SOLVENT SYSTEMS FOR DICYANDIAMIDE AND/OR ALKYL THIOPHOSPHORIC TRIAMIDE AND USE IN AGRICULTURAL APPLICATIONS

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.

Claims

1. A liquid agricultural composition comprising a nitrification inhibitor comprising dicyandiamide, and a urease inhibitor comprising N-butyl thiophosphoric triamide, wherein a mixture comprising the urease inhibitor and a nitrification inhibitor is 30 to 60 wt %, by total weight of the composition; dimethylsulfoxide; optionally an organophosphate solvent of formula (VIII): ##STR00014## wherein R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.16 alkyl group, a C.sub.1-C.sub.16 alkenyl, group, a C.sub.1-C.sub.16 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H; and optionally, at least one organic co-solvent selected from: (a) at least one dioxolane compound of formula (III): ##STR00015## wherein R.sub.6 and R.sub.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.sub.3OOC-A-CONR.sub.4R.sub.6(11a), wherein R.sub.3 comprises a C.sub.1-C.sub.36 alkyl group; wherein R.sub.4 and R.sub.5 individually comprise a C.sub.1-C.sub.36 alkyl group, wherein R.sub.4 and R.sub.5 can optionally together form a ring; and wherein A is a linear or a branched divalent C.sub.2-C.sub.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 nitrification inhibitor is dicyandiamide.

3. The liquid agricultural composition of claim 2, wherein the urease inhibitor is N-(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): ##STR00016## wherein R.sub.6 and R.sub.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 composition comprises, by weight of composition, 30 to 50 wt % of DCD and NBPT, the remainder being solvent or a mixture of solvents.

6. The liquid agricultural composition of claim 1, wherein the total urease inhibitor and nitrification inhibitor is 30 to 55 wt %, by total weight of the composition.

7. The liquid agricultural composition of claim 3, wherein the total of urease inhibitor and the nitrification inhibitor is 30 to 55 wt %, by total weight of the composition.

8. The liquid agricultural composition of claim 1, wherein the urease inhibitor or the mixture comprising the urease inhibitor and the nitrification inhibitor is present at greater than 45 and up to 55 wt %, by total weight of the composition.

9. (canceled)

10. 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 a mixture comprising an alkyl thiophosphoric triamide and a dicyandiamide, dispersed in a liquid medium, wherein the alkyl thiophosphoric triamide comprises N-butyl thiophosphoric triamide, wherein the alkyl thiophosphoric triamide or the mixture comprising the alkyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the liquid inhibitor composition, the liquid medium comprising: dimethylsulfoxide, optionally at least one organophosphate solvent of formula (VIII): ##STR00017## wherein R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.16 alkyl group, a C.sub.1-C.sub.16 alkenyl, group, a C.sub.1-C.sub.16 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H, and optionally a co-solvent.

11. The method of claim 10, wherein alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide.

12. The method of claim 10, wherein the liquid inhibitor composition comprises, by weight of liquid inhibitor composition, 30 to 55 wt % of DCD and NBPT, the remainder being solvent or a mixture of solvents.

13. The method of claim 10, wherein the liquid inhibitor composition further comprises monoethanolamine as a stabilizer.

14. 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, (b) an alkyl thiophosphoric triamide and a dicyandiamide, wherein the alkyl thiophosphoric triamide comprises N-butyl thiophosphoric triamide, (c) dimethylsulfoxide, and (d) optionally at least one organophosphate solvent of formula (VIII): ##STR00018## wherein R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.16 alkyl group, a C.sub.1-C.sub.16 alkenyl, group, a C.sub.1-C.sub.16 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H, and (e) optionally, at least one co-solvent, wherein the alkyl thiophosphoric triamide or a mixture comprising the alkyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of: the alkyl thiophosphoric triamide and the dicyandiamide, the dimethylsulfoxide, if present the at least one organophosphate solvent, and if present the co-solvent.

15. The concentrated liquid fertilizer composition of claim 14, wherein the alkyl thiophosphoric triamide comprises N-butyl thiophosphoric triamide.

16. The concentrated liquid fertilizer composition of claim 14, wherein the at least one co-solvent of (d) is present and comprises at least one member of the group consisting of: (a) at least one dioxolane compound of formula (III): ##STR00019## wherein R.sub.6 and R.sub.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.sub.3OOC-A-CONR.sub.4R.sub.6(IIa), wherein R.sub.3 comprises a C.sub.1-C.sub.36 alkyl group; wherein R.sub.4 and R.sub.5 individually comprise a C.sub.1-C.sub.36 alkyl group, wherein R.sub.4 and R.sub.5 can optionally together form a ring; and wherein A is a linear or a branched divalent C.sub.2-C.sub.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) any combination thereof.

17. The concentrated liquid fertilizer composition of claim 14, comprising: (a) up to about 99 parts by weight of the one or more nitrogenous fertilizer compounds, (b) the alkyl thiophosphoric triamide, (c) the dimethylsulfoxide.

