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

1. A high temperature stable liquid agricultural composition comprising:

urease inhibitor, wherein the urease inhibitor is N-(n-butyl)-thiophosphoric triamide (NBPT);

dimethylsulfoxide;

amine stabilizer, wherein the amine stabilizer is monoethanolamine;

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 stable liquid agricultural composition comprises:

between 45 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor,

at least 2 to less than 3 wt. % monoethanolamine; and

a remainder, wherein the remainder consists of the dimethylsulfoxide and, if present, the at least one solvent.

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

between 45 wt. % and 55 wt % N-(n-butyl)-thiophosphoric triamide (NBPT),

at least 2 to less than 3 wt. % monoethanolamine;

the dimethylsulfoxide;

optionally the at least one solvent.

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

between 45 wt. % and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT),

at least 2 to less than 3 wt. % monoethanolamine; and

the dimethylsulfoxide.

4. The liquid agricultural composition of claim 1 , wherein the at least one solvent is present and consists of at least one dioxolane compound of formula (II.b):

wherein R 6 and R 7 individually is 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 N-(n-butyl)-thiophosphoric triamide (NBPT) is present in an amount between 45 wt. % and 50 wt. %, by total weight of composition.

6. 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.

7. 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 .

8. The concentrated liquid fertilizer composition of claim 7 wherein 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.

9. The concentrated liquid fertilizer composition of claim 7 , wherein 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.

10. The concentrated liquid fertilizer composition of claim 7 wherein 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.

11. A method of making a solid or concentrated liquid fertilizer composition comprising contacting one or more nitrogenous fertilizer compounds with a liquid inhibitor composition that comprises

urease inhibitor, wherein the urease inhibitor is N-(n-butyl)-thiophosphoric triamide (NBPT), which is dissolved in a liquid medium comprising

dimethylsulfoxide;

amine stabilizer, wherein the amine stabilizer is monoethanolamine;

optionally at least one 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 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, amine alcohol, amino 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 liquid inhibitor composition comprises

between 45 wt. % and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor,

at least 2 to less than 3 wt. % said monoethanolamine; and

a remainder consisting of the dimethylsulfoxide and, if present, the at least one solvent.

12. The method of claim 11 , wherein the solvent comprises at least one member of the group consisting of

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

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.

13. The method of claim 11 , wherein the liquid inhibitor composition consists of:

between 45 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor, at least 2 to less than 3 wt. % monoethanolamine; and dimethylsulfoxide.

14. The method of claim 11 , wherein the at least one solvent, if present, is 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 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 or ether 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.

15. A method of stabilizing a liquid fertilizer composition at high temperatures comprising contacting one or more nitrogenous fertilizer compounds with

a liquid urease inhibitor composition that comprises urease inhibitor, wherein the urease inhibitor is N-(n-butyl)-thiophosphoric triamide (NBPT), dissolved in a liquid medium comprising:

amine stabilizer, wherein the amine stabilizer is monoethanolamine;

dimethylsulfoxide; and

optionally at least one 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 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, amine alcohol, amino 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;

wherein the liquid urease inhibitor composition comprises

between 45 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT);

at least 2 to less than 3 wt. % monoethanolamine; and

a remainder consisting of the dimethylsulfoxide and, if present, the at least one solvent.

16. The method of claim 15 , wherein the liquid inhibitor composition consists of

between 45 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor,

at least 2 to less than 3 wt. % monoethanolamine;

dimethylsulfoxide; and

optionally the at least one solvent.

17. The method of claim 15 , wherein the inhibitor composition consists of:

between 45 and 55 wt. % N-(n-butyl)-thiophosphoric triamide (NBPT) urease inhibitor,

at least 2 to less than 3 wt. % monoethanolamine; and

dimethylsulfoxide.

18. The method of claim 15 , wherein the N-(n-butyl)-thiophosphoric triamide (NBPT) is present in an amount between 45 wt. % and 50 wt. % by weight of the liquid inhibitor composition.

19. The method of claim 15 , wherein the at least one solvent, if present, is 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 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 or ether 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.