
25
Preferable suitable components in combinations with the antifouling compositions according to the invention are:
slgicides such as
30    2-tert-butylamino-4-cyclopropylaininn-6-methylthic-1,3,5-triazine,    dichkrophen,
diuron, endothal, Pectin acetate, isoproturon, methabenzthiazuron, oxyfluorfen,
 
- 39 -
quinoclamine and terbutrym
fungicides such as
benzo[b]thiophenecarboxylic acid cyclohexylamid.e 5,1-dioxide, dichloflaanid,
5    fluorfolpet, 3-iodo-2-propinyl butylcarbamate, tolylfluanid and azoles such as
azaconazole, CyprOCOnazOle, epOxyconazolc, hexaconazole, MetConazOle, propiconaZde and tebuconazoie;
moliuscicides such as
10    fentin acetate, rnetaldehyde, methiocarb, niclosamid, thiodicarb and trimethacarh;
or conventional antifouling active compounds such as 4,5-dichloro-2-octy1-4-isothiazolin-3-onc, diiodomethylparatryl sulphone, 2-(N,N¬dimethylthiocarbamoylthio)-5-introthiazyl, potassium, copper, sodium and zinc salts
15 of 2-pyridinethiol 1-oxide, pyridine-triphenylborane. tetrabutyldistarnoxane, 2,3,5,6-tetrachloro-4-(methylgulpliony1)-pyridine, 2,4,5,6-tetrachloroisopkthaloritrile, tetramethylthicram disulphide and 2,4,6-trichlorophenylmalciimide.
The antifouling compositions used comprise the active compound combinations 20    according to the invention in a concentration of 0.001 to 50% by weight, in particular
0.01 to 20% by weight.
Moreover, the antifouling compositions according to the invention comprise the
customary components such se, for example, those described in Lingerer, Chem, led.
25        1985, 37, 730-732 and Williams, Antifouling Marine Coatings, Noyes, Park Ridge,
1973.
Besides the algicidal, fungicidal, molluscioidal active compounds and insecticidal active compounds according to the invention, antifouling paints comprise, in 30    particular, binders.
 
Examples of recognized hinders me polyvinyl chloride in a solvent system, chlorinated rubber in a solvent system, acrylic resins in s solvent system, in particular in an aqueous system, vinyl chlodde/yinyl acetate copolymer systems in the fain of aqueous dispersions or in the form of organic solvent systems,
5 butediencistyreneJacrylonitrile rubbers, drying oils such as linseed oil, resin esters or modified huidened rosins in combination with tar or bitumens, asphalt and epoxy compounds, small amounts of chIcrise rubber, chlorinated polypropylene and vinyl resins.
10    If appropriate, paints also conpise inorganic pigments, organic pigments or
colorants which are preferably insoluble in sail water_ Paints may furthermore comprise materials such as colophotium to allow controlled release of the active compounds. Furthermore, the paints may comprise plasticizers, modifiers which affect the theological properties and other conventional constituents. The compounds
15        according to the invention or the atovementioned mixtures may also be incorporated
IMO sett-polishing antifouling systems.
The active compound combinations are also suitable for controlling animal pests, in
particular insects, arachnids and mites, which are found in enclosed spaces such as,
20 for example, dwellings, factory halls, offices, vehicle cabins and the like. They sea be employed in domestic insecticide products for controlling these pests. They are active against sensitive and resistant species and against all developmental stages. These pests include:
From the order of the Scorpionidea, for example, Bathos oceitanus.
15    From the order of the Acarina, for example, Argos passions, Argos leflerni, Bryclais
Demianyssus gailinae. Glyciphagus domesticias. Ornithodorus inoubat, Rhipieephalus sanguineus, TromticuIs. alfredclugesi, Neutrombicula autumnalis, Dermatophagoides pteronissimus, Demistopliagoides foliose.
From the order of the Araneae, for example, Aviculariidae, Araneidae.
30    From the order of the °palm., for example, Pseudoscorpiones cholifer,
Pseudoscorpiones cheitidium, °phones phalangium.
 
