IP Library Granted Patent US 10,689,308
Granted Patent B2
US 10,689,308 · App. 15/515,790 · Granted Jun 23, 2020

Solvent for thiophosphoric triamide or dicyandiamide solutions, and related methods

Inventors: Leahann Iannotta (Wayne, PA); Rajesh Pazhianur (Belle Mead, NJ); Samantha Armisen (Villenave d'Ornon, FR); Chloe Moreau (La Plaine Saint Denis, FR)
Assignee: RHODIA OPERATIONS
C05G3/90C05C1/00C05C3/005C05C9/005C05G5/20C05G5/45C07C279/28C07F9/11C07F9/224
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Quick Facts
Patent No.
US 10,689,308
App. No.
15/515,790
Granted
Jun 23, 2020
Kind
B2
Abstract

Solvents useful with thiophosphoric triamide urease inhibitors, that provide stable solution of a thiophosphoric triamide, such as for distribution (in low or high concentrations) onto a fertilizer or other liquid or solid material that contains urea.

Claims (47)

1. A solution comprising:

N-(n-butyl)-thio-phosphoric triamide as a thiophosphoric triamide urease inhibitor, wherein the thiophosphoric triamide is present in the solution in an amount from 20 to 35 weight percent, by weight of the solution, and

a solvent, wherein all solvent of the solution is triethyl phosphate, wherein the triethyl phosphate is present in the solution in an amount from 65 to 80 weight percent, by weight of the solution,

wherein the solution has an absence of surfactant.

2. The solution of claim 1 , further comprising a dye.

3. The solution of claim 1 , further comprising dicyandiamide.

4. A method of preparing a urea-based fertilizer, the method comprising providing a solution of claim 1 and incorporating the solution into the urea-based fertilizer.

5. The method according to claim 4 , wherein the urea-based fertilizer comprises solid particles and the method comprises impregnating the solid particles with the solution.

6. A solution comprising:

N-(n-butyl)-thio-phosphoric triamide as a thiophosphoric triamide urease inhibitor, wherein the thiophosphoric triamide is present in the solution in an amount between about 15 and 50 weight percent, by weight of the solution, and

solvent comprising triethyl phosphate, wherein the triethyl phosphate is present in the solution in an amount between about 50 and 85 weight percent, by weight of the solution, and

a co-solvent selected from alkyl lactate, dimethyl sulfoxide, N-methyl pyrrolidone, a glycol, a glycol derivative, propylene glycol, sulfolane, and combinations thereof, wherein the solution has an absence of surfactant.

7. The solution of claim 6 , wherein the co-solvent is selected from: dimethyl sulfoxide; and a mixture of ethyl lactate and dimethyl sulfoxide.

8. The solution of claim 6 , wherein the thiophosphoric triamide is present in the solution in an amount 20 to 35 weight percent, by weight of the solution,

wherein the triethyl phosphate is present in the solution in an amount from 65 to 80 weight percent, by weight of the solution, and

wherein all solvent of the solution is said triethyl phosphate and said co-solvent, wherein said co-solvent is selected from the group consisting of alkyl lactate, glycol, glycol derivative, propylene glycol and combinations thereof.

9. The solution of claim 6 , wherein the co-solvent is present in the solution in an amount up to about 35 weight percent, by weight of the solution.

10. The solution of claim 6 , further comprising a dye.

11. A method of preparing a urea-based fertilizer, the method comprising providing a solution of claim 6 , and incorporating the solution into the urea-based fertilizer.

12. The method according to claim 11 , wherein the urea-based fertilizer comprises solid particles and the method comprises impregnating the solid particles with the solution.

13. The method according to claim 11 , wherein the urea-based fertilizer comprises a liquid and the method comprises incorporating the solution uniformly into the liquid.

14. The method according to claim 11 , wherein the urea-based fertilizer is selected from the group consisting of: urea (46-0-0), urea ammonium nitrate solutions (28-32 percent), and urea ammonium sulfate (33-0-0-12S).

15. The solution of claim 6 , further comprising dicyandiamide.

16. A solution comprising

dicyandiamide, wherein the dicyandiamide is present in an amount from 20 to 30 wt. %, by weight of the solution, and

a solvent comprising triethyl phosphate, wherein the triethyl phosphate is present in an amount from 70 to 80 wt. % of the solution, and

optionally co-solvent selected from alkyl lactate, dimethyl sulfoxide, N-methyl pyrrolidone, a glycol, a glycol derivative, propylene glycol, sulfolane, and combinations thereof, wherein the co-solvent is up to 10 wt. % of the solution.

17. The solution of claim 16 , wherein the solvent consists of the triethyl phosphate.

18. The solution as recited at claim 16 , wherein the solution comprises 20 to 30 wt. % dicyandiamide, 70 to 80 wt. % triethyl phosphate and up to 10 wt. % co-solvent selected from alkyl lactate, dimethyl sulfoxide, N-methyl pyrrolidone, a glycol, a glycol derivative, propylene glycol, sulfolane, and combinations thereof.

19. The solution of claim 16 , consisting of the dicyandiamide, the triethyl phosphate, optionally the co-solvent, and optionally dyes.

20. A solution of consisting essentially of dicyandiamide, triethyl phosphate, and dimethyl sulfoxide, wherein

the dicyandiamide is present in an amount from 15 and 50 wt. %, by weight of the solution, and

the triethyl phosphate is a solvent, and is present in an amount from 50 to 85 wt. % of the solution, and

the dimethyl sulfoxide is a co-solvent and is present in an amount up to 35 wt. % of the solution.

21. A solution consisting essentially of:

N-(n-butyl)-thio-phosphoric triamide as a thiophosphoric triamide urease inhibitor, wherein the N-(n-butyl)-thio-phosphoric triamide is present in the solution in an amount between about 15 and 50 weight percent, by weight of the solution, and

triethyl phosphate as a solvent, wherein the triethyl phosphate is present in the solution in an amount between about 50 and 85 weight percent, by weight of the solution;

optionally a co-solvent selected from the group consisting of alkyl lactate, dimethyl sulfoxide, N-methyl pyrrolidone, a glycol, a glycol derivative, propylene glycol, sulfolane, and combinations thereof;

optionally dicyandiamide; and

optionally dye,

wherein said solution has an absence of surfactant.

22. The solution of claim 21 consisting of:

the N-(n-butyl)-thio-phosphoric triamide present in the solution in the amount between about 15 and 50 weight percent, by weight of the solution, and

the triethyl phosphate present in the solution in an amount between about 50 and 85 weight percent by weight of the solution;

optionally the co-solvent selected from the group consisting of alkyl lactate, dimethyl sulfoxide, N-methyl pyrrolidone, a glycol, a glycol derivative, propylene glycol, sulfolane, and combinations thereof;

optionally dicyandiamide; and

optionally dye.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2023
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 065488/0365 →