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

Patent metadata

Field	Value
Publication number	US-10947168-B2
Application number	US-202016842156-A
Country	US
Kind code	B2
Filing date	Apr 7, 2020
Priority date	Oct 21, 2014
Publication date	Mar 16, 2021
Grant date	Mar 16, 2021

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.

First claim

What is claimed is:

1. A liquid agricultural composition comprising
5 to 60 wt. % of at least one of alkyl thiophosphoric triamide, dicyandiamide or a mixture thereof, by total weight of the composition, wherein the alkyl thiophosphoric triamide comprises N-butyl thiophosphoric triamide;
an organophosphate solvent of formula (VIII):

wherein R 1 , R 2 and R 3 in formula (VIII), 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 in formula (VIII) is not H,
which is 1.5 to 9.9 wt. %, by total weight of the composition;
dimethylsulfoxide; and

optionally, at least one organic co-solvent selected from:
(a) at least one dioxolane compound 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;
b) at least one dibasic ester;
c) at least one compound of formula (IIa):
R 3 OOC-A-CONR 4 R 5   (IIa),

wherein R 3 in formula (IIa) 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 alkyl lactate;
f) ethyl levulinate;
g) at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;
h) at least one glycerine or glycerine derivative;
i) at least one alkylene carbonate; or
j) any combination thereof.

2. The liquid agricultural composition of claim 1 , wherein the at least one of alkyl thiophosphoric triamide, dicyandiamide or a mixture thereof is dicyandiamide.

3. The liquid agricultural composition of claim 1 , wherein the N-(n-butyl)-thiophosphoric triamide is 30 to 60 wt %, by total weight of the composition, wherein for 100 parts by weight total N-butyl thiophosphoric triamide, organophosphate solvent and dimethylsulfoxide there is greater than 40 and up to 60 parts N-butyl thiophosphoric triamide.

4. The liquid agricultural composition of claim 1 , wherein the at least one co-solvent is present and comprises at least one dioxolane compound 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.

5. The liquid agricultural composition of claim 1 , wherein the organophosphate solvent is of formula (VIII):

wherein R 1 , R 2 and R 3 in formula (VIII), are each independently chosen from H, a C 1 -C 16 alkyl group; provided that at least one of R 1 , R 2 or R 3 is not H.

6. The liquid agricultural composition of claim 1 , wherein the at least one of alkyl thiophosphoric triamide, dicyandiamide or a mixture thereof is 14 to 60 wt %, by total weight of the composition, wherein for 100 parts by weight total N-butyl thiophosphoric triamide, organophosphate solvent, dimethylsulfoxide, and organic co-solvent there is 30 to 60 parts N-butyl thiophosphoric triamide.

7. The liquid agricultural composition of claim 1 , wherein the at least one of alkyl thiophosphoric triamide, dicyandiamide or a mixture thereof is present up to 55 wt %, by total weight of the composition.

8. The liquid agricultural composition of claim 1 , wherein the at least one of alkyl thiophosphoric triamide, dicyandiamide or a mixture thereof is present at greater than 45 and up to 55 wt %, by total weight of the composition,
wherein for 100 parts by weight total N-butyl thiophosphoric triamide, organophosphate solvent, dimethylsulfoxide and organic co-solvent there is 30 to 55 parts N-butyl thiophosphoric triamide.

9. The liquid agricultural composition of claim 1 , wherein the organophosphate solvent is of formula (VIII):

wherein R 1 , R 2 and R 3 in formula (VIII), are each independently chosen from 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.

10. The composition of claim 1 , wherein the N-butyl thiophosphoric triamide is 40 to 55 wt %, by total weight of the composition, wherein for 100 parts by weight total N-butyl thiophosphoric triamide, triethyl phosphate and dimethylsulfoxide there is greater than 45 and up 55 parts N-butyl thiophosphoric triamide.

11. The composition of claim 1 , wherein the nitrification inhibitor is present at 10 to 60 wt. %, by total weight of the composition.

12. The composition of claim 1 , wherein R 1 , R 2 and R 3 in formula (VIII) are each independently chosen from a C 1 -C 4 alkyl group.

13. The composition of claim 1 , wherein the organophosphate solvent is triethyl phosphate.

14. A method of making a solid or concentrated liquid fertilizer composition comprising treating one or more nitrogenous fertilizer compounds with a liquid inhibitor composition that comprises at least one of a dicyandiamide, or an alkyl thiophosphoric triamide, or a mixture thereof, dispersed in a liquid medium, wherein the alkyl thiophosphoric triamide comprises N-butyl thiophosphoric triamide,
wherein the dicyandiamide, the alkyl thiophosphoric triamide or the mixture thereof is 5 to 60 wt %, by total weight of the liquid inhibitor composition,
the liquid medium comprising:
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, which is 1.5 to 9.9 wt. %, by total weight of the liquid inhibitor composition; and
dimethylsulfoxide and optionally a co-solvent.

15. The method of claim 14 , wherein the organophosphate solvent is of formula (VIII):

wherein R 1 , R 2 and R 3 , are each independently chosen from 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.

16. The method of claim 14 , wherein the R 1 , R 2 and R 3 , are each independently chosen from the C 1 -C 16 alkyl group or the C 1 -C 16 alkenyl, group.

17. The method of claim 14 , wherein the liquid inhibitor composition further comprises monoethanolamine as a stabilizer.

18. The method of claim 14 , wherein R 1 , R 2 and R 3 are each indep

Assignees

• Rhodia Operations

Inventors

• Mcknight Michelle
• Vielliard Antoine
• Ortiz-Suarez Marivi
• Armisen Samantha
• Moreau Chloe

Classifications

• Y02P60/21

  Dinitrogen oxide [N2O], e.g. using aquaponics, hydroponics or efficiency measures · CPC title

• C05C1/00 Primary

  Ammonium nitrate fertilisers · CPC title

• C05C11/00 Primary

  Other nitrogenous fertilisers · CPC title

• C05G3/90 Primary

  for affecting the nitrification of ammonium compounds or urea in the soil · CPC title

• C09K15/28

  containing nitrogen, oxygen and sulfur · CPC title