IP Library Granted Patent US 11,214,527
Granted Patent B2
US 11,214,527 · App. 16/540,690 · Granted Jan 4, 2022

Solvent systems for dicyandiamide and/or alkyl thiophosphoric triamide and use in agricultural applications

Inventors: Michelle McKnight (Philadelphia, PA); Antoine Vielliard (Paris, FR); Marivi Ortiz-Suarez (Burlington, NJ); Samantha Armisen (Villenave d'Ornon, FR); Chloe Moreau (La Plaine Saint Denis, FR)
Assignee: RHODIA OPERATIONS
C05C11/00C05C9/00C05G3/90C05G5/20C09K15/28Y02P60/21
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Quick Facts
Patent No.
US 11,214,527
App. No.
16/540,690
Granted
Jan 4, 2022
Kind
B2
Abstract

An inhibitor composition contains dicyandiamide as a nitrification inhibitor, alkyl thiophosphoric triamide as a urease inhibitor, or a combination thereof, dissolved in a liquid medium comprising an organic solvent selected from, among others, one or more polar aprotic solvents, including one or more organophosphates, amine solvents, heterocyclic alcohol solvents, and mixtures thereof, is useful in making fertilizer compositions and in a method of fertilizing target plants.

Claims (78)

1. A liquid agricultural composition comprising

a nitrification inhibitor comprising dicyandiamide, and

a urease inhibitor comprising N-butyl thiophosphoric triamide,

wherein the urease inhibitor and the nitrification inhibitor is 30 to 60 wt %, by total weight of the liquid agricultural composition;

methylaminopropanol; and

polar aprotic solvent comprising dimethylsulfoxide.

2. The liquid agricultural composition of claim 1 , wherein organic solvent of the composition consists of said methylaminopropanol and said polar aprotic solvent consisting of said dimethylsulfoxide and optionally further comprising at least one organic polar aprotic co-solvent selected from:

a) at least one dibasic ester selected from the group consisting of di(C 1 -C 12 )alkyl esters of saturated linear or branched (C 2 -C 8 )aliphatic dicarboxylic acids or mixtures thereof;

b) at least one compound of formula (IIa):

R 3 OOC-A-CONR 4 R 5 (IIa),

wherein R 3 comprises a C 1 -C 36 alkyl group; wherein R 4 and R 5 individually comprise a C 1 -C 36 alkyl group, wherein R 4 and R 5 can optionally together form a ring;

and wherein A is a linear or a branched divalent C 2 -C 6 alkyl group;

c) at least one alkyldimethylamide;

d) at least one alkylene carbonate;

e) ethyl levulinate; or

f) any combination thereof;

wherein there is an absence of all dioxolane compounds of formula (III):

wherein R 6 and R 7 individually comprises a hydrogen, an alkyl group, an alkenyl group, or a phenyl group, wherein n is an integer of from 1 to 10.

3. The liquid agricultural composition of claim 1 , wherein organic solvent of the composition consists of said polar aprotic solvent and methylaminopropanol, wherein the total N-butyl thiophosphoric triamide urease inhibitor and dicyandiamide nitrification inhibitor is 35 to 45 wt %, by total weight of the liquid agricultural composition.

4. The liquid agricultural composition of claim 1 , wherein the total N-butyl thiophosphoric triamide urease inhibitor and dicyandiamide nitrification inhibitor is 30 to 55 wt %, by total weight of the liquid agricultural composition.

5. The liquid agricultural composition of claim 1 , wherein the liquid agricultural composition consists of:

the dicyandiamide;

the N-(n-butyl)-thiophosphoric triamide;

the dimethylsulfoxide;

the methylaminopropanol;

water; and

dye.

6. The liquid agricultural composition of claim 1 ,

wherein the total N-butyl thiophosphoric triamide urease inhibitor and dicyandiamide nitrification inhibitor is 30 to 45 wt %, by total weight of the liquid agricultural composition.

7. The liquid agricultural composition of claim 1 , wherein the total N-butyl thiophosphoric triamide urease inhibitor and dicyandiamide nitrification inhibitor is 35 to 45 wt %, by total weight of the liquid agricultural composition.

8. The liquid agricultural composition of claim 1 , wherein the total N-butyl thiophosphoric triamide urease inhibitor and dicyandiamide nitrification inhibitor is 30 to 50 wt %, by total weight of the liquid agricultural composition.