- 41 -
From the order of the Isopoda, for example, Defocus asellus, ForceIlia scaber.
From the order of the Diplopoda, for example, 1i/enjoins guttulatus, Polydesmus spp. From the order of the Chilopoda, for example, Geophitus spp.
From the order of the Zygentoraa, for example, Ctenolepisma spp., Lepisma 5    saccharine, Lepismodes
From the order or the Malaria, for example, Biwa orientalies, Blattella gennanica, Blattella asartinal, Leucophaea maderae, Panchlora app., Parcoblatta spp., Periplaneta australasiae, Periplaneta americana, Periplaneta brunnea, Periplaneta foliginosa, Supella longipalpa.
10    From the order of the Saltatoria, for example, Acheta domesticus.
From the order of the Dermaptera, for example, Forfieula auricularia.
From the order of the Isoptera, for example, ICalotermes spp., Reticulitermes app.
From the order of the Psocoptera, far example, 1,epinatus app., Liposcclis spp.
From the order of the Coleptera, for example, Anthrenus app.. Attagenus spp.,
15 Dermestes spp., Latheticus oryzae, Necrobi a spp.. Ptinus app.. Rhizopertha icminica. Sitophilus granaries. Sitophilus oryzae. Sitophilus zeamais, Stegobium paniceunt. From the order of the Diptera, for example. Aedes aegypti, Aedes albopictas, Aedes taeniorhynchus, Anopheles app., Calliphora erythrocephala, Chrysnzona pluvialis, Coles. quinquefasciatus, Culex platens, Cults tarsal; s, Drosophila spp., Faunia
20        canicularis, Mecca domestica, Phlebotornus app., Saecophaga carnaria, Simulium
app., Stomoxys calcitrans, Tipula paludosa.
From the order of the Lepidoptera, for example, Achroia grisella, Galleria Plodia intenconctella, Tinea cloacella, Tinea pellionella, Tineola bi ssel I i ella . From the order of the Siphanaptera, for example, Ctenocephalides cans,
25    Cteno.phalides felis, Pulex irritane Tonga penetrans, Xenopsylla cheopia.
Front the order of the Hymenoptera, for example, Camponotus herculean., Lasius fuliginosus, Lasius niger, Lasius trubratus, Monomorium pharaonis, Paravespula app., Tetramonum caespitam,
From the order of the Anoplura, for example, Pedieulus human. capitis, Pediculas 30    humanus corporia, Phthirus pubis.
 
- 42 -
From the order of the Heteroptera, for example, Cimex hemiptems, Cirnex leetularius, Rhodnius prolixus, Triatoma infestans.
They am used as aerosols, pressureless spray products, for example pump and
5 atomizer sprays, automatic fogging systems, foggers, foams, gels, evaporator products with evaporator tablets made of cellulose or polymer, liquid evaporators, gel and membrane evaporators, propeller-driven evaporators. energy-free. or passive, evaporation systems, moth papers. moth bags and moth gels, as granules or dusts, in baits for spreading or in bait stations.
10
According to the invention, it is possible to treat all plants and parts of plants. Plants are to be understood here as meaning all plants and plant populations such as desired and undesired wild plants or crop plants (including naturally occurring crop plants). Crop plants can be plants which cm be obtained by conventional breeding and
15 optimization methods or by biotechnological and genetic engineering methods or combinations of these methods, including the transgenic plants and including the plant cultivars which can or cannot be protected by plant breeders' certificates. Parts of plants are to be understood as incasing all above-ground and below-ground parts and organs of plants, such as shoot, leaf, flower and root, examples which may be
20 mentioned being leaves, needles, stems, trunks, flowers, fruit-bodies, fruits and seeds and also roots, tubers and rhizomes. Parts of plants also include harvested plants and vegetative and generative propagation material, for example seedlings, tubers, rhizomes, cuttings and seeds.
25    The treatment according to the invention of the plants and parts of plants with the
active compounds is carried out directly or by action on their environment, habitat or storage area according to customary treatment methods, for example by (Epping, spraying, evaporating, atomizing, broadcasting, brushing-on and, in the case of propagation material, in particular in the case of seeds, furthermore by one- or multi-
30    layer coating.
 
