IP Library Granted Patent US 11,198,653
Granted Patent B2
US 11,198,653 · App. 16/876,558 · Granted Dec 14, 2021

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)
C05G3/90C05C9/00C05C9/005C05C9/02C05G5/00C05G5/20C05G5/23C05G5/30C07F9/224C09K15/28
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Quick Facts
Patent No.
US 11,198,653
App. No.
16/876,558
Granted
Dec 14, 2021
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 (39)

1. A composition comprising a liquid fertilizer additive solution wherein said liquid fertilizer additive solution comprises:

a) a urease inhibitor,

b) a first solvent, and

c) either of a second solvent or a third solvent, or both the second solvent and the third solvent,

wherein said first solvent is

i. dimethyl sulfoxide, or

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 said second solvent comprises an aprotic solvent that is not identical to the first solvent and said third solvent comprises a protic solvent, wherein said urease inhibitor is initially dissolved in any of said first solvent, said second solvent, said third solvent, or combinations thereof,

and optionally

d) dyes and colorants,

wherein said urease inhibitor comprises N-(n-butyl) thiophosphoric triamide (NBPT), and wherein said liquid fertilizer additive solution comprises a compositional weight percent of 30% to 75% of said N-(n-butyl) thiophosphoric triamide.

2. The composition of claim 1 , wherein said second solvent comprises one or more members selected from the group consisting of a) one or more alkylene carbonates selected from the group consisting of i) propylene carbonate, ii)ethylene carbonate and iii) butylene carbonate, b) 2-methoxyethyl ether, c) cyclohexylpyrrolidone, d) 1,3 dimethyl-2-imidazolidinone, e) acetone, and f) hexamethyl phosphoramide.

3. The composition of claim 1 , wherein said third solvent comprises one or more members selected from the group consisting of a) one or more alkylene glycols selected from the group consisting of i) ethylene glycol, ii) propylene glycol, and iii) butylene glycol, b) one or more poly(alkylene) glycols selected from the group consisting of i) polymethylene glycols, ii) polyethylene glycols, iii) polypropylene glycols and iv) polybutylene glycols, c) glycerin, d) glycerol derivatives, e) one or more alkanolamines, and f) one or more alkyl lactates selected from the group consisting of i) ethyl lactate, ii) propyl lactate, and iii) butyl lactate.

4. The composition of claim 3 , wherein said third solvent comprises alkanolamines.

5. The composition of claim 4 , wherein said alkanolamines comprise one or more members selected from the group consisting of a) ethanolamine, b) diethanolamine, c) dipropanolamine, d) methyl diethanolamine, e) monoisopropanolamine, and f) triethanolamine.

6. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 40% to 55%.

7. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 30% to 60%.

8. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 30% to 55%.

9. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 30% to 50%.

10. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 30% to 40%.

11. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 40% to 75%.

12. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 40% to 60%.

13. The composition of claim 1 , wherein the compositional weight of said N-(n-butyl) thiophosphoric triamide comprises 40% to 50%.

14. The composition of claim 1 , wherein said first solvent comprises dimethyl sulfoxide.

15. The composition of claim 1 , wherein the composition further comprises one or more members selected from the group consisting of a) flow aids, b) silicas, and c) surfactants.

16. The composition of claim 1 , wherein the composition further comprises a) urea and optionally b) one or more members selected from the group consisting of i) urea formaldehyde polymer, and ii) dicyandiamide.

17. The composition of claim 16 , wherein the composition further comprises water thereby resulting in a liquid urea fertilizer.

18. The composition of claim 16 , wherein the composition comprises dyes/colorants and wherein the dyes/colorants provide a visual confirmation that the composition of claim 1 has been delivered as an even coating to the urea.

19. A composition of a liquid fertilizer additive solution comprising

a) N-(n-butyl) thiophosphoric triamide (NBPT),

b) dimethyl sulfoxide, and

c) a second solvent, wherein the second solvent is an aprotic solvent that is not dimethyl sulfoxide, wherein said urease inhibitor is initially dissolved in any of said dimethyl sulfoxide, said second solvent, or combinations thereof,

and wherein said liquid fertilizer additive solution comprises a compositional weight percent that is 50% N-(n-butyl) thiophosphoric triamide (NBPT).

20. The composition of claim 19 , wherein the composition further comprises dyes/colorants.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2022
From: WORLD SOURCE ENTERPRISES LLC
To: SOILGENIC TECHNOLOGIES, LLC
Reel/Frame 060592/0249 →
Continuity (7)
Continuation 16799772 · Feb 24, 2020
Continuation 16294002 · Mar 6, 2019
Continuation 15792288 · Oct 24, 2017
Continuation 15636211 · Jun 28, 2017
Continuation 13890082 · May 8, 2013
Provisional Application 61708105 · Oct 1, 2012
Related Publication 20200308075A1 · Oct 1, 2020
Cited By (1)
US 12,709,583