IP Library Granted Patent US 11,365,160
Granted Patent B2
US 11,365,160 · App. 16/931,890 · Granted Jun 21, 2022

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)
C05C9/005C05C9/00C05C9/02C05G3/90C05G5/00C05G5/20C05G5/23C05G5/30C07F9/224C09K15/28
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Quick Facts
Patent No.
US 11,365,160
App. No.
16/931,890
Granted
Jun 21, 2022
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 (40)

1. A method to make an inhibited urea composition comprising: using equipment capable of co-mingling a liquid fertilizer additive solution with granular urea, wherein a surface of the granular urea is evenly coated with said liquid fertilizer additive solution, wherein said inhibited urea composition comprises A) urea and B) liquid fertilizer additive solution, wherein said liquid fertilizer additive solution comprises i) one or more urease inhibitors and ii) one or more organic solvents selected from the group consisting of a) dimethyl sulfoxide (DMSO) and b) one or more members of structure

R 1 S(O) X R 2

wherein R 1 and R 2 are each independently a C 1-6 alkylene group, an aryl group, or a C 1-3 alkylenearyl group, or R 1 and R 2 with the sulfur to which they are attached form a 4 to 8 membered ring wherein R 1 and R 2 together are a C 1-6 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, wherein x=1 and

wherein the one or more urease inhibitors comprise one or more phosphoramides, wherein the equipment co-mingles the liquid additive fertilizer solution with the granular urea to generate even, homogenous delivery of said one or more urease inhibitors over the surface of granular urea, and C) one or more colorants, wherein said one or more colorants provide visual confirmation of even, homogeneous delivery of said one or more urease inhibitors over the surface of the granular urea,

wherein said one or more organic solvents do not comprise one or more flammable and highly volatile solvents selected from the group consisting of acetone, methanol, ethanol, diethyl ether, diisobutylketone, toluene, methylene chloride, chlorobenzene, petroleum distillates, isopropanol, propanol, cyclohexanol, isobutyl alcohol and tertiary amyl alcohol, and

wherein the one or more urease inhibitors are solubilized in the one or more organic solvents.

2. The method of claim 1 , wherein the liquid fertilizer additive solution comprises one or more properties selected from the group consisting of: a) boiling point of about 190° C. or greater, b) environmentally safe, c) low toxicity, d) flowable at −20° C., e) flowable at −10° C., f) flowable at 0° C., g) viscosity at 21° C. is less than 725 cps, h) % degradation of the urease inhibitor is less than 20% when stored at 50° C. for 45 days, and g) capable of coating granular urea without clumping.

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

4. The method of claim 3 , wherein said one or more organic solvents comprise dimethyl sulfoxide (DMSO).

5. The method of claim 3 , wherein said liquid fertilizer additive solution has a compositional weight of NBPT between 5% and 58.9% NBPT.

6. The method of claim 3 , wherein said liquid fertilizer additive solution, has a compositional weight of NBPT between 40% and 58.9% NBPT.

7. The method of claim 4 , wherein said liquid fertilizer additive solution is applied at a rate of 2 quarts of said liquid fertilizer additive solution to one ton of urea, wherein the composition of said inhibited urea composition comprises a) DMSO and b) NBPT at levels of 112.5 ppm to about 1325 ppm.

8. The method of claim 1 , wherein said equipment comprises a tank.

9. The method of claim 1 , wherein after the equipment co-mingles the liquid additive fertilizer solution with the granular urea, the method further comprises adding one or more of a) flow aids, b) silicas, or c) additional nutrients in powdered form to the inhibited urea composition.

10. A method to make an inhibited urea composition using equipment capable of commingling a liquid fertilizer additive solution with granular urea wherein a surface of the granular urea is evenly coated with said liquid fertilizer additive solution, wherein said inhibited urea composition comprises a) granular urea and b) the liquid fertilizer additive solution, wherein said liquid fertilizer additive solution comprises:

i) one or more urease inhibitors,

ii) a first solvent, and

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

wherein said first solvent is

(a) dimethyl sulfoxide, and/or

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

R 9 S(O) X R 10

wherein

(i) R 9 and R 10 are each independently a C 1 -C 6 alkylene group, an aryl group or C 1 -C 3 alkyleneatyl 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,

(ii) X=1,

wherein said second solvent comprises an aprotic solvent that is not identical to the first solvent and said third solvent comprises a erotic solvent, wherein said one or more urease inhibitors are initially dissolved in any of said first solvent, said second solvent, said third solvent, or combinations thereof,

wherein said one or more urease inhibitors comprise one or more phosphoramides, and wherein the equipment co-mingles the liquid additive fertilizer solution with the granular urea to generate even, homogeneous delivery of the one or more urease inhibitors over the surface of the granular urea, and

iv) one or more colorants, wherein the one or more colorants provide visual conformation of the even, homogeneous delivery of the one or more urease inhibitors over the surface of the urea, and

wherein said, liquid fertilizer additive solution does not comprise one or more flammable and highly volatile solvents selected from the group consisting of acetone, methanol, ethanol, diethyl ether, toluene, methylene chloride, chlorobenzene, petroleum distillates, isopropanol, propanol, cyclohexanol, isobutyl alcohol and tertiary amyl alcohol.

11. The method of claim 10 , wherein said second solvent comprises one or more aprotic solvents selected from the group consisting of a) one or more alkylene carbonates selected from the group consisting of i) propylene carbonate, ethylene carbonate and iii) butylene carbonate, b) 2-methoxyethyl ether, c) cyclohexylpyrrolidone, d) 1,3 dimethyl-2-imidazolidinone, and e) hexamethyl phosphoramide.

12. The method of claim 10 , wherein said third solvent comprises one or more protic solvents 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.

13. The method of claim 10 , wherein the liquid fertilizer additive solution comprises one or more properties selected from the group consisting of a) boiling point of about 190° C. or greater, b) environmentally safe, c) low toxicity, d) flowable at −20° C., e) flowable at −10° C., f) flowable at 0° C., g) viscosity at 21° C. is less than 725 cps, h) % degradation of the one or more urease inhibitors is less than 20% stored at 50° C. for 45 days, and g) capable of coating granular urea without clumping.

14. The method of claim 10 , wherein said one or more phosphoramides comprise N-(n-butyl) thiophosphoric triamide (NBPT).

15. The method of claim 14 , wherein said first solvent comprises dimethyl sulfoxide (DMSO).

16. The method of claim 14 , wherein said liquid fertilizer additive solution has a compositional weight of NBPT between 5% and 75% NBPT.

17. The method of claim 14 , wherein said liquid fertilizer additive solution has a compositional weight of NBPT between 20% and 75% NBPT.

18. The method of claim 14 , wherein said liquid fertilizer additive solution has a compositional weight of NBPT between 40% and 75% NBPT.

19. The method of claim 15 , wherein said liquid fertilizer additive solution is applied at a rate of 2 quarts of said liquid fertilizer additive solution to one ton of urea, wherein the composition of said inhibited urea composition comprises a) DMSO and b) NBPT at levels of 112.5 ppm to about 1688 ppm.

20. The method of claim 10 , wherein said equipment comprises a mix tank.

21. The method of claim 10 , wherein after the equipment co-mingles the liquid additive fertilizer solution with the granular urea, the method further comprises adding one or more of a) flow aids, b) silicas, or c) additional nutrients in powdered form to the inhibited urea composition.

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 20200346990A1 · Nov 5, 2020
Cited By (3)
US 12,358,847 US 12,459,873 US 12,698,243