- 43 -
As already mentioned above, it is possible to treat all plants and their parts according to the invention. In a preferred embodiment, wild plant species and plant cultivars, or those obtained by conventional biological breeding methods, such as crossing or protoplast fusion, and parts thereof, are treated. In a further preferred embodiment,
5 transgenic plants and plant cultivars obtained by genetic engineering, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof are treated. The terms "parts", "parts of plants" and "plant pats" have been explained above.
10    Particularly preferably, plants of the plant cultivars which are in each case
commercially available or in use are treated according to the invention.
Depending on the plant species or plant cultivars, their location and growth
conditions (stilt, climate, vegetation period, diet), the treatment according to the
15 invention may also result in superaddttive ("synergistic") effects. Thus, for example. reduced application rates and/or a widening of the activity spectrum and/or an increase in the activity of the substances and compositions which can be used according to the invention, better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or to water or soil salt content, increased flowering performance, easier harvesting, accelerated maturation, higher harvest yields, better quality and/or a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products are possible which exceed the effects which were actually to be expected.
25    The transgenic plants or plant cultivere (i.e. those obtained by genetic engineering)
which are preferred and to be treated according to the invention include all plants which, in the genetic modification, received genetic material which imparts particularly advantageous useful traits to these plants. Examples of such traits are better plant growth, increased tolerance to high or low temperatures, increased
30        tolerance to drought or to water or soil salt content, increased flowering performance,
easier harvesting, accelerated maturation, higher harvest yields, better quality and/or
 
- 44 -
a higher nutritional value of the harvested products, better storage stability and/or processability of the harvested products. Further and particularly emphasized examples of such properties are a better defence of the plants against animal and microbial pests, such as against insects, mites, phytopathogenic fungi, bacteria and/or
5 viruses, and also increased tolerance of the plants to certain herbicidally active compounds. Examples of transgenic plants which may be mentioned are the important crop plants, such as cereals (wheat, rice), maize, soya beans, potatoes, cotton, oilseed rape and also fruit plants (with the fruits apples, pears, citrus fruits and grapes), and particular emphasis is given to maize, soya beans, potatoes, cotton
ICI and oilseed rape. Traits that are particularly emphasized are the increased defence of the plants against insects by toxins formed in the plants, in particular those formed by the genetic material from Bacillus thuringiensis (for example by the genes CryIA(a), CryIA(b), CryIA(c), CryILA, CryMA, Cry11E132, Cry9c Cry2Ab, Cry3Bb and CrylF and also combinations thereof) (tiereinbelow referred to as "Bt plants"). Traits that
15 are furthermore particularly emphasized are the increased tolerance of the plants to certain herbicidally active compounds, for example imidazolinones, suiphonylureas, glyphosate or phoaphinotricin (for example the "PAT" gene). The genes in question which impart the desired traits can also be present in combination with one another in the transgenic plants. Examples of "Bt plants" which may be mentioned are maize
20 varieties, cotton varieties, soya bean varieties and potato varieties which are sold antler the trade names YIELD GARDE (for example maize, cotton, soya beans), KnockOut® (for example maize), StarLink® (for example maize), Bollgard® (cotton), Nucotn® (cotton) and NewLeaf® (potato). Examples of herbicide-tolerant plants which may he mentioned are maize varieties, cotton varieties and soya bean
25 varieties which are sold under the trade names Roundup Ready® (tolerance to glyphosate, for example maize, cotton, soya bean), Liberty Link® (tolerance to phosphinotricin, for example oilseed rape), IWO (tolerance to imidazolinones) and STS (tolerance to sulphonylureas, for example maize). Herbicide-resistant plants (plants bred in a conventional manner for herbicide tolerance) which may be
30        mentioned include the varieties said under the name Clearfield® (for example
maize). Of course, these statements also apply to plant oultivars having these or still-
 
