IP Library Granted Patent US 9,414,597
Granted Patent B2
US 9,414,597 · App. 14/361,495 · Granted Aug 16, 2016

Pesticidal mixtures including spiroheterocyclic pyrrolidine diones

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Quick Facts
Patent No.
US 9,414,597
App. No.
14/361,495
Granted
Aug 16, 2016
Kind
B2
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), in which Q is i or ii 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 following insecticides: a), pymetrozine; b). a pyrethroid selected from the group consisting of cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin; c). a macrolide selected from the group consisting of abamectin, emamectin benzoate, and spinetoram; d). a diamide selected from the group consisting of chlorantraniliprole and cyantraniliprole; e). thiamethoxam; f). sulfoxaflor; g). cyenopyrafen. The present invention also relates to methods of using said mixtures for the control of plant pests.

Claims (34)

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)

in which Q is

i or ii or iii

X , Y and Z independently of each other are C 1-4 alkyl, C 1-4 haloalkyl, C 1-4 alkoxy, C 1-4 haloalkoxy or halogen;

m and n, independently of each other, are 0, 1, 2 or 3 and m+n is 0, 1, 2or 3;

G is hydrogen, a metal, an ammonium, a sulfonium or a latentiating group;

R is hydrogen, C 1-4 alkyl, C 1-4 haloalkyl; and

A is C 1-4 alkyl, C 1-4 haloalkyl, C 2-4 alkenyl, C 2-4 haloalkenyl, C 1-4 alkoxy(C 1-4 )alkyl, C 1-4 haloalkoxy(C 1-4 )alkyl, C 1-4 alkoxy(C 1-4 )alkoxy(C 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). pymetrozine;

b). a pyrethroid selected from the group consisting of cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin;

c). a macrolide selected from the group consisting of abamectin, emamectin benzoate, and spinetoram;

d). a diamide selected from the group consisting of chlorantraniliprole and cyantraniliprole;

e). thiamethoxam;

f). sulfoxaflor;

g). cyenopyrafen

wherein the weight ratio of component A to component B ranges from 1000:1 to 1:100, and wherein synergy is exhibited from mixing of the component A with the component B.

2. A pesticidal mixture according to claim 1 , wherein the weight ratio of component A to component B is from 250:1 to 1:66.

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, tert-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, and 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 a and —C(═O)—O—R b , wherein R a is selected from hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, C 1 -C 10 haloalkyl and R b is selected from C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, and C 1 -C 10 haloalkyl.

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 methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl, tert-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 methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tert-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 —(C═O)OCH 2 CH 3 , 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 methyl, G is —(C═O)OCH 2 CH 3 , A is methyl and R is methyl.

10. A pesticidal mixture according to claim 1 , wherein component B is a compound selected from lambda-cyhalothrin, gamma-cyhalothrin, abamectin, emamectin benzoate, thiamethoxam, pymetrozine, spinetoram, chlorantraniliprole and cyantraniliprole.

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 the mixture of components A and B, wherein components A and B are as defined in claim 1 .

14. The method according to claim 13 wherein the mixture of components A and B 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 spread of disease in a plant.

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

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

Assignments (2)
MERGER AND CHANGE OF NAME Recorded Mar 14, 2025
From: SYNGENTA PARTICIPATIONS AG; SYNGENTA PARTICIPATIONS AG
To: SYNGENTA CROP PROTECTION AG
Reel/Frame 070517/0493 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 21, 2015
From: BUCHHOLZ, ANKE; HATT, FABIENNE; RINDLISBACHER, ALFRED; MUEHLEBACH, MICHEL
To: SYNGENTA PARTICIPATIONS AG
Reel/Frame 035457/0820 →