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

Patent metadata

Field	Value
Publication number	US-10954172-B2
Application number	US-202016747241-A
Country	US
Kind code	B2
Filing date	Jan 20, 2020
Priority date	Jun 29, 2016
Publication date	Mar 23, 2021
Grant date	Mar 23, 2021

Abstract

An inhibitor composition contains alkyl thiophosphoric triamide (or a mixture of alkyl thiophosphoric triamide and dicyandiamide), dissolved in a liquid medium comprising 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 aminopropanol, 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, and
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.

2. The liquid agricultural composition of claim 1 , wherein at least 38 wt. % of the composition is DMSO.

3. The liquid agricultural composition of claim 2 , wherein 38 to 44 wt. % of the composition is dimethyl sulfoxide.

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

5. The liquid agricultural composition of claim 1 , wherein between 40 and 50 wt % of the composition is NBPT.

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

7. The liquid agricultural composition of claim 1 , wherein the N-(n-butyl)-thiophosphoric triamide (NBPT) is present in an amount between 50 and 55 wt %, by total weight of composition, wherein the amine stabilizer is 2-amino-2-methyl-1-propanol, 2-amino-1-butanol or mixtures thereof, and wherein 38 to 44 wt. % of the composition is DMSO.

8. The liquid agricultural composition of claim 1 , wherein the amine stabilizer is present in an amount of from 4 to 5 wt. % by total weight of the liquid agricultural composition.

9. The liquid agricultural composition of claim 1 , wherein the aminopropanol is selected from the group consisting of 2-amino-2-methyl-1-propanol, amino-2-propanol, and mixtures thereof.

10. A stable liquid agricultural composition comprising:
from 14 to 60 wt. % at least one urease inhibitor;
dimethyl sulfoxide;
an amine stabilizer selected from the group consisting of aminopropanol, 2-amino-1-butanol, and mixtures thereof,
wherein the amine stabilizer is present in an amount of from 1 to 15 wt. %, by total weight of the composition;
optionally, at least one co-solvent selected from the group consisting of:
(a) at least one dioxolane compound of formula (II.b):

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 compound of formula (III):
R 3 OOC-A-CONR 4 R 5   (III),

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 12 alkyl group; and
c) a glycol or glycol derivative; and
an odor masking agent comprising at least one of terpineol, 4-allylanisole, limonene, 4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-one, isoamyl butyrate, benzaldehyde, diethyl malonate, cyclohexyl acetate, 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 , further comprising dicyandiamide (DCD) as a nitrification inhibitor, wherein the composition contains 10 to 75% total urease inhibitor and nitrification inhibitor.

12. The liquid agricultural composition of claim 10 , wherein the amine stabilizer is present in an amount of from 4 wt % to about 15 wt %, by weight of composition.

13. The liquid agricultural composition of claim 10 , wherein the at least one urease inhibitor is present in an amount between 20 and 55 wt %, by total weight of composition.

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

15. The liquid agricultural composition of claim 10 , wherein the aminopropanol is selected from the group consisting of 2-amino-2-methyl-1-propanol, amino-2-propanol, and mixtures thereof.

16. 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 45 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 aminopropanol, 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.

17. The method of claim 16 , wherein the liquid medium further comprises an odor masking agent comprising at least one of terpineol, 4-allylanisole, limonene, 4-(2,6,6-Trimethyl-2-cyclohexenyl)-3-buten-2-one, isoamyl butyrate, benzaldehyde, diethyl malonate, cyclohexyl acetate, mint, oil Japanese cherry, or α-Ionone.

18. A stable liquid agricultural composition consisting of:
between 45 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) as a urease inhibitor;
dimethyl sulfoxide, wherein at least 38 wt. % of the composition is dimethyl sulfoxide;
an amine stabilizer selected from the group consisting of aminopropanol, 2-amino-1-butanol, and mixtures thereof, wherein the amine stabilizer is present in an amount of from 4 wt % to 10 wt %, by weight of the composition;
optionally, at least one nitrification inhibitor;
optionally, at least one co-solvent selected from the group consisting of:
(a) at least one dioxolane compound of formula (II.b):

wherein R 6 and R 7 individu

Assignees

• Rhodia Operations

Inventors

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

Classifications

• Y02P60/21

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

• C07F9/224

  Phosphorus triamides · CPC title

• C05G5/23

  Solutions · CPC title

• C05C11/00

  Other nitrogenous fertilisers · CPC title

• C05C9/00 Primary

  Fertilisers containing urea or urea compounds · CPC title