• 45 -
to-be-developed genetic traits, which plants will be developed and/or marketed in the future.
The plants listed can be treated according to the invention in a particularly
5 advantageous manner with the active compound mixtures according to the invention. The preferred ranges stated above far the Mixtures alto apply to the treatment of these plants. Particular emphasis is given to the treatment of plants with the mixtures specifically mentioned in the present text.
10    The good insecticidal and acaricidal action of the active compound combinations
according to the invention can be seen from the examples which follow. While the individual active compounds show weaknesses in their action, the combinations show an action which exceeds a simple sum of actions.
15    A synergistic effect in insecticides and acaricides is always present when the action
of the active compound combinations exceeds the total of the actions of the active compounds when applied individually.
The expected action for a given combination of two active compounds can be 20    calculated as follows, using the formula of S.R. Colby, Weeds 15 (1967), 20-22.
If
If    is the kill rate, expressed as a percentage of the untreated control, when
25    employing active compound A at an application rate of on gibe or in a
concentration of in ppm,
Y    is the kill rate, expressed as a percentage of the untreated control, when
employing active compound B at an application rate of pg/ha or in a 30    concentration of n ppm and
 
-46-
E    is the kill rate, expressed as a percentage of the untreated control, when
employing active compounds A and B at application rates of m and nen or in a concentration of Eg and E ppm,
S    then
X 1'
E-X r Y-
If the actual insecticidal kill rate exceeds the calculated value, the action of the
combination is superadditive, i.e. a synergistic effect is present. In this case, the
101        actually observed kill rate must exceed the value calculated using the above formula
for the expected kill rate (E).
 
-47-
Use Examples
Example A
5    Aphis gossypii test
Solvent:    3 parts by weiglt of dtmethylformantdc
Emulsifier:    1 part by weight of alkylaryl polyglyeol ether
10    To produce a suitable preparation of active compound, 1 part by weight of active
compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentration.
Cotton leaves (Gossypium hirsuturnl, which are heavily infested by the cotton aphid 15    (Aphis Gossypii) are treated by being dipped into the preparation of active compound
of the desired concentration.
After the desired period of time, the kill in 91 is determined. 100% means that all aphids have been killed; 0% means that tone of the aphids have been killed. The kill 20    rates determined are calculated using Colby's formula,
In this test, for example, the following combination of active compounds according to the present application shows a synergistically enhanced activity, compared to the active compounds applied individually
 
- 48 -
Table A  Plant-damaging insects
Aphis gttssypii test
Active compounds    Concentration of active compound in ppm    Kill rate in ll after 66
Ex. 1-10
known from WO 97/36868    1.6        0   
pisimicorb    1.6        5   
Exp. LID + pirimicarb (1: 1)    1.6+    .6    found* 60    oak.** 5

found = activity found
** calc. , activity calculated using Colby's formula
 
- 49 -
Example 13
Myzus test
5    Solvent:    3 parts by weight of dimethylfomiamide
Emulsifier:    1 part by weight of alkylaiy1 polyglycol other
To produce a suitable preparation of active compound, 1 part by weight cf active compound is mixed with the stated amounts of solvent and emulsifier, and the concentrate is diluted with water to the desired concentrations.
Cabbage leaves (Brassica oleranea), which are heavily infested by the peach aphid (Myzus persicae) are treated by being dipped into the preparation of active compound of the desired concentration.
15
After the desired period of time, the loll in Pb is determined. 100% means that all animals have been killed: ON, means that none of the animals have been killed. The kill rates determined are calculated using Colby's formula.
20    In this test, for example. the following combination of active compounds according
to the present application shows a synergistically enhanced activity, compared to the active compounds applied individually:
 
