IP Library Granted Patent US 12,655,072
Granted Patent B2
US 12,655,072 · App. 18/008,537 · Granted Jun 16, 2026

Formulation system for compositions for enhancing nitrogen stabilizers

Inventors: Robert Munion (Corona, CA); Kuide Qin (Chapel Hill, NC)
C05G3/90C05C9/00C05G5/23
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Quick Facts
Patent No.
US 12,655,072
App. No.
18/008,537
Granted
Jun 16, 2026
Kind
B2
Abstract

The presently disclosed subject matter is directed to formulations of nitrogen-stabilizing compositions containing a nitrogen stabilizers component and an organic acid anhydride component along with an aprotic solvent and an amine stabilizer. The formulations disclosed herein exhibit numerous beneficial properties such as increased solubility of the individual components at high concentrations as well as ease increased chemical thermal stability of the formulation.

Claims (29)

1 . A stabilizing formulation comprising:

a nitrogen-stabilizing composition comprising:

a nitrogen stabilizer component, wherein the nitrogen stabilizer component is a urease inhibitor and/or nitrification inhibitor; and

an organic acid anhydride component, wherein the organic acid anhydride component is an organic acid anhydride polymer containing at least two different repeat units, including one of type B repeat unit and one of type C repeat unit, wherein the type B repeat unit is derived from substituted or unsubstituted monomers of maleic anhydride, itaconic anhydride, or a combination thereof; and the type C repeat unit is derived from substituted or unsubstituted monomers of alkenes according to formula V:

wherein R 1 , R 2 , R 3 , and R 4 are independently selected from —H, —CN, —SO 2 R, —SO 3 R, —CONH 2 , —CONHR, —CONR 2 , —CHO, NO 2 , halogen-alkyl, -cycloalkyl, -aryl, -alkaryl, or aralkyl, wherein R is a substituted or unsubstituted alkyl group; and

a vehicle comprising;

an aprotic solvent, and

an amine stabilizer.

2 . The stabilizing formulation of claim 1 , wherein the nitrogen stabilizer component is N-(n-butyl) thiophosphoric triamide (NBPT) and/or dicyanamide (DCD).

3 . The stabilizing formulation of claim 1 , wherein at least about 50 mole % of the repeat units of the organic acid anhydride polymer are type B repeat units.

4 . The stabilizing formulation of claim 1 , wherein the monomers of alkene are selected from ethylene, propylene, butylene, isobutylene, styrene, methyl vinyl ether and a combination thereof.

5 . The stabilizing formulation of claim 1 , wherein the organic acid anhydride polymer has a structure according to formula:

wherein R 1 R 2 , R 3 and R 4 are independently selected from —H, —CN, —SO 2 R, —SO 3 R, —CONH 2 , —CONHR, —CONR 2 , —CHO, NO 2 , halogen-alkyl, -cycloalkyl, -aryl, -alkaryl, or aralkyl, wherein R is a substituted or unsubstituted C 1 -C 8 alkyl group, a substituted or unsubstituted C 2 -C 8 alkenyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group; and

n is an integer greater than 2.

6 . The stabilizing formulation of claim 1 , wherein the aprotic solvent is selected from dichloromethane, dimethyl acetamide, dimethyl formamide, dimethyl sulfoxide (DMSO), ethyl acetate, acetone, acetonitrile, hexamethylphosphoramide, dimethyl sulfone, sulfolane, 1,3-dimethyl-2-imidazoidinone, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone, methyl acetate, ethyl lactate, N-methylpyrrolidone, tetrahydrofuran, and propylene carbonate.

7 . The stabilizing formulation of claim 1 , wherein the amine stabilizer is selected from 1,2-diaminocyclohexane (DCH), Bis(hexamethylene)triamine (BHT), monoethanolamine, ethylaminoethanol, dimethylaminoethanol, isopropylaminoethanol, diethanolamine, triethanolamine, methylaminoethanol, aminopropanol, methylaminopropanol, dimethylaminopropanol, aminobutanol, dimethylaminobutanol, aminobutanediol, trihydroxymethylaminoethane, diethylaminopropanediol, 1-amino-cyclopentane methanol, and aminobenzyl alcohol.

8 . The stabilizing formulation of claim 1 , wherein the nitrogen-stabilizing composition is present in an amount of from about 5% to about 50% w/w based on the total weight of the stabilizing formulation; the aprotic solvent is present in an amount of from about 50% to about 75% w/w based on the total weight of the stabilizing formulation; and the amine stabilizer is present in an amount of from about 3% to about 8% w/w based on the total weight of the stabilizing formulation.

9 . The stabilizing formulation of claim 1 , wherein the nitrogen-stabilizer component is present in an amount of from about 5% to about 50% w/w based on the total weight of the stabilizing formulation.

10 . The stabilizing formulation of claim 1 , wherein the nitrogen-stabilizer component comprises a urease inhibitor that is present in an amount of from about 5% to about 15% w/w based on the total weight of the stabilizing formulation and a nitrification inhibitor that is present in an amount of from about 5% to about 20% w/w based on the total weight of the stabilizing formulation.

11 . The stabilizing formulation of claim 1 , wherein

the nitrogen-stabilizer component comprises a urease inhibitor that is present in an amount of from about 5% to about 15% w/w and a nitrification inhibitor that is present in an amount of from about 5% to about 20% w/w, and

the vehicle comprises an aprotic solvent that is present in an amount of from about 50% to about 75% and an amine stabilizer that is present in an amount of from about 3% to about 8% w/w,

wherein all weights are based on the total weight of the stabilizing formulation.

12 . The stabilizing formulation of claim 10 , wherein the urease inhibitor is DCD and the nitrification inhibitor is NBPT, the aprotic solvent is DMSO, the amine stabilizer is monoethanolamine.

13 . An agricultural composition comprising the stabilizing formulation of claim 1 and a fertilizer.

14 . The agricultural composition of claim 13 , wherein the fertilizer is a urea-containing fertilizer.

15 . The agricultural composition of claim 14 , wherein the stabilizing formulation is applied to the surface of the fertilizer in the form of an aqueous dispersion.

16 . A method of inhibiting soil-borne urease enzyme comprising the step of applying to the soil a stabilizing formulation of claim 1 , said formulation being present in a quantity sufficient to inhibit the decomposition of urea by the action of soil-borne urease enzyme.

17 . The composition of claim 1 , wherein the amine stabilizer is present in an amount of from about 3% to about 8% w/w based on the total weight of the stabilizing formulation.

Assignments (3)
CHANGE OF NAME Recorded Apr 17, 2026
From: HOCKING INTERNATIONAL LABS, LLC
To: SYNSUS PRIVATE LABEL PARTNERS, LLC
Reel/Frame 075421/0566 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2026
From: QIN, KUIDE
To: VERDESIAN LIFE SCIENCES U.S., LLC
Reel/Frame 074398/0055 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 17, 2026
From: MUNION, ROBERT
To: HOCKING INTERNATIONAL LABS, LLC
Reel/Frame 074398/0131 →
Continuity (2)
Provisional Application 63039562 · Jun 16, 2020
Related Publication 20230339826A1 · Oct 26, 2023
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