Stabilized DCD and/or alkyl thiophosphoric triamide solvent systems and use in agricultural applications

Patent metadata

Field	Value
Publication number	US-10562828-B2
Application number	US-201916415024-A
Country	US
Kind code	B2
Filing date	May 17, 2019
Priority date	Jun 29, 2016
Publication date	Feb 18, 2020
Grant date	Feb 18, 2020

Abstract

An inhibitor composition contains alkyl thiophosphoric triamide (or a mixture of alkyl thiophosphoric triamide and dicyandiamide),dissolved in a liquid medium including at least one organic solvent, at least one amine stabilizer and, optionally, at least one dye and/or at least one odor masking agent, is useful in making fertilizer compositions and in a method of fertilizing target plants.

First claim

What is claimed is:

1. A stable liquid agricultural composition comprising
N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor, wherein between 40 and 55 wt. % of the composition is N-(n-butyl)-thiophosphoric triamide (NBPT);
dimethyl sulfoxide;
and
an amine stabilizer selected from the group consisting of 2-amino-2-methyl-1-propanol, 2-amino-1-butanol and mixtures thereof, wherein the amine stabilizer is present in an amount of from 4 wt % to about 15 wt %, by total weight of the composition;
wherein there is an absence of each and every compound according to formula (I.a):

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 - 30 alkylarylalkyl group, a C 7 -C 30 arylalkyl group, or an aryl group, provided that at least one of R 1 , R 2 and R 3 is not H.

2. The liquid agricultural composition of claim 1 , wherein at least 38 wt. % of the composition is DMSO and the amine stabilizer is 2-amino-2-methyl-1-propanol, 2-amino-1-butanol or mixtures thereof.

3. The liquid agricultural composition of claim 1 , wherein the amine stabilizer is present in an amount of from 4 wt % to about 10 wt %, by weight of composition.

4. The liquid agricultural composition of claim 1 , wherein between 45 and 55 wt. % of the composition is the N-(n-butyl)-thiophosphoric triamide (NBPT) and 38 to 44 wt. % of the composition is dimethyl sulfoxide.

5. The liquid agricultural composition of claim 1 , further comprising at least one nitrification inhibitor.

6. The liquid agricultural composition of claim 5 , wherein the nitrification inhibitor is dicyandiamide (DCD).

7. The liquid agricultural composition of claim 1 , further comprising at least one dye.

8. The liquid agricultural composition of claim 1 , further comprising an odor masking agent comprising at least one of terpineol, 4-allylanisole, limonene4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-one, isoamyl butyrate, benzaldehyde, diethyl malonate, cyclohexyl acetate, anisole, mint, oil Japanese cherry, or α-Ionone.

9. The liquid agricultural composition of claim 1 , wherein between 45 and 55 wt. % of the composition is the N-(n-butyl)-thiophosphoric triamide (NBPT).

10. A stable liquid agricultural composition comprising:
N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor, wherein between 40 and 55 wt. % of the composition is N-(n-butyl)-thiophosphoric triamide (NBPT);
an amine stabilizer selected from the group consisting of 2-amino-2-methyl-1-propanol, 2-amino-1-butanol and mixtures thereof, wherein the amine stabilizer is present in an amount of from 4 to 15 wt. %, by total weight of the composition;
dimethyl sulfoxide; and
an odor masking agent comprising at least one of terpineol, 4-allylanisole, limonene4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-one, isoamyl butyrate, benzaldehyde, diethyl malonate, cyclohexyl acetate, anisole, mint, oil Japanese cherry, or α-Ionone,
wherein there is an absence of each and every compound according to formula (I.a):

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 and R 3 is not H.

11. The liquid agricultural composition of claim 10 , optionally further comprising dicyandiamide (DCD) as a nitrification inhibitor, wherein the composition contains 10 to 75% total urease inhibitor and nitrification inhibitor,
wherein between 40 and 55 wt. % of the composition is the at least one urease inhibitor.

12. The liquid agricultural composition of claim 10 , wherein the amine stabilizer is 2-amino-2-methyl-1-propanol.

13. The liquid agricultural composition of claim 10 , wherein the amine stabilizer is 2-amino-1-butanol.

14. The liquid agricultural composition of claim 10 , wherein the amine stabilizer is the mixture of 2-amino-2-methyl-1-propanol and 2-amino-1-butanol.

15. The liquid agricultural composition of claim 10 , wherein the at least one urease inhibitor is present in an amount between 45 and 55 wt %, by total weight of composition.

16. The liquid agricultural composition of claim 1 , wherein the N-(n-butyl)-thiophosphoric triamide (NBPT) is present in an amount between 45 and 55 wt %, by total weight of composition, and wherein 38 to 44 wt. % of the composition is DMSO.

17. The liquid agricultural composition of claim 10 , wherein the at least one a urease inhibitor is present in an amount between 50 and 55 wt %, by total weight of composition.

18. The liquid agricultural composition of claim 1 , wherein the amine stabilizer is present in an amount less than 50% by total weight of the liquid fertilizer composition.

19. The liquid agricultural composition of claim 1 , wherein the amine stabilizer is present in an amount from 4 to 10% by total weight of the liquid fertilizer composition.

20. The liquid agricultural composition of claim 2 , wherein the amine stabilizer is present in an amount from 4% to 10% by total weight of the liquid fertilizer composition.

21. The liquid agricultural composition of claim 10 , further comprising at least one nitrification inhibitor.

22. The liquid agricultural composition of claim 21 , wherein the nitrification inhibitor is dicyandiamide (DCD).

23. A method of making a solid or concentrated liquid fertilizer composition comprising contacting one or more nitrogenous fertilizer compounds with a liquid inhibitor composition of claim 1 that comprises between 40 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) as urease inhibitor, which is dissolved or dispersed in a liquid medium comprising:
dimethyl sulfoxide, wherein at least 38 wt. % of the composition is dimethyl sulfoxide;
and
an amine stabilizer selected from the group consisting of 2-amino-2-methyl-1-propanol, 2-amino-1-butanol and any combination thereof, wherein the amine stabilizer is present in an amount of from 4 wt % to 15 wt %, by weight of composition,
wherein there is an absence of each and every compound according to formula (I.a):

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 and R 3 is not H.

24. The method of claim 23 , wherein the liquid medium further comprises an odor masking agent comprising at least one of terpineol, 4-allylanisole, limonene4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-one, isoamyl butyrate, benzaldehyde, diethyl malonate, cyclohexyl acetate, anisole, mint, oil Japanese cherry, or α-Ionone.

25. The liquid agricultural composition of claim 24 , wherein the amine stabilizer is 2-amino-2-methyl-1-propanol.

26. A stable liquid agricultural composition consisting of
between 40 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) as a urease inhibitor;
dimet

Assignees

• Rhodia Operations

Inventors

• Liu Hong
• Wu Jiamin
• Gomes Andre
• Shanmuga Krish
• Chen Zhiyun

Classifications

• C09K15/12

  containing sulfur and oxygen · CPC title

• C05C9/00 Primary

  Fertilisers containing urea or urea compounds · CPC title

• C07F9/224

  Phosphorus triamides · CPC title

• C05G3/90 Primary

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

• C09K15/18

  containing an amine or imine moiety · CPC title