50-
Table B Plent-damaging insects
Myzus test
Active compounds    Concentration of active ccrnpound in ppm    Kill rate in la after 6a
Ex. 1-10
known from WO 97/36868    1.5    25   
oxydemeton-methyl    1_5    0   
Ex. 1-10 4- oxydemeton-methyl (1:1)    1_5 + 1.6    found* 99    talc_*" 25

found = activity found
** talc. = activity calculated using Colby's formula
 
• 51 -
Example C
Critical concentration test /soil inserts — treatment of trimsgenic plants
5    Test insect:    Diabrottra balteata- larvae In soil
Solvent:    7 parts by weight of acetone
Emulsifier.    1 part by weight of alkylaryl polyglycol ether
10    To produce a suitable preparation of active compound, 1 part by weight of active
compound is mixed with the staled amounts of solvent, the stated amount of emulsifier is added and the concentrate is diluted with water to the desired concentrations.
15    The preparation of active compound is soured onto the soil. Here. the concentration
of active compound in the preparation is virtually irrelevant, only the arnotrit by weight of active compound per volme unit of soil, which it stated in ppm (mg/I), manors. 0.251 pots are filled with the soil and allowed to stand at 20°C.
20    Immediately atter preparation, 5 pre-germinated maize corns of the variety
YIELD GUARD (trade mark of Monsanto Comp., USA) are placed into each pot. After 2 days, the corresponding test bisects are placed into the treated soil. After a further 7 days, the efficacy of the active compound is determined by counting the maize plants that have emerged (1 plait 20% efficacy).
 
- 52 -
nellothis vireseens test— treatment of transgenie plants
5    Solvent    7 parts by weight of acetone
Emulsifier.    1 Part by weight of ilkylaryl PolYglycal ether
To produce a suitable preparation of active compound, L part by weight of active compound is mixed with the stated amount of solvent and the stated amount of ID    emulsifier, and the concentrate is diluted with water to the desired concentration.
Soya bean shoots (Glyoine max) of the Roundup Ready variety (trade mark of
Monsanto Comp., USA) are treated by being dipped into the preparation of active
compound of the desired concentrator and are populated with the tobacco bodworra
15    lieliathis Iiireccetic while the lewekare    seict.
After the desired period of time, the kit of the insects is determined.
 
- 53 -
Patent claims
1.    Composition, comprising mittures of compounds of the formula (I)
10
W, Y and Z independently of one another each represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl, halogenealkoxy or cyan°,
A    represents hydrogen, in each case optionally halogen-substituted alkyl,
15    alkoxyalkyl, saturated, optionally substituted cycloalkyl, in which
optionally at least one cog atom is replaced by a heteroatont,
B    represents hydrogen or alkyl,
20    A and B together with the carbon atom to which they are attached represent a
saturated or unsaturated, unsubntituted or substituted cycle which optionally contains at least one heteroatom,
D    represents hydrogen or an optionally substituted radical selected from
25    the group consisting of alkyl, alkenyl, alkoxyalkyl, saturated
cyeloalkyl in which optionally one or more ring members are replaced by heteroatoms,
 
- 54 -
A and D together with the atoms to which they are attached represent a saturated or unsaturared cycle which is unsubstituted or substkuted in the A,D moiety and optionally contains at least one heteroatorn,
5    G    represents hydrogen (a) or represents one of the groups
)3LRI-R2    /SD;
(b),    (c),    (d),    /7 Pe 0),
Rs
E (I)    or    ")'
in which
10
E    represents a 'mai ion or an ammonium ion,
L    represents oxygen or sulphur,
15    M    represents oxygen or sulphur,
R1    represents in each case optionally halogen-substituted alkyl,
alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or
optionally halogen-, alkyl- or alkoxy-substituted cycloalkyl
20 which may be interrupted by at least one heteroatort, in each case optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl,
R2    represents in each case optionally halogen-substituted alkyl,
15    alkenyl, alkcnyalkyl, polyalkoxyalkyl or represents in each
case optionally substituted cycloalkyl, phenyl or benzyl,
 