18. A method of making an aqueous end use fertilizer composition comprising contacting one or more nitrogenous fertilizer compounds with an inhibitor composition, the inhibitor composition comprising: an alkyl thiophosphoric triamide and a dicyandiamide, dispersed in a liquid medium, wherein the alkyl thiophosphoric triamide comprises N-butyl thiophosphoric triamide, optionally the liquid medium comprising at least one organophosphate solvent of formula (VIII): ##STR00020## wherein R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.16 alkyl group, a C.sub.1-C.sub.16 alkenyl, group, a C.sub.1-C.sub.16 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H; and dimethylsulfoxide, wherein the alkyl thiophosphoric triamide and the dicyandiamide is 30 to 60 wt %, by total weight of the inhibitor composition.

19. The method of claim 18, wherein the liquid medium further comprises at least one co-solvent selected from the group consisting of: (a) at least one dioxolane compound of formula (III): ##STR00021## wherein R.sub.6 and R.sub.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.sub.3OOC-A-CONR.sub.4R.sub.5(IIa), wherein R.sub.3 comprises a C.sub.1-C.sub.36 alkyl group; wherein R.sub.4 and R.sub.5 individually comprise a C.sub.1-C.sub.36 alkyl group, wherein R.sub.4 and R.sub.5 can optionally together form a ring; and wherein A is a linear or a branched divalent C.sub.2-C.sub.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; and i) at least one alkylene carbonate.

20. The method of claim 18, wherein the alkyl thiophosphoric triamide is N-butyl thiophosphoric triamide.

21. A liquid agricultural composition consisting of N-butyl thiophosphoric triamide and dicyandiamide; dimethylsulfoxide; optionally, at least one co-solvent selected from: (a) at least one dioxolane compound of formula (III): ##STR00022## wherein R.sub.6 and R.sub.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.sub.3OOC-A-CONR.sub.4R.sub.6(IIa), wherein R.sub.3 comprises a C.sub.1-C.sub.36 alkyl group; wherein R.sub.4 and R.sub.5 individually comprise a C.sub.1-C.sub.36 alkyl group, wherein R.sub.4 and R.sub.5 can optionally together form a ring; and wherein A is a linear or a branched divalent C.sub.2-C.sub.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; or i) at least one alkylene carbonate; optionally fertilizer, wherein at least one said fertilizer is a nitrogenous fertilizer; optionally water; optionally at least one dye; and optionally monoethanolamine as a stabilizer, wherein the N-butyl thiophosphoric triamide or a mixture of the N-butyl thiophosphoric triamide and the dicyandiamide is 0.5 to 60 wt %, by total weight of the inhibitor, organophosphate solvent, dimethylsulfoxide, and, if present, co-solvent.

22. The composition of claim 21, consisting of the N-butyl thiophosphoric triamide and the dicyandiamide; the dimethylsulfoxide; optionally the fertilizer, wherein at least one said fertilizer is a nitrogenous fertilizer; optionally the water; optionally the at least one dye.

Description

BRIEF DESCRIPTION OF DRAWINGS

[0049] FIG. 1 is a chart illustrating the Residual Pressure of a Comparative Sample (without the organophosphate compound) labeled as Unstabilized and of Formulation 1 (with the organophosphate compound) labeled as Stabilized, both as a function of Temperature.

DETAILED DESCRIPTION

[0050] As used herein, the term alkyl means a saturated straight chain, branched chain, or cyclic hydrocarbon radical, including but not limited to, methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, t-butyl, pentyl, n-hexyl, and cyclohexyl.

[0051] As used herein, the term aryl means a monovalent unsaturated hydrocarbon radical containing one or more six-membered carbon rings in which the unsaturation may be represented by three conjugated double bonds, which may be substituted one or more of carbons of the ring with hydroxy, alkyl, alkenyl, halo, haloalkyl, or amino, including but not limited to, phenoxy, phenyl, methylphenyl, dimethylphenyl, trimethylphenyl, chlorophenyl, trichloromethylphenyl, aminophenyl, and tristyrylphenyl.

[0052] As used herein, the term alkylene means a divalent saturated straight or branched chain hydrocarbon radical, such as for example, methylene, dimethylene, trim ethylene.

[0053] As used herein, the term alkoxyl means an oxy radical that is substituted with an alkyl group, such as for example, methoxyl, ethoxyl, propoxyl, isopropoxyl, or butoxyl, which may optionally be further substituted on one or more of the carbon atoms of the radical.

[0054] As used herein, the term alkoxyalkyl means an alkyl radical that is substituted with one or more alkoxy substituents, more typically a (C.sub.1-C.sub.22)alkyloxy-(C.sub.1-C.sub.6)alkyl radical, such as methoxymethyl, and ethoxybutyl.

[0055] As used herein, the term alkenyl means an unsaturated straight or branched hydrocarbon radical, more typically an unsaturated straight, branched, (which, in one particular embodiment, is C.sub.1-C.sub.75) hydrocarbon radical, that contains one or more carbon-carbon double bonds, such as, for example, ethenyl, n-propenyl, iso-propenyl.

