IP Library Granted Patent US 8,741,808
Granted Patent B2
US 8,741,808 · App. 13/741,673 · Granted Jun 3, 2014

Methods to produce polymer nanoparticles and formulations of active ingredients

Inventors: Fugang Li (Richmond Hill, CA); Hung Hoang Pham (Brampton, CA); Darren J. Anderson (Toronto, CA)
Assignee: Vive Crop Protection Inc.
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Quick Facts
Patent No.
US 8,741,808
App. No.
13/741,673
Granted
Jun 3, 2014
Kind
B2
Abstract

The present invention provides a composition including a polymer nanoparticle and at least one agricultural active compound incorporated with the nanoparticle, wherein the nanoparticle are less than 100 nm in diameter, and the polymer includes a polyelectrolyte.

Claims (27)

1. A composition comprising a polymer nanoparticle and at least one organic, neutral, non-ionic agricultural compound associated with the polymer nanoparticle, wherein the polymer nanoparticle is less than 100 nm in diameter and cross-Linked; wherein the polymer nanoparticle comprises a collapsed water-soluble polyelectrolyte; wherein the polyelectrolyte has a molecular weight of at least about 100,000 Dalton prior to collapse and cross-linking; and wherein the agricultural compound is a fungicide.

2. The composition of claim 1 , wherein the fungicide has a mode of action that targets cell respiration or inhibits sterol biosynthesis in cell membranes.

3. The composition of claim 1 , wherein the fungicide is selected from the group consisting of sterol demethylation inhibitors, quinone-outside inhibitors and combinations thereof.

4. The composition of claim 1 , wherein the fungicide is a combination of fungicides the first selected from the group consisting of azoxystrobin, pyraclostrobin, trifloxystrobin, and fluoxastrobin and the second is a sterol demethylation inhibitor.

5. The composition of claim 3 , wherein the fungicide is a quinone-outside inhibitor selected from the group consisting of azoxystrobin, pyraclostrobin, trifloxystrobin, fluoxastrobin and combinations thereof.

6. The composition of claim 1 , wherein the fungicide is azoxystrobin.

7. The composition of claim 3 , wherein the fungicide is a sterol demethylation inhibitor.

8. The composition of claim 1 , wherein the polymer nanoparticle comprises multiple collapsed water-soluble polyelectrolyte molecules that each have a molecular weight of at least about 100,000 Dalton prior to collapse and cross-linking.

9. A dispersion comprising the composition of claim 3 , wherein the fungicide is dispersed at a concentration higher than its solubility in the absence of the polymer nanoparticle.

10. The composition of claim 3 , wherein the water-soluble polyelectrolyte is selected from the group consisting of poly(acrylic acid), poly(methacrylic acid), poly(styrene sulfonate), and copolymers comprising these polymers.

11. The composition of claim 10 , wherein the polyelectrolyte is a copolymer of poly(acrylic acid) and/or poly(methacrylic acid).

12. The composition of claim 1 , wherein the water-soluble polyelectrolyte has a molecular weight of at least about 250,000 Daltons prior to collapse and cross-linking.

13. The composition of claim 6 , wherein the water-soluble polyelectrolyte is selected from the group consisting of poly(acrylic acid), poly(methacrylic acid), poly(styrene sulfonate), and copolymers comprising these polymers.

14. The composition of claim 13 , wherein the polyelectrolyte is a copolymer of poly(acrylic acid) and/or poly(methacrylic acid).

15. The composition of claim 7 , wherein the water-soluble polyelectrolyte is selected from the group consisting of poly(acrylic acid), poly(methacrylic acid), poly(styrene sulfonate), and copolymers thereof.

16. The composition of claim 15 , wherein the polyelectrolyte is a copolymer of poly(acrylic acid) and/or poly(methacrylic acid).

17. A composition comprising a polymer nanoparticle and at least one organic, neutral, non-ionic agricultural compound associated with the polymer nanoparticle, wherein the polymer nanoparticle is less than 100 nm in diameter and cross-linked; wherein the polymer nanoparticle comprises a collapsed water-soluble polyelectrolyte; wherein the polymer has a molecular weight of at least about 100,000 Dalton prior to collapse and cross-linking; and wherein the agricultural compound is an insecticide.

18. The composition of claim 17 , wherein the insecticide has a mode of action selected from the group consisting of sodium channel modulators, chloride channel inhibitors, nicotinic acetylcholine receptor agonists, and combinations thereof.

19. The composition of claim 17 , wherein the insecticide is selected from the group consisting of pyrethroids, mectins, and combinations thereof.

20. The composition of claim 19 , wherein the insecticide is a pyrethroid selected from the group consisting of lambda-cyhalothrin, bifenthrin, and combinations thereof.

21. The composition of claim 20 , wherein the insecticide is lambda-cyhalothrin.

22. The composition of claim 19 , wherein the insecticide is a mectin selected from the group consisting of abamectin, emamectin, emamectin salts and combinations thereof.

23. The composition of claim 17 , wherein the polymer nanoparticle comprises multiple collapsed water-soluble polyelectrolyte molecules that each have a molecular weight of at least about 100,000 Dalton prior to collapse and cross-linking.

24. A dispersion comprising the composition of claim 21 , wherein the insecticide is dispersed at a concentration higher than its solubility in the absence of the polymer nanoparticle.

25. The composition of claim 17 , wherein the water-soluble polyelectrolyte is selected from the group consisting of poly(acrylic acid), poly(methacrylic acid), poly(styrene sulfonate), and copolymers comprising these polymers.

26. The composition of claim 25 , wherein the polyelectrolyte is a copolymer of poly(acrylic acid) and/or poly(methacrylic acid).

27. The composition of claim 17 , wherein the water-soluble polyelectrolyte has a molecular weight of at least about 250,000 Daltons prior to collapse and cross-linking.

Assignments (4)
SECURITY INTEREST Recorded Apr 18, 2022
From: VIVE CROP PROTECTION INC.
To: SILICON VALLEY BANK
Reel/Frame 059627/0547 →
RELEASE OF SECURITY INTEREST Recorded Mar 15, 2022
From: CANADIAN IMPERIAL BANK OF COMMERCE
To: VIVE CROP PROTECTION INC.
Reel/Frame 059271/0993 →
SECURITY INTEREST Recorded Oct 1, 2019
From: VIVE CROP PROTECTION INC
To: CANADIAN IMPERIAL BANK OF COMMERCE, AS LENDER
Reel/Frame 050582/0102 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 29, 2013
From: LI, FUGANG; PHAM, HUNG HOANG; ANDERSON, DARREN J.
To: VIVE CROP PROTECTION INC.
Reel/Frame 030306/0695 →
Continuity (6)
Continuation 13299214 · Nov 17, 2001
Continuation 12775049 · May 6, 2010
Continuation PCTIB2009006947 · Sep 25, 2009
Provisional Application 61100068 · Sep 25, 2008
Provisional Application 61158483 · Mar 9, 2009
Related Publication 20130130904A1 · May 23, 2013