- 15 -
R3    represents optionally halogen-substituted alkyl Or optionally
substituted phenyl,
R4 and R5 independently of one another each represent in each case
5 optionally halogen-substituted alkyl, alkosy, aloylamino, dialkylarniro, allcylihio, alkenylthio, cycloalkylthin or represent in each case optionally substituted phenyl, benzyl, phenoxy or phenylthio and
10    R6 and R7 independently of one another each represent hydrogen, in
each case optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, represent optionally substituted phenyl, represent optionally substituted benzyl or together with the N atom to which they are attached represent an optionally
15        substituted ring which is optionally interrupted by oxygen or
sulphur
and at least one of the compounds below
20    aainphosmcthyi
chlorpyrifos diazinon
dimethoate di sulfoton
25    ethion
fenitrothion fenthion
isoxathion
malathion
30    inethidathion
exydemeton-methyl
 
- 56 -
parathion
parathion-methyl
phenthoate
phorate
5    phosalon
phostnet
phoxirn
phirniphos-methyl
profonophos
10    prothiophos
tebupyrimphos
triazophos chlorfenvinphos
dichlorphos
15 dicrotophos inevinphos Inonocrotophos
phosphamidon
acephate
inethamidophos
trichlorfon
caibaryl
fenoxycarb
formetenate
formetannte hydrochlorich methioccub
inethomyl
oxamyl
pirinnicarh
30    propoxur
thiodicarla
 
57-
2.    Composition according to Claim 1, comprising compounds of the formula (I)
in which
5    W    represents hydrogen, C1-C4-alkyl, C1-C4-alkoxy, chlorine, bromine or
fluorine,
X    represents Ci-C4-alkyl, C1-C4-alkoxy, Ci-C4-hslogenoallcyl, fluorine,
chlorine or bromine,
10
Y and Z independently of one another each represent hydrogen. Cs-C4-alkyl,
halogen, C1-C4-alkoxy or Ci-C4-halogenoalkyl,
A    represents hydrogen or at each case optionally halogen-substituted
15    Cs-alkyl or Co-Cs-cycloalkyl.
B    represents hydrogen, methyl or ethyl,
A, B and the carbon atom to which they are attached represent saturated
20 C0-Ca-cycloalkyl in which optionally one ring member is replaced by oxygen or sulphur and which is optionally mono- or disuhstituted by CI-Ce alkyl, trifluoromethyl or Ci-Caalkoxy,
D    represents hydrogen, in each cane optionally fluorine- or chlorine-25    substituted Ci-Cu-alkyl, C3-Ca-alkenyl or C3-Cs-cycloalkyl,
A and D together represent in each case optionally methyl-substituted C3-Ca¬alkanediy1 in which optionally one methylene group is replaced by sulphur,
30
m    represents hydrogen (a) 01 represents one of the groups
 
- 5B -
0
(b),    /A V.11' 14    .80--R3 (d), 7 'RI (e),
E (1) or
L
in which
E    represents a metal ion or an ammonium ion,
L    represents oxygen or sulphur and
10    M    represents oxygen or sulphur,
A'    represents In race ca..e optionally halogen-substituted Cl-Cio-alkyl,
Ca-Cie-alkenyl, C I.C4-Likoxy-C    C
alkyl or optionally fircrine-, chlorine, C¢-Ca-alkyl- or Ci-C2-alkoxy¬15    substituted Cs-Q-cyelealkyl,
represents optionally fluorine-, chlorine, brornine-, cyan-, nitro-,
trifluoromethyl_ or trinioremethcay-
substituted phenyl,
20
represents in each case optionally chlorine- or methyl-substituted pyridyl or thienyl,
R2    represents in each ease optionally fluorine- or chlorine-substituted
25    CrCirralltyl, C2-Cio.allotnyl,C,Cir-alkosy-Ca-Cualkyl,
represents optionally methyl- or methosy-substituted C5-Cs-cycloalkyl or
 
