IP Library Granted Patent US 10,301,231
Granted Patent B2
US 10,301,231 · App. 15/636,211 · Granted May 28, 2019

Liquid formulations of urease inhibitors for fertilizers

Inventors: Gary David McKnight (High Point, NC); David Bruce Parker (Canyon, TX); Yang Zehni (Ningbo, CN); Ray Perkins (Bakersville, NC); Wei Xu (Sugarland, TX)
C05G3/08C05C9/00C05C9/005C05G3/0041C05G3/0064C07F9/224C09K15/28
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Quick Facts
Patent No.
US 10,301,231
App. No.
15/636,211
Granted
May 28, 2019
Kind
B2
Abstract

An improved solvent system for the formulation and application of N-alkyl thiophosphoric triamide urease inhibitors. These formulations provide safety and performance benefits relative to existing alternatives and enable storage, transport and subsequent coating or blending with urea based or organic based fertilizers. These formulations are comprised primarily of environmentally friendly aprotic and protic solvents (particularly dimethyl sulfoxide and alcohols/polyols) to stabilize the urease inhibitor.

Claims (25)

1. A liquid fertilizer additive composition comprising one or more urease inhibitor(s) and one or more aprotic solvents wherein said aprotic solvent comprises one or more members selected from the group consisting of

a) 2-methoxyethyl ether, b) cyclohexylpyrrolidone, c) 1,3 dimethyl-2-imidazolidinone, d) organo phosphorous liquid hexamethyl phosphoramide, and e) dimethyl sulfoxide;

wherein said composition weight percent comprises 45-5% of said urease inhibitor(s) wherein the composition further comprises one or more members selected from the group consisting of flow aids, silicas, surfactants and dyes/colorants.

2. The liquid fertilizer additive composition of claim 1 , wherein the composition comprises one or more urease inhibitors selected from the group consisting of aliphatic phosphoric triamide, phosphoramides and N-alkyl thiophosphoric triamides.

3. The liquid fertilizer additive composition of claim 1 , wherein the composition comprises the urease inhibitor N-(n-butyl) thiophosphoric triamide.

4. The liquid fertilizer additive composition of claim 1 , wherein the composition comprises the polar aprotic solvent dimethyl sulfoxide.

5. The liquid fertilizer additive composition of claim 1 , wherein the composition further comprises water thereby resulting in a liquid urea fertilizer.

6. A liquid fertilizer additive comprising a) N-(n-butyl) thiophosphoric triamide and b) dimethyl sulfoxide wherein the liquid fertilizer additive is made by heating a mixture of N-(n-butyl) thiophosphoric triamide and dimethyl sulfoxide to 20-60° C. to effectuate dissolution of the N-(n-butyl) thiophosphoric triamide into the dimethyl sulfoxide and mixing the N-(n-butyl) thiophosphoric triamide and dimethyl sulfoxide to attain a composition wherein the N-(n-butyl) thiophosphoric triamide is present in an amount that is between about 5-45% of a total liquid fertilizer additive amount.

7. The liquid fertilizer additive of claim 6 , wherein the composition further comprises one or more members selected from the group consisting of flow aids, silicas, surfactants and dyes/colorants.

8. A liquid fertilizer additive composition comprising one or more urease inhibitor(s), dimethyl sulfoxide, and one or more solvents selected from the group consisting of aprotic and protic solvents wherein said aprotic solvent comprise one or more members selected from the group consisting of:

i. one or more alkylene carbonates selected from the group consisting of propylene carbonate, ethylene carbonate and butylene carbonate, and

ii. one or more members selected from the group consisting of a) 2-methoxyethyl ether, b) cyclohexylpyrrolidone, c) 1,3 dimethyl-2-imidazolidinone and d) the organo phosphorous liquid hexamethyl phosphoramide,

wherein said protic solvents are one or more members selected from the group consisting of: a) glycerine, and b) ethyl lactate, and

wherein the liquid additive composition comprises 5-45% of said urease inhibitors.

9. The liquid fertilizer additive composition of claim 8 , wherein the composition comprises one or more urease inhibitors selected from the group consisting of aliphatic phosphoric triamide, phosphoramides, and N-alkyl thiophosphoric triamides.

10. The liquid fertilizer additive composition of claim 8 , wherein the composition comprises the urease inhibitor N-(n-butyl) thiophosphoric triamide.

11. The liquid fertilizer additive composition of claim 8 , wherein the composition comprises one or more protic solvents selected from the group consisting of a) an alcohol, b) one or more polyols selected from the group consisting of alkylene and poly(alkylene) glycols, and glycerin and c) one or more alkyl lactates selected from the group consisting of ethyl, propyl and butyl lactate.

12. The liquid fertilizer additive composition of claim 11 , wherein the composition comprises one or more polyalkylene glycols selected from the group consisting of a) polymethylene glycols, b) polyethylene glycols, c) polypropylene glycols and d) polybutylene glycols.

13. The liquid fertilizer additive composition of claim 11 , wherein the composition comprises one or more alkylene glycols selected from the group consisting of a) ethylene glycol, b) propylene glycol and c) butylene glycol.

14. The liquid fertilizer additive composition of claim 8 , wherein the composition further comprises one or more members selected from the group consisting of buffers, flow aids, silicas, surfactants and, dyes/colorants.

15. The liquid fertilizer additive composition of claim 8 , wherein the composition further comprises water thereby resulting in a liquid urea fertilizer.

16. A liquid fertilizer additive composition comprising a) N-(n-butyl) thiophosphoric triamide b) dimethyl sulfoxide and c) one or more solvents selected from the group consisting of aprotic and protic solvents wherein the fertilizer additive is made by heating a mixture of N-(n-butyl) thiophosphoric triamide, the dimethyl sulfoxide, and one or more solvents selected from the group consisting of aprotic and protic solvents to 20-60° C. to effectuate the dissolution of the N-(n-butyl) thiophosphoric triamide into the one or more solvents comprising dimethyl sulfoxide, and the one or more aprotic and protic solvents and mixing to attain a composition wherein the N-(n-butyl) thiophosphoric triamide is present in an amount that is between about 5-45% by weight relative to a total dimethyl sulfoxide and N-(n-butyl) thiophosphoric triamide amount, wherein said aprotic solvent comprises one or more members selected from the group consisting of:

a. one or more alkylene carbonates selected from the group consisting of propylene carbonate, ethylene carbonate and butylene carbonate,

b. one or more members selected from the group consisting of a) 2-methoxyethyl ether, b) cyclohexylpyrrolidone, c) 1,3 dimethyl-2-imidazolidinone and d) organo phosphorous liquid hexamethyl phosphoramide wherein said protic solvent is one or more members selected from the group consisting of: a) glycerine, and b) ethyl lactate.

17. The liquid fertilizer additive composition of claim 16 , wherein the composition further comprises one or more members selected from the group consisting of buffers, flow aids, silicas, surfactants and dyes/colorants.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2022
From: WORLD SOURCE ENTERPRISES LLC
To: SOILGENIC TECHNOLOGIES, LLC
Reel/Frame 060592/0249 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 7, 2018
From: MCKNIGHT, GARY DAVID, MR; PARKER, DAVID BRUCE, MR; ZEHNI, YANG, MR; PERKINS, RAY, MR; XU, WEI, MR
To: WORLD SOURCE ENTERPRISES, LLC
Reel/Frame 047709/0396 →
Continuity (3)
Continuation 13890082 · May 8, 2013
Provisional Application 61708105 · Oct 1, 2012
Related Publication 20170297970A1 · Oct 19, 2017
Cited By (3)
US 12,358,847 US 12,459,873 US 12,698,243