Pyrethroid formulations

• US 9,686,979 B2
• Filed: 08/23/2012
• Issued: 06/27/2017
• Est. Priority Date: 08/23/2011
• Status: Active Grant

• Current Assignee: Vive Crop Protection Inc.
• Original Assignee: Vive Crop Protection Inc.
• Inventors: Gong, Rachel, Galas, Henry, Das, Anjan Kumar, Anderson, Darren J., Norton, Danielle, Loukine, Nikolai, Dinglasan, Jose Amado
• Primary Examiner(s): Pryor, Alton
• Application Number:
  US14/240,222
• Publication Number:
  US 20140187424A1
• Time in Patent Office: 1,769 Days
• Field of Search: None
• CPC Class Codes: A01N 25/10 Macromolecular compounds
• CPC Class Codes: A01N 25/14 wettable
• CPC Class Codes: A01N 25/22 containing ingredients stabilising the active ingredients
• CPC Class Codes: A01N 53/00 Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: C05G 3/60 Biocides or preservatives, e.g. disinfectants, pesticides or herbicides; Pest repellants or attractants

Abstract

The present disclosure provides formulations of pyrethroid compounds comprising nanoparticles of polymer-associated pyrethroid compounds along with various formulating agents. The present disclosure also provides methods for producing and using these formulations. The disclosure describes various formulations and formulating agents that can be included in the formulations. Additionally, the disclosures describes application to various plants and pests as well as advantages of the disclosed formulations.

Claims

1. An aqueous formulation comprising:

nanoparticles comprising a polymer and a pyrethroid compound with an average diameter of between about 1 nm and about 500 nm;

wherein the polymer is a polyelectrolyte copolymer comprised of between about 50 weight percent and about 95 weight percent methacrylic acid monomers and between about 50 weight percent and about 5 weight percent ethyl acrylate or styrene monomers;

between about 0.5 weight percent and about 5 weight percent of a naphthalene sulfonate condensate dispersant;

between about 0.5 weight percent and about 5 weight percent of a sodium dodecylbenzene sulfonate wetting agent;

between about 0.1 weight percent and about 1 weight percent of an anti-foaming agent;

between about 0.01 weight percent and about 0.1 weight percent of a preservative; and

water;

wherein the nanoparticles comprise between about 5 weight percent and about 50 weight percent of the formulation.

2. The aqueous formulation of claim 1, wherein the pyrethroid compound comprises between about 5 weight percent and about 40 weight percent of the formulation.

3. The aqueous formulation of claim 1, wherein a ratio of a weight percent of the pyrethroid compound to a weight percent of the polymer is between about 1:

1 to 5;

1.

4. The aqueous formulation of claim 1;

wherein the pyrethroid compound has a melting point of less than 80°

C.

5. The aqueous formulation of claim 1;

wherein the pyrethroid compound is selected from the group consisting of bifenthrin, gamma-cyhalothrin, lambda-cyhalothrin;

cypermethrin, zeta-cypermethrin;

beta-cypermethrin, esfenvalerate, fenvalerate, permethrin, resmethrin, acrinathrin, and combinations thereof.

6. The aqueous formulation of claim 1, further comprising a thickener.

7. The aqueous formulation of claim 1, further comprising an anti-freeze agent.

8. The aqueous formulation of claim 1, further comprising a fungicide.

9. The aqueous formulation of claim 1, wherein the polyelectrolyte copolymer is a poly(methacrylic acid-co-ethyl acrylate) copolymer.

10. The aqueous formulation of claim 6, wherein the thickener comprises between about 0.05 weight percent and about 5 weight percent of the formulation.

11. The aqueous formulation of claim 7, wherein the anti-freeze agent comprises between about 1 weight percent and about 10 weight percent of the formulation.

12. The aqueous formulation of claim 1, wherein the pyrethroid compound has a melting point of less than 100°

C.

13. The aqueous formulation of claim 1, without a UV-blocker.

14. The aqueous formulation of claim 1, further comprising a liquid fertilizer.

15. The aqueous formulation of claim 14, wherein the fertilizer comprises at least one of the elements selected from the group consisting of:

boron, copper, manganese, iron, chorine, molybdenum, zinc sulfur, nitrogen, phosphorus and potassium.

16. A method of controlling pests comprising applying the aqueous formulation of claim 1 to a plant, a soil adjacent to a plant, to soil where a seed is or will be planted.

17. The method of claim 16, wherein the pests to be controlled are members of an order selected from the group consisting of lepidoptera, diptera, Siphonaptera, ixodida, blattaria, isoptera, hymenoptera, hemiptera, coleopteran, thysanoptera and combinations thereof.

18. The method of claim 16, wherein the pests are mites.

19. The method of claim 16 wherein the pyrethroid compound is bifenthrin and is applied at a rate of between about 4 and about 37 grams of bifenthrin per hectare and the pests to be controlled are selected from the group consisting of Alfalfa Caterpillar, Aphids, Aster Leafhopper, Bean Leaf Beetle, Beet Armyworm, Cloverworm, Corn Earworm, Corn Rootworm (adult), Cucumber Beetles, Cutworms, European Corn Borer, Fall Armyworm, Flea Beetle, Grasshoppers, Imported Cabbageworm, Japanese Beetle (Adult), Leafhoppers, Leafminer, Loopers, Mexican Bean Beetle (adult), Pea Leaf Weevil, Pea Weevil, Plant Bug, Saltmarsh Caterpillar, Sap Beetle, Southern Armyworm, Stink Bugs, Tarnished Plant Bug, Thrips, Tobacco budworm, Webworms, Western Bean Cutworm, Whitefly, and Yellowstriped armyworm.

20. The method of claim 16 wherein the pyrethroid compound is lambda-cyhalothrin and is applied at a rate of about 2 and about 17 grams of lambda-cyhalothrin per hectare and the pests are selected from the group consisting of Bean Leaf Beetle, Cabbage Looper Corn Earworm, Cutworm spp., Green Cloverworm, Mexican Bean Beetle, Mexican Corn Rootworm Beetle (Adult), Northern Corn Rootworm Beetle (Adult), Painted Lady (Thistle) Caterpillar, Potato Leafhopper, Saltmarsh Caterpillar, Southern Corn Rootworm Beetle (Adult), Soybean Aphids, Three-cornered Alfalfa Hopper, Thrips, Velvetbean Caterpillar, Western Corn Rootworm Beetle (Adult), and Woollybear Caterpillar.

21. The aqueous formulation of claim 1, wherein the polyelectrolyte copolymer is a poly(methacrylic acid-co-styrene) copolymer.

22. The aqueous formulation of claim 1, wherein the polyelectrolyte copolymer is water soluble at pH 7.

23. The aqueous formulation of claim 1, wherein the polyelectrolyte copolymer has a water solubility at pH 7 of greater than 30%.

24. An aqueous formulation comprising:

nanoparticles comprising a polymer and a pyrethroid compound with an average diameter of between about 1 nm and about 500 nm;

wherein the polymer is a polyelectrolyte copolymer comprised of between about 75 weight percent and about 90 weight percent acrylic acid monomers and between about 25 weight percent and about 10 weight percent styrene monomers;

between about 0.5 weight percent and about 5 weight percent of a naphthalene sulfonate condensate dispersant;

between about 0.5 weight percent and about 5 weight percent of a sodium dodecylbenzene sulfonate wetting agent;

between about 0.1 weight percent and about 1 weight percent of an anti-foaming agent;

between about 0.01 weight percent and about 0.1 weight percent of a preservative; and

water;

wherein the nanoparticles comprise between about 5 weight % and about 50 weight % of the formulation.