• 54 -
represents in each case optionally fluorine, chlorine., bromine-, cyan, nitro-, C,C-alkyl, C,C4-adkoxy, trifluorornethyl- or trifluoromethosy-substituted phenyl or benzyl,
5
R3    represents optionally fluorine-substituted C,-C.-alkyl or represents
optionally fluorine., chlorine, bromine-, C,-Co-alkyl-,
trifluoromethyl-, triflacromethoxy-, cyan- or nitro-substituteclphenyl,
10    le    represents in each case optionally fluorine- or chlorinasubstituted
C1-C4-aftory, C1-C4-alkylatnino, C,-C4-alkylthro or represents in each case optionally fluorine-, chlorine, bromine-, nitro-, gam-, C,-C4•alkoxy-, trifluoromethosy-, Cr-Ca-alkylthich
 Cl-
Cn-halogenanikylthio-, C,-C4-alkyl- or frifluoromethyl-substituted 15    phenyl, phenoxy or phenylthio,
Ito    represents C,Co-alkoxy ar C,C4-thloalkyl,
R6    represents C,-Ca.akyl, C,C6-eycloalkyl, C,-Co-alkoty, C3-C6-
 20    alkcnyl, Cr-Ca alkoxy-CrCa-alkyl,
R'    represents Ci-Co•alkyl,C3-C6-allcenyl or C
li.6 and 13.7 together represent an optionally methyl- or ethyl-substituted C3-C6- alKylene radical in which optionally one carbon atom is replaced by oxygen or sulphur.
3.    Composition according to Claim 1, comprising compounds of the formula (I)
in which
10
W    represents hydrogen, rrethyl, ethyl, chlorine, bromine or rnethoxy,
 
X    represents chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy
ethoxy or frifluoroinethyl,
5    Y and Z independently of one another each represent hydrogen, iluprine
chlorine. bromine_ methyl, ethyl, propyl,    trifluoromethyl
methoxy,
A    represents methyl, ethyl, propyl, i-propyl, butyl, i-butyl, sec-butyl, tart.
10    butyl, cyclopropyl, cyclopentyl or cyclohexyl,
B    represents hydrogen, nrethyl or ethyl,
A, B and the carbon atom to which they are attached represent satsretec
15 Co-cycloalkyl in elicit optionally con sing member is replaced by oxygen end which le optionally monostabatittnecl by mat6y1, ethyl methoxy, ethoxy, prepoxy or butoxy,
D    represents hydrogen, represents methyl, ethyl, propyl, 1-propyt, butyl 20    i-butyl, allyl, cyclopropyl, cyclopertyl or cyclohexyl,
A and D together represent optionally methyl-substituted Cs-Cs-alkanediyl,
G    represents hydrogen [a) or represents one of the groups
0    0    1,16
op),    -    (c), or    O    Nor (g),
in which
30
 
