Pyrethroid formulations

• US 10,455,830 B2
• Filed: 05/25/2017
• Issued: 10/29/2019
• Est. Priority Date: 08/23/2011
• Status: Active Grant

• Current Assignee: Vive Crop Protection Inc.
• Original Assignee: Vive Crop Protection Inc.
• Inventors: Norton, Danielle, Loukine, Nikolai, Gong, Rachel, Galas, Henry, Dinglasan, Jose Amado, Das, Anjan Kumar, Anderson, Darren J.
• Primary Examiner(s): Pryor, Alton N
• Application Number:
  US15/605,472
• Publication Number:
  US 20170360032A1
• Time in Patent Office: 887 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 at least about 50 weight percent methacrylic acid monomers, acrylic acid monomers or combinations thereof;

between about 0.05 weight percent and about 10 weight percent of an anti-caking 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 polymer and the pyrethroid compound together comprise between about 5 weight percent and about 50 weight percent of the aqueous formulation.

2. The aqueous formulation of claim 1, wherein the anti-caking agent is selected from the group consisting of attapulgite clay, sodium aluminosilicate, silica aerogel, silica xerogel, fumed silica, and combinations thereof.

3. The aqueous formulation of claim 1, further comprising:

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

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

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

5. 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.

6. The aqueous formulation of claim 1, wherein the pyrethroid compound has a melting point of less than 80°

C.

7. 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, tefluthrin, and combinations thereof.

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

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

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

11. The aqueous formulation of claim 8, wherein the anti-freeze agent comprises between about 1 weight percent and about 10 weight percent of the aqueous 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 liquid 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. The aqueous formulation of claim 1, wherein the polyelectrolyte copolymer is a poly(methacrylic acid-co-styrene) copolymer.

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

18. The aqueous formulation of claim 1, wherein the polymer is 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.

19. The aqueous formulation of claim 1, wherein the polymer is 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.

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

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

22. The method of claim 21, 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.

23. The method of claim 21, wherein the pests are mites.