PESTICIDAL MIXTURES INCLUDING SPIROHETEROCYCLIC PYRROLIDINE DIONES

Abstract

A pesticidal mixture comprising as active ingredient a mixture of component A and component B, wherein component A is a compound of formula (I)

##STR00001##

in which Q is
i or ii

##STR00002##

wherein X , Y and Z, m and n, A, G, and R, are as defined as in claim 1, and component B is a compound selected from the insecticides as defined in claim 1. The present invention also relates to methods of using said mixtures for the control of plant pests.

Claims

1. A pesticidal mixture comprising as active ingredient a mixture of component A and component B, wherein component A is a compound of formula (I) ##STR00019## in which Q is i or ii ##STR00020## X , Y and Z independently of each other are C.sub.1-4alkyl, C.sub.1-4haloalkyl, C.sub.1-4alkoxy, C.sub.1-4haloalkoxy or halogen; m and n, independently of each other, are 0, 1, 2 or 3 and m+n is 0, 1, 2 or 3; G is hydrogen, a metal, an ammonium, a sulfonium or a latentiating group; R is hydrogen, C.sub.1-4alkyl, C.sub.1-4haloalkyl; and A is hydrogen, C.sub.1-4alkyl, C.sub.1-4haloalkyl, C.sub.2-4alkenyl, C.sub.2-4haloalkenyl, C.sub.1-4alkoxy(C.sub.1-4)alkyl, C.sub.1-4haloalkoxy(C.sub.1-4)alkyl, C.sub.1-4alkoxy(C.sub.1-4)alkoxy(C.sub.1-4)alkyl, tetrahydrofuranyl, tetrahydropyranyl; or an agrochemically acceptable salt or an N-oxide thereof; and component B is selected from at least one of: a) Cyflumetofen b) Pyrifluquinazon c) Fluensulfone d) Flubendiamide e) Flometoquin ##STR00021## f) Flupyradifurone ##STR00022## g) Flufiprole ##STR00023## h) Pyflubumide ##STR00024## i) Afidopyropen (or also known as coprapidpen or under Code No. ME 5343) ##STR00025## j) 4-[(sec-Butylidene-hydrazono)-(4-chlorophenyl)-methyl]-phenyl methane sulfonate ##STR00026## k) 1-((6-chloro-3-pyridinyl)methyl)-1,2,3,5,6,7-hexahydro-7-methyl-8-nitro-5-propoxy-imidazo[1,2-a]pyridine ##STR00027## l) 1-((6-chloro-3-pyridinyl)methyl)-1,2,3,5,6,7-hexahydro-7-methyl-8-nitro-5-methoxy-imidazo[1,2-a]pyridine ##STR00028## m) 1-((6-chloro-3-pyridinylmethyl)-1,2,3,5,6,7-hexahydro-7-methyl-8-nitro-5-hydroxy-imidazo[1,2-a]pyridine ##STR00029## n) Cylcoxaprid ##STR00030##

2. A pesticidal mixture according to claim 1, wherein the weight ratio of component A to component B is from 1000:1 to 1:100, preferably from 500:1 to 1:100.

3. A pesticidal mixture according to claim 1, wherein in the compound of formula (I) R is selected from the group consisting of hydrogen, methyl, ethyl, iso-propyl, n-propyl, tent-butyl, sec-butyl, iso-butyl, and n-butyl.

4. A pesticidal mixture according to claim 1, wherein in the compound of formula (I), X, Y and Z are selected, independently of each other, from the group consisting of methyl, ethyl, iso-propyl, n-propyl, methoxy, fluoro, bromo and chloro, when m+n is 1, 2 or 3.

5. A pesticidal mixture according to claim 1, wherein in the compound of formula (I) G is selected from the group consisting of hydrogen, an alkali metal, an alkaline earth metal, an ammonium group, a sulfonium group, and C(O)R.sup.a and C(O)OR.sup.b, wherein R.sup.a is selected from hydrogen, C.sub.1-C.sub.12alkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, C.sub.1-C.sub.10haloalkyl and R.sup.b is selected from C.sub.1-C.sub.12alkyl, C.sub.2-C.sub.12alkenyl, C.sub.2-C.sub.12alkynyl, and C.sub.1-C.sub.10haloalkyl.

6. A pesticidal mixture according to claim 1, wherein in the compound of formula (I), Q is (i) and A is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tent-butyl, methoxymethyl, ethoxymethyl and methoxyethyl.

7. A pesticidal mixture according to claim 1, wherein in the compound of formula (I), Q is (ii) and A is selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tent-butyl, methoxymethyl, ethoxymethyl, methoxyethyl, methoxypropyl, tetrahydrofuran-2-yl, tetrahydropyran-2-yl, tetrahydrofuran-3-yl and tetrahydropyran-4-yl.

8. A pesticidal mixture according to claim 1, wherein Q is (i), m is 1, n is 1, X is methyl, Y is in the ortho position and is methyl, Z is in the para position and is chloro, G is (CO)OCH2CH3, A is methyl and R is methyl.

9. A pesticidal mixture according to claim 1, wherein Q is (i), m is 1, n is 1, X is methyl, Y is in the ortho position and is methyl, Z is in the para position and is chloro, G is (CO)OCH2CH3, A is hydrogen and R is methyl.

