Nematicidal aqueous suspension concentrate compositions

Patent metadata

Field	Value
Publication number	US-10117434-B2
Application number	US-201314096793-A
Country	US
Kind code	B2
Filing date	Dec 4, 2013
Priority date	Dec 4, 2012
Publication date	Nov 6, 2018
Grant date	Nov 6, 2018

Abstract

Provided herein are aqueous suspension concentrate compositions comprising biologically active 3,5-disubstituted-1,2,4-oxadiazoles or salts thereof that are useful, for example, in the control of nematodes.

First claim

What is claimed is:

1. A nematicidal aqueous suspension concentrate composition, the composition comprising:
a continuous aqueous phase comprising a dispersant component comprising an alkylaryl sulfonate;
a dispersed solid particulate phase comprising a nematicidal component, the nematicidal component comprising a compound of Formula (I), Formula (II), or a salt thereof

wherein A is phenyl, which can be optionally independently substituted with one or more substituents selected from the group consisting of halogen, CF 3 , CH 3 , OCF 3 , OCH 3 , CN, and C(H)O; and C is selected from the group consisting of thienyl and furanyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of F, Cl, CH 3 , and OCF 3 ; and
an organic solvent component;
wherein the median size of solid particulates in the dispersed solid particulate phase is less than about 10 μm; and
wherein the composition is storage-stable.

2. The composition of claim 1 wherein the nematicidal component comprises a compound of Formula (I) or a salt thereof,

wherein A is phenyl, which can be optionally independently substituted with one or more substituents selected from the group consisting of halogen, CF 3 , CH 3 , OCF 3 , OCH 3 , CN, and C(H)O; and C is selected from the group consisting of thienyl and furanyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of F, Cl, CH 3 , and OCF 3 .

3. The composition of claim 2 wherein the nematicidal component comprises a compound of Formula (Ia) or a salt thereof,

wherein R 1 and R 5 are independently selected from hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ; R 2 and R 4 are independently selected from hydrogen, F, Cl, Br, and CF 3 ; R 3 is selected from hydrogen, CH 3 , CF 3 , F, Cl, Br, OCF 3 , OCH 3 , CN, and C(H)O; R 7 and R 8 are independently selected from hydrogen and F; R 9 is selected from hydrogen, F, Cl, CH 3 , and OCF 3 ; and E is O or S.

4. The composition of claim 3 wherein the compound is 3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole.

5. The composition of claim 1 wherein the nematicidal component comprises a compound of Formula (II), or a salt thereof,

wherein A is phenyl, which can be optionally independently substituted with one or more substituents selected from the group consisting of halogen, CF 3 , CH 3 , OCF 3 , OCH 3 , CN, and C(H)O; and C is selected from the group consisting of thienyl and furanyl, each of which can be optionally independently substituted with one or more substituents selected from the group consisting of F, Cl, CH 3 , and OCF 3 .

6. The composition of claim 1 wherein the composition is storage-stable at 25° C. for at least about 3 months.

7. The composition of claim 1 wherein the nematicidal compound comprises at least about 30% by weight of the composition.

8. The composition of claim 1 wherein the median size of the solid particulates in the dispersed solid particulate phase is less than about 4 μm.

9. The composition of claim 1 wherein the median size of the solid particulates in the dispersed solid particulate phase is from about 0.5 μm to about 10 μm.

10. The composition of claim 1 wherein the mean size of the solid particulates in the dispersed solid particulate phase is less than about 10 μm.

11. The composition of claim 1 wherein the mean size of the solid particulates in the dispersed solid particulate phase is from about 0.5 μm to about 10 μm.

12. The composition of claim 1 wherein the dispersed solid particulate phase has a polydispersity index is less than about 5.

13. The composition of claim 1 wherein the dispersed solid particulate phase has a polydispersity index is from about 1 to about 2.

14. The composition of claim 1 wherein the dispersant comprises from about 0.5% to about 10% by weight of the composition.

15. The composition of claim 1 wherein the dispersant component comprises the alkylaryl sulfonate and a secondary dispersant.

16. The composition of claim 15 wherein the secondary dispersant comprises a non-ionic dispersant selected from the group consisting of sorbitan esters, ethoxylated sorbitan esters, alkoxylated alkylphenols, alkoxylated alcohols, block copolymer ethers, and lanolin derivatives.

17. The composition of claim 16 wherein the secondary dispersant comprises an alkylether block copolymer.

18. The composition of claim 17 wherein the secondary dispersant comprises from about 0.05% to about 10% by weight of the composition.

19. The composition of claim 16 wherein the ratio of alkylaryl sulfonate to secondary dispersant, on a weight basis, is from about 1:1 to about 10:1.

20. The composition of claim 1 further comprising an anti-freeze agent, and wherein the anti-freeze agent comprises propylene glycol.

21. The composition of claim 1 further comprising an antifoam agent.

22. The composition of claim 1 wherein the pH of the suspension concentrate composition is from about 5 to about 9.

23. The composition of claim 1 further comprising a stabilizer component.

24. The composition of claim 23 wherein the stabilizer component comprises a stabilizer selected from the group consisting of anionic polysaccharides and cellulose derivatives.

25. The composition of claim 24 wherein the stabilizer is selected from the group consisting of methyl cellulose, carboxymethylcellulose and 2-hydroxyethylcellulose.

26. The composition of claim 23 wherein the stabilizer component comprises a colloidal hydrophilic silica.

27. The composition of claim 24 wherein the stabilizer component comprises from about 0.05% to about 10% by weight of the composition.

28. The composition of claim 1 further comprising a biological control agent.

29. The composition of claim 1 further comprising a functionalized dendrimer, wherein the functionalized dendrimer comprises from about 1% to about 10% by weight of the composition.

30. The composition of claim 29 wherein the functionalized dendrimer is selected from the group consisting of poly(amidoamine) dendrimers and poly(propylene imine) dendrimers.

31. The composition of claim 1 wherein the organic solvent component comprises a paraffinic hydrocarbon comprising predominantly linear or branched hydrocarbons.

32. The composition of claim 1 wherein the composition further comprises one or more viscosity modifying agents selected from the group consisting of a humic acid and a fulvic acid.

33. The composition of claim 1 wherein the dispersant component comprises an alkylaryl sulfonate condensed with a block copolymer, or a salt thereof.

34. The composition of claim 28 wherein the composition further comprise

Assignees

• Monsanto Technology Llc

Inventors

• Ding Yiwei
• Selness Shaun Raj
• Slomczynska Urszula J

Classifications

• A01N43/653

  1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles · CPC title

• A01N37/42

  containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids · CPC title

• A01N25/04

  Dispersions, {emulsions, suspoemulsions, suspension concentrates} or gels (foams A01N25/16) · CPC title

• A01N37/46

  N-acyl derivatives · CPC title

• A01N43/56

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title