High temperature amine-stabilized DCD and/or alkyl thiophosphoric triamide solvent systems and use in agricultural applications

Patent metadata

Field	Value
Publication number	US-10934228-B2
Application number	US-201916534473-A
Country	US
Kind code	B2
Filing date	Aug 7, 2019
Priority date	Aug 17, 2015
Publication date	Mar 2, 2021
Grant date	Mar 2, 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 and at least one amine stabilizer, is useful in making fertilizer compositions and in a method of fertilizing target plants.

First claim

What is claimed is:

1. A high temperature stable liquid agricultural composition comprising:
45 wt. % to 55 wt. % of N-(n-butyl)-thiophosphoric triamide (NBPT);
dimethylsulfoxide;
1 wt. % to 5 wt. % of a stabilizer consisting of (methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate, and
optionally, at least one solvent selected from the group consisting of:
(a) at least one dioxolane compound of formula (I.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 dibasic ester;
c) 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 6 alkyl group;
d) at least one alkyldimethylamide;
e) at least one alkyl lactate;
f) ethyl levulinate;
g) at least one alkyoxyalcohol, ether alcohol, or alcohol;
h) at least one glycerine or glycerine derivative;
i) at least one alkylene carbonate; and
j) organophosphate of formula (I.a):

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; and
wherein the wt. % are based on a total weight of the composition.

2. The liquid agricultural composition of claim 1 , wherein the stable liquid agricultural composition consists of
45 wt. % to 55 wt % of the N-(n-butyl)-thiophosphoric triamide (NBPT), and
at least 2 wt. % to less than 3 wt. % of the stabilizer consisting of the (methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate, and optionally the at least one solvent, wherein the wt. % are based on a total weight of the composition; and
the dimethylsulfoxide.

3. The liquid agricultural composition of claim 1 , wherein the N-(n-butyl)-thiophosphoric triamide (NBPT) is present in an amount between 45 wt. % and less than about 50 wt. %, based on a total weight of the composition.

4. The liquid agricultural composition of claim 1 , wherein the stabilizer is present in an amount between 1 wt. % and 3 wt. % based on a total weight of the composition.

5. The liquid agricultural composition of claim 1 , wherein the at least one solvent is present and comprises the organophosphate of formula (I.a):

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.

6. A method of stabilizing a liquid fertilizer composition at high temperatures comprising contacting one or more nitrogenous fertilizer compounds with the high temperature stable liquid agricultural composition of claim 1 .

7. The method of claim 6 , wherein the N-(n-butyl)-thiophosphoric triamide (NBPT) is present in an amount between 45 and 50 wt. % by weight of the liquid inhibitor composition.

8. A concentrated liquid fertilizer composition comprising, based on 100 parts by weight of the composition:
(a) up to about 99 parts by weight of one or more nitrogenous fertilizer compounds, and
(b) the high temperature stable liquid agricultural composition of claim 1 .

9. The concentrated liquid fertilizer composition of claim 8 , wherein the at least one said solvent is:
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.

10. The concentrated liquid fertilizer composition of claim 8 , wherein the at least one said solvent is:
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; and
organophosphate of formula (I.a):

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.

11. The concentrated liquid fertilizer composition of claim 8 , wherein the at least one said solvent is organophosphate of formula (I.a):

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.

12. A high temperature stable liquid agricultural composition comprising:
45 wt. % to 55 wt. % of N-(n-butyl)-thiophosphoric triamide (NBPT);
1 wt. % to 5 wt. % of a stabilizer consisting of (methyl-5-(dimethylamino)-2-methyl-5-oxopentanoate, and
optionally, at least one solvent selected from the group consisting of:
(a) at least one dioxolane compound of formula (I.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 dibasic ester;
c) 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 6 alkyl group;
d) at least one alkyldimethylamide;
e) at least one alkyl lactate;
f) ethyl levulinate;
g) at least one alkyoxyalcohol, ether alcohol, or alcohol;
h) at least one glycerine or glycerine derivative;
i) at least one alkylene carbonate; and
j) organophosphate of formula (I.a):

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; and
wherein the wt. % are based on a total weight of the composition,
and no dimethylsulfoxide is present in the composition.

13. The liquid agricultural composition of claim 12 , wherein the stable liquid agricultural composition consists of:
45 wt. % to 55 wt % of N-(n-butyl)-thiophosphoric triamide (NBPT),
2 wt. % to less than 3 wt. % of the stabilizer;
and
the at least one solvent.

14. The liquid agri

Assignees

• Rhodia Operations

Inventors

• Ortiz-Suarez Marivi
• Sawyer James
• Harris Christopher

Classifications

• Y02P60/21

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

• C05C11/00 Primary

  Other nitrogenous fertilisers · CPC title

• C05G5/20

  Liquid fertilisers (layered or coated C05G5/30; incorporated into a matrix C05G5/40) · 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