Nematicidal aqueous suspension concentrate compositions

Patent metadata

Field	Value
Publication number	US-10499645-B2
Application number	US-201816143771-A
Country	US
Kind code	B2
Filing date	Sep 27, 2018
Priority date	Dec 4, 2012
Publication date	Dec 10, 2019
Grant date	Dec 10, 2019

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 3,5-disubstituted-1,2,4-oxadiazole or a salt thereof;
an organic solvent component; and
at least one additional pesticide selected from the group consisting of an insecticide, a fungicide, an herbicide, and an additional nematicide;
wherein the median size of solid particulates in the dispersed solid particulate phase is less than about 10 μm wherein the composition is storage stable.

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

wherein A is selected from the group consisting of phenyl, pyridyl, pyrazyl, oxazolyl and isoxazolyl, each of 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, furanyl, oxazolyl and isoxazolyl, 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 (I) or a salt thereof,

wherein R 1 and R 5 are independently selected from the group consisting of hydrogen, CH 3 , F, Cl, Br, CF 3 and OCF 3 ; R 2 and R 4 are independently selected from the group consisting of hydrogen, F, Cl, Br, and CF 3 ; R 3 is selected from the group consisting of 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 the group consisting of hydrogen and F; R 9 is selected from the group consisting of hydrogen, F, Cl, CH 3 , and OCF 3 ; and E is O or S.

4. The composition of claim 3 wherein the nematicidal component comprises a compound selected from the group consisting of 3-phenyl-5-(thiophen-2-yl)-1,2,4-oxadiazole, 3-(4-chlorophenyl)-5-(furan-2-yl)-1,2,4-oxadiazole, 3-(4-chloro-2-methylphenyl)-5-(furan-2-yl)-1,2,4-oxadiazole, and 5-(furan-2-yl)-3-phenyl-1,2,4-oxadiazole.

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

6. The composition of claim 1 wherein the nematicidal component comprises at least about 10% by weight of the composition.

7. The composition of claim 1 wherein the median size of the solid particulates in the dispersed solid particulate phase is less than about 5 μm.

8. The composition of claim 1 wherein the mean size of the solid particulates in the dispersed solid particulate phase is less than about 20 μm.

9. The composition of claim 1 wherein the dispersed solid particulate phase has a polydispersity index less than about 10.

10. The composition of claim 1 wherein the dispersant component comprises from about 0.5% to about 20% by weight of the composition.

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

12. The composition of claim 11 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.

13. The composition of claim 11 wherein the ratio of the alkylaryl sulfonate to secondary dispersant, on a weight basis, is from about 1:1 to about 10:1.

14. The composition of claim 1 further comprising at least one of an anti-freeze agent, an antifoam agent, a stabilizer component, a biocidal agent, a viscosity modifying agent, or a combination thereof.

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

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

17. The composition of claim 1 wherein the composition further comprises a crystallization inhibitor.

18. The composition of claim 17 wherein the crystallization inhibitor is selected from the group consisting of acrylic copolymers, polyethylene glycol, polyethylene glycol hydrogenated castor oil, and combinations thereof.

19. The composition of claim 1 wherein the at least one additional pesticide comprises at least one of:
an insecticide or an additional nematicide selected from the group consisting of carbamates, diamides, macrocyclic lactones, neonicotinoids, organophosphates, phenylpyrazoles, pyrethrins, spinosyns, synthetic pyrethroids, tetronic and tetramic acids;
a fungicide selected from the group consisting of aromatic hydrocarbons, benzimidazoles, benzthiadiazole, carboxamides, carboxylic acid amides, morpholines, phenylamides, phosphonates, quinone outside inhibitors, thiazolidines, thiophanates, thiophene carboxamides, triazoles;
or an herbicide selected from the group consisting of ACCase inhibitors, acetanilides, AHAS inhibitors, carotenoid biosynthesis inhibitors, EPSPS inhibitors, glutamine synthetase inhibitors, PPO inhibitors, PS II inhibitors, and synthetic auxins.

20. The composition of claim 1 wherein the additional pesticide comprises an insecticide or an additional nematicide selected from the group consisting abamectin, aldicarb, aldoxycarb, bifenthrin, carbofuran, chlorantraniliporle, chlothianidin, cyfluthrin, cyhalothrin, cypermethrin, deltamethrin, dinotefuran, emamectin, ethiprole, fenamiphos, fipronil, flubendiamide, fosthiazate, imidacloprid, ivermectin, lambda-cyhalothrin, milbemectin, nitenpyram, oxamyl, permethrin, spinetoram, spinosad, spirodichlofen, spirotetramat, tefluthrin, thiacloprid, thiamethoxam, and thiodicarb.

21. The composition of claim 1 wherein the additional pesticide comprises a fungicide selected from the group consisting acibenzolar-S-methyl, azoxystrobin, benalaxyl, bixafen, boscalid, carbendazim, cyproconazole, dimethomorph, epoxiconazole, fluopyram, fluoxastrobin, flutianil, flutolanil, fluxapyroxad, fosetyl-Al, ipconazole, isopyrazam, kresoxim-methyl, mefenoxam, metalaxyl, metconazole, myclobutanil, orysastrobin, penflufen, penthiopyrad, picoxystrobin, propiconazole, prothioconazole, pyraclostrobin, sedaxane, silthiofam, tebuconazole, thifluzamide, thiophanate, tolclofos-methyl, trifloxystrobin, and triticonazole.

22. The composition of claim 1 wherein the additional pesticide comprises an herbicide selected from the group consisting of acetochlor, clethodim, dicamba, flumioxazin, fomesafen, glyphosate, glufosinate, mesotrione, quizalofop, saflufenacil, sulcotrione, and 2,4-D.

23. The composition of claim 1 wherein the additional pesticidal component comprises a compound selected from the group consisting of imidacloprid, metalaxyl, pyraclostrobin, fluxapyroxad, and clothianidin and Bacillus firmus.

24. A method for protecting the roots of a plant against damage by a nematode, the method comprising applying the nematicidal composition of claim 1 to the soil surrounding

Assignees

• Monsanto Technology Llc

Inventors

• Ding Yiwei
• Selness Shaun Raj
• Slomczynska Urszula J

Classifications

• A01N37/46

  N-acyl derivatives · CPC title

• A01N43/56

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

• A01N25/04

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

• A01N25/02

  containing liquids as carriers, diluents or solvents · CPC title

• A01N43/50

  1,3-Diazoles; Hydrogenated 1,3-diazoles · CPC title