9. A method of making a solid or concentrated liquid fertilizer composition comprising treating one or more nitrogenous fertilizer compounds with the liquid agricultural composition of claim 1 wherein the urease inhibitor and the dicyandiamide, are dispersed in a liquid medium comprising the dimethylsulfoxide and the methylaminopropanol,

wherein the urease inhibitor comprises N-butyl thiophosphoric triamide,

wherein the N-butyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the liquid agricultural composition.

10. The method of claim 9 , wherein the urease inhibitor is N-(n-butyl)-thiophosphoric triamide,

wherein the treating is contacting, spray applying or brushing onto the nitrogenous fertilizer compounds, and

wherein the nitrogenous fertilizer compounds are solid.

11. A concentrated liquid fertilizer composition comprising, based on 100 parts by weight of the liquid fertilizer composition:

(a) up to about 99 parts by weight of one or more nitrogenous fertilizer compounds, and

(b) the liquid agricultural composition of claim 1 comprising the N-butyl thiophosphoric triamide, the dicyandiamide, the methylaminopropanol, and the dimethyl sulfoxide,

wherein the N-butyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the liquid agricultural composition.

12. The concentrated liquid fertilizer composition of claim 11 , wherein organic solvent of the composition consists of said polar aprotic solvent and methylaminopropanol.

13. A concentrated liquid fertilizer composition comprising, based on 100 parts by weight of the liquid fertilizer composition:

(a) up to about 99 parts by weight of one or more nitrogenous fertilizer compounds, and

(b) the liquid agricultural composition of claim 1 comprising the N-butyl thiophosphoric triamide, the dicyandiamide, the methylaminopropanol, and the dimethyl sulfoxide,

wherein the N-butyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the liquid agricultural composition,

wherein all organic solvent of the composition is polar aprotic solvent.

14. The concentrated liquid fertilizer composition of claim 13 ,

wherein organic solvent of the liquid agricultural composition consists of the dimethylsulfoxide.

15. A method of making an aqueous end use fertilizer composition comprising contacting one or more nitrogenous fertilizer compounds with the liquid agricultural composition of claim 1 ,

wherein the N-butyl thiophosphoric triamide and the dicyandiamide, are dispersed in a liquid medium comprising the methylaminopropanol and the dimethylsulfoxide,

wherein the N-butyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the liquid agricultural composition.

16. A liquid agricultural composition consisting of

N-butyl thiophosphoric triamide and dicyandiamide, wherein the N-butyl thiophosphoric triamide and dicyandiamide is 30 to 60 wt %, by total weight of the liquid agricultural composition;

dimethylsulfoxide;

methylaminopropanol;

optionally, at least one organic polar aprotic co-solvent selected from:

a) at least one alkylene carbonate;

b) at least one dibasic ester selected from the group consisting of di(C 1 -C 12 )alkyl esters of saturated linear or branched (C 2 -C 8 )aliphatic dicarboxylic acids or mixtures thereof;

c) at least one compound of formula (IIa):

R 3 OOC-A-CONR 4 R 5 (IIa),

wherein R 3 comprises a C 1 -C 36 alkyl group; wherein R 4 and R 5 individually comprise a C 1 -C 36 alkyl group, wherein R 4 and R 5 can optionally together form a ring; and wherein A is a linear or a branched divalent C 2 -C 6 alkyl group;

d) at least one alkyldimethylamide;

e) at least one organophosphate solvent of formula (VIII):

wherein R 1 , R 2 and R 3 , are each independently chosen from H, a C 1 -C 16 alkyl group, a C 1 -C 16 alkenyl, group, a C 1 -C 16 alkoxyalkyl group, a C 7 -C 30 alkylarylalkyl group, a C 7 -C 30 arylalkyl group, or an aryl group; provided that at least one of R 1 , R 2 or R 3 is not H;

f) ethyl levulinate; or

g) any combination thereof;

optionally fertilizer, wherein at least one said fertilizer is a nitrogenous fertilizer;

optionally water; and

optionally at least one dye.

17. The composition of claim 16 , consisting of

the N-butyl thiophosphoric triamide and the dicyandiamide;

the dimethylsulfoxide;

methylaminopropanol;

optionally the fertilizer, wherein at least one said fertilizer is a nitrogenous fertilizer;

optionally the water;

optionally the at least one dye,

wherein the N-butyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the liquid agricultural composition.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2023
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 065488/0365 →