IP Library Granted Patent US 10,221,108
Granted Patent B2
US 10,221,108 · App. 15/793,326 · Granted Mar 5, 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 10,221,108
App. No.
15/793,326
Granted
Mar 5, 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 (35)

1. A composition comprising:

a. urea,

b. a liquid solution comprised of a urease inhibitor that has been solubilized within an aprotic solvent wherein said aprotic solvent comprises dimethyl sulfoxide wherein the liquid solution comprises 45-5% of said urease inhibitor and 55-95% of dimethyl sulfoxide and wherein the urease inhibitor is N-(n-butyl) thiophosphoric triamide.

2. The composition of claim 1 , wherein the composition further comprises aprotic solvents and protic solvents wherein said aprotic solvents are 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) 2-methoxyethyl ether, c) cyclohexylpyrrolidone, d) 1,3 dimethyl-2-imidazolidinone, e) dimethyloxyethane, and f) the organo phosphorous liquid hexamethyl phosphoramides,

and wherein said protic solvents are one or more members selected from the group consisting of: a) glycerine, b) ethyl lactate, and c) one or more alcohols selected from the group consisting of n-propyl alcohol, isopropyl alcohol, cyclohexanol, isobutyl alcohol, and tert-amyl alcohol.

3. The composition of claim 1 , wherein the composition further comprises one or more members selected from the group consisting of buffers, flow aides, silicas, surfactants, and dyes/colorants.

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

5. The composition of claim 1 , wherein urea is combined with said liquid solution to make fertilizer more effective when applied to soil for plant growth, wherein the composition reduces hydrolysis of the urea to ammonia, thereby reducing ammonia losses to an atmosphere resulting in improved nitrogen retention in the soil.

6. A composition comprising:

a. urea,

b. a liquid fertilizer additive comprised of urease inhibitor(s) that have been solubilized within polar aprotic solvents and one or more solvents selected from the group consisting of aprotic and protic solvents wherein said polar aprotic solvents comprise one or more members selected from the group consisting of:

i. dimethyl sulfoxide, and

ii. one or more sulfoxide(s) selected from the group consisting of dialkyl, diaryl, or alkylaryl sulfoxide(s) selected from the formula structure:

R 9 S(O) x R 10

wherein

1. R 9 and R 10 are each independently a C 1 -C 6 alkylene group, an aryl group or C 1 -C 3 alkylenearyl group,

or R 9 and R 10 with the sulfur to which they are attached form a 4 to 8 membered ring wherein R 9 and R 10 together are a C 1 -C 6 alkylene group which optionally contains one or more atoms selected from the group consisting of O, S, Se, Te, N, and P in the ring,

2. x=1 or 2,

wherein the liquid fertilizer additive composition comprises 75-5% of said urease inhibitors and 25-95% of said polar aprotic, aprotic and protic solvents.

7. The composition of claim 6 , wherein the composition comprises one or more urease inhibitors selected from the group consisting of aliphatic phosphoric triamide, phosphoramides, and N-alkyl thiophosphoric triamides.

8. The composition of claim 6 , wherein the composition comprises the urease inhibitor N-(n-butyl) thiophosphoric triamide.

9. The composition of claim 6 , wherein the composition comprises the polar aprotic solvent dimethyl sulfoxide.

10. The composition of claim 6 , wherein the composition comprises one or more aprotic solvents 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) 2-methoxyethyl ether, c) cyclohexylpyrrolidone, d) 1,3 dimethyl-2-imidazolidinone, and e) organo phosphorous liquid hexamethyl phosphoramides.

11. The composition of claim 6 , wherein the composition comprises one or more protic solvents selected from the group consisting of: a) one or more C 1 to C 6 alcohols, b) one or more polyols selected from the group consisting of alkylene and poly(alkylene) glycols, c) glycerin, d) one or more alkanolamines selected from the group consisting of ethanolamine, diethanolamine, dipropanolamine, methyl diethanolamine, monoisopropanolamine, and triethanolamine, and e) one or more alkyl lactates selected from the group consisting of ethyl lactate, propyl lactate, and butyl lactate.

12. The composition of claim 6 , wherein the composition comprises one or more polyalkylene glycols selected from the group consisting of: polymethylene glycols, polyethylene glycols, polypropylene glycols, and polybutylene glycols.

13. The composition of claim 6 , wherein the composition comprises one or more alkylene glycols selected from the group consisting of ethylene glycol, propylene glycol, and butylene glycol.

14. The composition of claim 6 , wherein the composition further comprises one or more members selected from the group consisting of buffers, flow aides, silicas, surfactants and, dyes/colorants.

15. The composition of claim 6 , wherein the composition further comprises water thereby resulting in a liquid urea fertilizer.

16. The composition of claim 6 , wherein urea is combined with said fertilizer additive to make fertilizer more effective when applied to soil for plant growth, wherein said fertilizer additive reduces hydrolysis of urea to ammonia, thereby reducing ammonia losses to an atmosphere improving nitrogen retention in the soil.

17. The composition of claim 6 , wherein the composition comprises 2 quarts of the liquid fertilizer additive per ton of urea.

18. A composition comprising:

a. urea,

b. a liquid solution comprised of a urease inhibitor that has been solubilized within an aprotic solvent wherein said aprotic solvent comprises dimethyl sulfoxide, wherein the liquid solution comprises 58.9-5% of said urease inhibitor and wherein the urease inhibitor is N-(n-butyl) thiophosphoric triamide.

19. The composition of claim 18 , wherein the composition further comprises one or more members selected from the group consisting of buffer, flow aide, silicas, surfactants and dyes/colorants.

20. The composition of claim 18 , wherein the composition further comprises water thereby resulting in a liquid urea fertilizer.

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 Oct 29, 2018
From: MCKNIGHT, GARY DAVID, MR; PARKER, DAVID BRUCE, MR; XU, WEI, MR; ZEHNI, YANG, MR; PERKINS, RAYMOND PATRICK, MR
To: WORLD SOURCE ENTERPRISES, LLC
Reel/Frame 047345/0473 →
Continuity (4)
Continuation 15636211 · Jun 28, 2017
Continuation 13890082 · May 8, 2013
Provisional Application 61708105 · Oct 1, 2012
Related Publication 20180044256A1 · Feb 15, 2018