IP Library Granted Patent US 10,597,338
Granted Patent B2
US 10,597,338 · App. 16/294,002 · Granted Mar 24, 2020

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)
C05G3/08C05C9/00C05C9/005C05C9/02C05G3/0041C05G3/0064C07F9/224C09K15/28
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Quick Facts
Patent No.
US 10,597,338
App. No.
16/294,002
Granted
Mar 24, 2020
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 (43)

1. A fertilizer composition comprising

a. granular urea,

b. one or more phosphoramides, wherein the one or more phosphoramides are selected from the group consisting of aliphatic phosphoric triamides and N-alkyl thiophosphoric triamides,

c. one or more aprotic solvents wherein said one or more aprotic solvents comprise dimethyl sulfoxide,

d. dyes/colorants, and

e. optionally one or more members selected from the group consisting of i) urea formaldehyde polymers and ii) dicyandiamide.

2. The composition of claim 1 , wherein the one or more phosphoramides comprise N-(n-butyl) thiophosphoric triamide.

3. The composition of claim/wherein the weight percent of N-(n-butyl) thiophosphoric triamide comprises 5-58.9% relative to dimethyl sulfoxide.

4. The composition of claim 1 , wherein said composition further comprises one or more members 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, wherein the one or more alkylene glycols are selected from the group consisting of ethylene glycol, propylene glycol, and butylene glycol and wherein the one or more poly(alkylene) glycols are selected from the group consisting of polymethylene glycols, polyethylene glycols, polypropylene glycols, and polybutylene glycols c) glycerin, and d) one or more alkyl lactates selected from the group consisting of ethyl lactate, propyl lactate, and butyl lactate.

5. The composition of claim 4 , wherein the one or more protic solvents comprise one or more poly(alkylene) glycols are selected from the group consisting of polymethylene glycols, polyethylene glycols, polypropylene glycols, and polybutylene glycols.

6. The composition of claim 5 , wherein the one or more poly(alkylene) glycols comprise polyethylene glycols.

7. The composition of claim 1 , wherein the composition further comprises one or more additional 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, e) dimethyloxyethane, and f) the organo phosphorous liquid hexamethyl phosphoramide.

8. The composition of claim 1 , wherein the composition further comprises one or more members selected from the group consisting of buffers, flow aids, silicas, and surfactants.

9. The composition of claim 1 wherein the dyes/colorants provide a visual confirmation that said phosphoramides have been delivered as an even coating on the granular urea.

10. The composition of claim 1 , wherein the composition further comprises water.

11. A fertilizer composition comprising

a. granular urea,

b. one or more phosphoramides,

c. one or more polar aprotic solvents selected from the group consisting of

i. dimethyl sulfoxide, and

ii. one or more members 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

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, and

x=1 or 2,

d. one or more solvents selected from the group consisting of one or more additional aprotic solvents and one or more protic solvents and

e. optionally one or more members selected from the group consisting of urea formaldehyde polymers and dicyandiamide and

wherein the one or more phosphoramides are selected from the group consisting of aliphatic phosphoric triamides and N-alkyl thiophosphoric triamides.

12. The composition of claim 11 , wherein the one or more phosphoramides comprise N-(n-butyl) thiophosphoric triamide and the weight percent of N-(n-butyl) thiophosphoric triamide comprises 5-75% relative to said one or more polar aprotic solvents and said one or more solvents.

13. The composition of claim 11 , wherein the composition comprises the polar aprotic solvent dimethyl sulfoxide.

14. The composition of claim 11 , wherein the one or more protic solvents selected are 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, wherein the one or more alkylene glycols are selected from the group consisting of ethylene glycol, propylene glycol, and butylene glycol and wherein one or more poly(alkylene) glycols are selected from the group consisting of polymethylene glycols, polyethylene glycols, polypropylene glycols, and polybutylene glycols c) glycerin, d) one or more alkyl lactates selected from the group consisting of ethyl lactate, propyl lactate, and butyl lactate, and e) one or more alkanolamines selected from the group consisting of ethanolamine, diethanolamine, dipropanolamine, methyl diethanolamine, monoisopropanolamine, and triethanolamine.

15. The composition of claim 14 , wherein the one or more protic solvents comprise polyethylene glycols.

16. The composition of claim 11 , wherein the one or more additional aprotic solvents are 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 17 phosphorous liquid hexamethyl phosphoramides.

17. The composition of claim 11 , wherein the composition further comprises one or more members selected from the group consisting of dyes/colorants, buffers, flow aids, silicas, and surfactants.

18. The composition of claim 17 wherein the dyes/colorants provide a visual confirmation that said phosphoramides have been delivered as an even coating on the granular urea.

19. The composition of claim 11 , wherein the composition further comprises water.

20. A fertilizer composition comprising

a. granular urea,

b. one or more phosphoramides, wherein the one or more phosphoramides comprise N-(n-butyl) thiophosphoric triamide,

c. one or more aprotic solvents wherein said one or more aprotic solvents comprise dimethyl sulfoxide,

d. polyethylene glycols, and

e. optionally one or more members selected from the group consisting of i) urea formaldehyde polymers and ii) dicyandiamide,

wherein the compositional weight percent of N-(n-butyl) thiophosphoric triamide comprises 5-75% relative to the dimethyl sulfoxide and polyethylene glycols.

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 (5)
Continuation 15792288 · Oct 24, 2017
Continuation 15636211 · Jun 28, 2017
Continuation 13890082 · May 8, 2013
Provisional Application 61708105 · Oct 1, 2012
Related Publication 20190202754A1 · Jul 4, 2019
Cited By (4)
US 12,358,847 US 12,459,873 US 12,698,243 US 12,709,583