IP Library Granted Patent US 11,058,108
Granted Patent B2
US 11,058,108 · App. 14/510,289 · Granted Jul 13, 2021

Stable high strength oil-in-water emulsions

Inventors: Hong Zhang (Indianapolis, IN); Holger Tank (Zionsville, IN); F. Nelson Keeney (Carmel, IN); Mei Li (Westfield, IN); Marco Antonio Tavares Do Nascimento (Atibaia, BR)
Assignee: Corteva Agriscience LLC
A01N25/04A01N25/30A01N43/40A01N57/20
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Quick Facts
Patent No.
US 11,058,108
App. No.
14/510,289
Granted
Jul 13, 2021
Kind
B2
Abstract

Novel high-strength herbicidal oil-in-water emulsions containing a water soluble salt of glyphosate and an oil soluble herbicide active ingredient show enhanced stability to oil phase coalescence and active ingredient crystallization by the use of specific surfactants and water immiscible organic solvents.

Claims (31)

1. A stable high-strength herbicidal oil-in-water emulsion composition comprising:

a) a discontinuous oil phase comprising from about 25 grams active ingredient per liter (g ai/L) to about 300 g ai/L of an oil soluble herbicide active ingredient and from about 10 grams per liter (g/L) to about 300 g/L of a water immiscible organic solvent by weight of the total emulsion composition;

b) a continuous aqueous phase comprising from about 260 g ai/L to about 570 g ai/L of a water soluble salt of glyphosate by weight of the total emulsion composition and from about 200 g/L to about 500 g/L of water by weight of the total emulsion composition; and

c) a first non-ionic EO/PO block copolymer emulsifying surfactant having a hydrophile lipophile balance (HLB) value of about 13 to about 16 and a second non-ionic EO/PO block copolymer emulsifying surfactant having an HLB value of about 22 to about 29 and with each having a molecular weight (mw) of about 5000 or higher, with the combined emulsifying surfactants comprising from about 1 g/L to about 200 g/L by weight of the total emulsion composition,

wherein the emulsion composition has a droplet size between 0.1 μm and 5 μm.

2. The composition of claim 1 , wherein the oil soluble herbicide active ingredient is a synthetic auxin or a lipid synthesis inhibitor herbicide.

3. The composition of claim 1 , wherein the oil soluble herbicide active ingredient has a water solubility of less than about 3000 parts per million (ppm).

4. The composition of claim 1 , wherein the water immiscible organic solvent has a water solubility of less than about 1000 ppm.

5. The composition of claim 1 , wherein the discontinuous oil phase includes the water immiscible organic solvent in an amount of about 300 grams per liter by weight of the total emulsion composition.

6. The composition of claim 1 , wherein the discontinuous oil phase further includes an emulsion stabilizer.

7. The composition of claim 1 , wherein the continuous aqueous phase includes from about 200 g/L to about 400 g/L of water.

8. The composition of claim 1 , wherein the water soluble salt of glyphosate is an organo ammonium salt or a potassium salt.

9. The composition of claim 8 , wherein the organo ammonium salt is a dimethyl ammonium, a isopropyl ammonium, a monoethanol ammonium, or a N,N,N,N-trimethylethanol ammonium (choline) salt.

10. The composition of claim 1 , wherein the continuous aqueous phase includes about 260 g ai/L to about 450 g ai/L of the water soluble salt of glyphosate.

11. The composition of claim 1 , wherein the first and the second non-ionic EO/PO block copolymer emulsifying surfactants include both di- and tri-block co-polymers of ethylene oxide (EO) and propylene oxide (PO).

12. The composition of claim 1 , wherein the combined emulsifying surfactants comprise from about 1 g/L to about 100 g/L of the total composition.

13. The composition of claim 1 , further including additional water soluble herbicide active ingredients.

14. The composition of claim 1 , wherein the composition is stable at temperatures of greater than or equal to about 40° C. for a period of at least 4 weeks.

15. The composition of claim 1 , wherein the composition does not exhibit separation or precipitation or crystallization at temperatures below about 20° C.

16. The composition of claim 1 , wherein the discontinuous oil phase comprises fluroxypyr-meptyl and naphthalene depleted Aromatic 150 fluid, and the continuous aqueous phase comprises glyphosate dimethyl ammonium and water.

17. A method of preparing a stable high-strength herbicidal oil-in-water emulsion composition comprising:

a) preparing a discontinuous oil phase comprising from about 25 grams active ingredient per liter (g ai/L) to about 300 g ai/L of an oil soluble herbicide active ingredient by weight of the total emulsion composition and from about 10 grams per liter (g/L) to about 300 g/L of a water immiscible organic solvent by weight of the total emulsion composition;

b) preparing a continuous aqueous phase comprising from about 260 g ai/L to about 570 g ai/L of a water soluble salt of glyphosate and from about 200 g/L to about 500 g/L of water by weight of the total emulsion composition, and a first non-ionic EO/PO block copolymer emulsifying surfactant having a hydrophile lipophile balance (HLB) value of about 13 to about 16 and a second non-ionic EO/PO block copolymer emulsifying surfactant having an HLB value of about 22 to about 29 and with each having a molecular weight (mw) of about 5000 or higher, with the combined emulsifying surfactants comprising from about 1 g/L to about 200 g/L by weight of the total emulsion composition; and

c) adding the oil phase into the aqueous phase under high shear homogenization until an emulsion is achieved,

wherein the emulsion composition has a droplet size is between 0.1 μm and 5 μm.

18. A stable high-strength herbicidal oil-in-water emulsion composition comprising:

a) a discontinuous oil phase comprising from about 25 grams active ingredient per liter (g ai/L) to about 300 g ai/L of fluroxypyr by weight of the total emulsion composition and from about 10 grams per liter (g/L) to about 300 g/L of a water immiscible organic solvent by weight of the total emulsion composition;

b) a continuous aqueous phase comprising from about 260 g ai/L to about 570 g ai/L of a water soluble salt of glyphosate by weight of the total emulsion composition and from about 200 g/L to about 500 g/L of water by weight of the total emulsion composition; and

c) a first non-ionic EO/PO block copolymer emulsifying surfactant having a hydrophile lipophile balance (HLB) value of about 13 to about 16 and a second non-ionic EO/PO block copolymer emulsifying surfactant having an HLB value of about 22 to about 29 and with each having a molecular weight (mw) of about 5000 or higher, with the combined emulsifying surfactants comprising from about 1 g/L to about 200 g/L by weight of the total emulsion composition,

wherein the emulsion composition is a homogeneous liquid emulsion between 0° C. to 54° C.

19. The composition of claim 18 , wherein the emulsion composition remains a homogeneous liquid emulsion between 5° C. to 54° C. when stored for four weeks.

Assignments (2)
CHANGE OF NAME Recorded Nov 8, 2021
From: DOW AGROSCIENCES LLC
To: CORTEVA AGRISCIENCE LLC
Reel/Frame 058044/0184 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2021
From: ZHANG, HONG; TANK, HOLGER; KEENEY, FRANKLIN N.; LI, MEI; TAVARES DO NASCIMENTO, MARCO A.
To: DOW AGROSCIENCES LLC
Reel/Frame 055221/0821 →