10. A pesticidal mixture according to claim 1, wherein component B is a compound selected from one of a) to o). of claim 1.

11. A pesticidal mixture according to claim 1, wherein the mixture comprises an agricultural acceptable carrier and optionally a surfactant.

12. A pesticidal mixture according to claim 1, wherein the mixture comprises formulation adjuvants.

13. A method of controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest a combination of components A and B, wherein components A and B are as defined as in claim 1.

14. The method according to claim 13 wherein the combination of components A and B is a mixture further comprising an agricultural acceptable carrier and optionally a surfactant.

15. The method according to claim 13 wherein the components A and B slow down the spread of disease in a plant.

16. The method according to claim 13 for controlling insects, wherein the insects are neonicotinoid resistant.

17. A seed comprising a mixture as defined in claim 1.

Description

EXAMPLES

[0312] A synergistic effect exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components.

[0313] The action to be expected E for a given active ingredient combination obeys the so-called COLBY formula and can be calculated as follows (COLBY, S.R. Calculating synergistic and antagonistic responses of herbicide combination. Weeds, Vol. 15, pages 20-22; 1967):

ppm =milligrams of active ingredient (=a.i.) per liter of spray mixture
X=% action by active ingredient A) using p ppm of active ingredient
Y=% action by active ingredient B) using q ppm of active ingredient.

[0314] According to COLBY, the expected (additive) action of active ingredients A)+B) using p+q ppm of active ingredient is

[00001]$E=X+Y-\frac{X.Math.Y}{100}$

If the action actually observed (O) is greater than the expected action (E), then the action of the combination is super-additive, i.e. there is a synergistic effect. In mathematical terms the synergism factor SF corresponds to O/E. In the agricultural practice an SF of 1.2 indicates significant improvement over the purely complementary addition of activities (expected activity), while an SF of 0.9 in the practical application routine signals a loss of activity compared to the expected activity.

[0315] Table 45 shows mixtures of T1.055, Ti ii.055 and Ti iii.055 and a Component B of the present invention to be used for demonstrating control on a wide range of pests. As the percent of mortality cannot exceed 100 percent, the unexpected increase in insecticidal activity can be greatest only when the separate active ingredient components alone are at application rates providing considerably less than 100 percent control. Synergy may not be evident at low application rates where the individual active ingredient components alone have little activity. However, in some instances high activity can be observed for combinations wherein individual active ingredient alone at the same application rate have essentially no activity.

[0316] Myzus persicae (Green Peach Aphid):

[0317] feeding/residual contact activity, preventive

[0318] Sunflower leaf discs were placed on agar in a 24-well microtiter plate and sprayed with the DMSO test solutions of Mixtures (as provided by Table 45). After drying, the leaf discs were infested with an aphid population of mixed ages. After an incubation period of 6 DAT (days after treatment), samples were checked for mortality. (1 PPM=1 mg I.sup.1) Results are shown in Table 46 and 47.

TABLE-US-00005 TABLE 46 AVERAGE DEAD IN PPM AI % AFTER 6 DAYS EXPECTED OBSERVED T1.055 Flonicamid T1.055 Flonicamid MORTALITY MORTALITY 50 0.75 10 0 10 10 50 1.5 10 0 10 0 50 3 10 7.5 16.75 25* 50 6 10 40 46 55* 50 12 10 82.5 84.25 95*

TABLE-US-00006 TABLE 47 AVERAGE DEAD IN PPM AI % AFTER 6 DAYS EXPECTED OBSERVED T1iii.055 Flonicamid T1iii.055 Flonicamid MORTALITY MORTALITY 50 0.75 40 0 40 85* 50 1.5 40 0 40 80* 50 3 40 7.5 44.5 90* 50 6 40 40 64 90* 50 12 40 82.5 89.5 95*

[0319] Tetranychus urticae (Two-Spotted Spider Mite):

[0320] feeding/contact activity, preventive

[0321] Bean leaf discs on agar in 24-well microtiter plates were sprayed with the DMSO test solutions of certain Mixtures (as provided by Table 45). After drying, the leaf discs were infested with mite populations of mixed ages. 8 days later, discs were checked for mortality against mobile stages. (1 PPM =1 mg I.sup.1) Results are shown in Table 48 and 49.

TABLE-US-00007 TABLE 48 AVERAGE DEAD IN PPM AI % AFTER 8 DAYS EXPECTED OBSERVED T1.055 Flonicamid T1.055 Flonicamid MORTALITY MORTALITY 200 50 40 0 40 25 200 100 40 0 40 65* 200 200 40 0 40 75* 200 400 40 0 40 80* 200 800 40 12.5 47.5 80*

TABLE-US-00008 TABLE 49 AVERAGE DEAD IN PPM AI % AFTER 8 DAYS EXPECTED OBSERVED T1iii.055 Flonicamid T1iii.055 Flonicamid MORTALITY MORTALITY 50 200 80 0 80 70 25 200 70 0 70 85* 12.5 200 40 0 40 75* 6.25 200 0 0 0 50* 3.125 200 0 0 0 0