- 61 -
M    represents oxygen or sulphur,
R'    represents Ci-Cs-alkyl, Craralltenyl, methoxymethyl, ethoxyrnethyl,
ethylthiomethyl, eyolopropyl, cyclopentyl or cyclohexyl,
5
represents optionally fluorine-, chlorine-. bromine-. cyan-. nitro-. methyl-, ethyl-, nuthoxy, trifluoromethyl- or trifInorarnethoxy-substituted phenyl,
ID    represents in each case optionally chlorine- or methyl-substituted
pyridyl or thienyl,
R2    represents C1-Cs-alkyl, Ca-Co-alkenyI, methoxyethyl, ethoxyettyl or
represents phenyl or henzyl,
Is
R6 and R..7 independently of one another x represent methyl or ethyl or together represent a C.,alkylene radical in which the Cs-methylene group is replaced by oxygen.
4.    Composition according to Claim 1, comprising compounds of the formula (1)
21)    in which
W    represents hydrogen or methyl,
X    represents chlorine, bromine or methyl,
23
Y and Z independently cf one another each represent hydrogen, chlorine, bromine or methyl,
A, to and the carbon atom to which they are attached represent saturated 30    C5-cycloalkyl in which optionally one ring member is replaced by
 
62-
oxygen and which is optionally monosubstituted by methyl, methoxy, ethoxy. propoxy or butcxy.
D    represents hydrogen,
G    represents hydrogen (a) at represents one of the groups
0    0
)1"-- o
(b)    AM. R2 (C), or    N    0),
,
in which
M    represents oxygen or sulphur,
13    represents    Ct-C4-alkenyl, methuxymethyl, ethoxyrnethyl,
ethylrriethylthio, cyclopropyl, cyclopentyl, cyclohexyl or
represents optionally fluorine-, chlorine-, bromine, methyl-. rnethoxy-, trifluommethyl-, trifluoromethoxy-, cyano- or nitro-20    substituted phenyl,
represents in each ease optionally chlorine- or methyl-substituted pyridyl or thienyl,
25    le    represents C,-Ce-alkyl, C5-Ca-alkenyl, methonyethyl, ethowethyl,
phenyl or benzyl,
Rt and Rt independently of one another each represent methyl, ethyl or together represent a Q-alkylene radical in which the CHnethylene 30    group is replaced by oxygen.
 
in which
5    W, X, Y, Z, R and G are each as defined in the table.
w    X    Y    Z    R    G
H    Br    5-CH3    H    OCH3    CO-i-C3H2
H    Br    5-CH3    H    OCH3    CO2-C2H3
H    CH3    5-CH3    H    OCH3    H
H    cm,    5-CH3    H    OCH3    CO2-C2[12
CH,    C143    3-Br    H    OCH3    H
CH3    CH3    3-Cl    H    OCH3    H
H    Br    4-CH3    5-7113    0CH3    CO-i-C3H7
H    CH3    4-0    5-003    OCH3    CO2C2H3
H    CH3    4-C1-13    5-CH3    OCH3    r---\
                    CO—N    0
CH3    CH3    3-CH3    4CH3    OCH3    H
H    CH3    5-CH3    H    0C2H5    ,\
                    CO—N\_0/0
CH3    CH3    3-Br    H    0C2115    CO-PC3137
H    t21-13    4-013    5-CH3    003115    CO-n-Pr
H    CH3    4-CH3    5-CH3    °CO-13    CO-i-Pr
H    CH3    4-CH3    5-CH3    CC2H3    CO-c-Pr

6.    Use of mixtures as defined in Claim 1, 2, 3, 4 or S for controlling animal
pests.
 
- 64 -
7.    Method for controlling animal pests, characterized in that mixtures as defined in Claim 1, 2, 3, 4 or 5 are allowed to act on animal pests and/or their kabitat.
8.    Process for preparing insecticidal and acaricidal compositions, characterized
5    in that mixtures as defined in Claim 1, 2, 3, 4 or 5 are mixed with extenders
andfor surfactants.
 
- 65 -
Active command combinations havinu insecticidal and acarickial wore/ties
Abstract
The novel act, compound combinations of certain cyclic kctocsola and the active compounds (1) to (43) timed in the description have very good insecticidal and acaricidat properties.

 

 

 

Newsletter

Join our newsletter for CIPIT news through subscriptions!

SEND

Social Media

    

Contact Us

TEL : (254) 703 034 612