[0056] As used herein, the term arylalkyl means an alkyl group substituted with one or more aryl groups, more typically a (C.sub.1-C.sub.18)alkyl substituted with one or more (C.sub.6-C.sub.14)aryl substituents, such as, for example, phenylmethyl, phenylethyl, and triphenylmethyl.

[0057] As used herein, the term aryloxy means an oxy radical substituted with an aryl group, such as for example, phenyloxy, methylphenyl oxy, isopropylmethylphenyloxy.

[0058] As used herein, the terminology (C.sub.r-C.sub.s) in reference to an organic group, wherein r and s are each integers, indicates that the group may contain from r carbon atoms to s carbon atoms per group.

[0059] In one embodiment, non-limiting examples of nitrification inhibitors comprise any one or more of N-2,5-dichlorophenyl succinamic acid, dicyandiamide (DCD), zinc ethylene-bis-dithiocarbamate, 2,4,6-triehloroaniline, pentachlorophenol, thio-urea, ammonium thiosulphate (ATS) or 3,4-dimethypyrazole phosphate (DMPP).

[0060] In one embodiment, non-limiting examples of urease inhibitors comprise any one or more of N-butyl thiophosphoric triamide (NBPT), N-(w-butyl)phosphoric triamide, miophosphoryl triamide, cyclohexyl phosphoric triamide, cyclohexyl thiophosphoric triamide, phosphoric triamide, hydroquinone, p-benzoquinone, hexamidocyclotriphosphazene, thiopyridines, thiopyrimidines, thiopyridine-N-oxides, N,A-dihalo-2-imidazolidinone, N-halo-2-oxazolidinone, ammonium thiosulphate (ATS), N-cyclohexyl phosphoric triamide (CHPT), phenyl phosphorodiamidate (PPT) and 2-nitrophenyl phosphoric triamide (2-NPT).

[0061] Dicyandiamide is a known compound according to formula (I):

##STR00007##

[0062] Dicyandiamide, also known as 2-cyanoguanidine, is typically made by treating cyanamide with base and is commercially available.

[0063] In one embodiment, the compositions according to the present invention comprise a urease inhibitor, such as an alkyl thiophosphoric triamide or ammonium thiosulfate, a nitrification inhibitor, or a combination of both a urease inhibitor and a nitrification inhibitor.

[0064] In one embodiment, alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide (NBPT). The at least one of alkyl thiophosphoric triamide or dicyandiamide (or combination thereof) can be present in the liquid agricultural composition at a lower range of 2% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at a lower range of 3% by weight of the composition. The at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at a lower range of 5% by weight of the composition.

[0065] In another embodiment, at least one of alkyl thiophosphoric triamide or dicyandiamide (or a combination of both) can be present in the liquid agricultural composition at a lower range of 0.5%, or 1%, or 2%, or 3%, or 4%, or 5%, 6%, or 8%, or 10% or 12% or 14%, by weight of the composition. The at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 75%, or 65%, or 60% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 60% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 55% by weight of the composition. In another embodiment, at least one of alkyl thiophosphoric triamide and/or dicyandiamide can be present in the liquid agricultural composition at an upper range of 59%, or 57%, or 55% or 53% or 50%, by weight of the composition. In another embodiment, at least one of alkyl thiophosphoric triamide and/or dicyandiamide can be present in the liquid agricultural composition at an upper range of 48%, or 46%, or 45% or 42% or 40%, by weight of the composition.

[0066] In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 70% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 65% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 60% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 55% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 40% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 35% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 30% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide or combination thereof can be present in the liquid agricultural composition at an upper range of 25% by weight of the composition.

[0067] In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide can be present in the liquid agricultural composition in an amount between about 7% by weight of the composition to about 55% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide can be present in the composition in an amount between about 8% by weight of the composition to about 50% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide can be present in the liquid agricultural composition in an amount between about 7% by weight of the composition to about 45% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide can be present in the liquid agricultural composition in an amount between about 7% by weight of the composition to about 40% by weight of the composition. In another embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide can be present in the liquid agricultural composition in an amount between about 7% by weight of the composition to about 35% by weight of the composition.

[0068] The at least one of alkyl thiophosphoric triamide or dicyandiamide can be present in the composition in an amount between about 0.5% by weight of the composition and about 60% by weight of the composition or, in another embodiment, can be present in the composition in an amount between about 1% by weight of the composition and about 40% by weight of the composition, and, in another embodiment, can be present in the composition in an amount between about 0.5% by weight of the composition and about 20% by weight of the composition. In one particular embodiment, the at least one of alkyl thiophosphoric triamide or dicyandiamide is present in the composition in an amount between about 1% by weight of the composition and about 30% by weight of the composition. The at least one of alkyl thiophosphoric triamide or dicyandiamide means that alkyl thiophosphoric triamide can be solely present, dicyandiamide can be solely present, or a combination of both alkyl thiophosphoric triamide and dicyandiamide are present.

[0069] Compounds suitable as the organic solvent component of the composition and methods of the present invention are organophosphate solvents according to formula (VIII) (wherein R.sub.1, R.sub.2 and R.sub.3 are as described above), polar aprotic solvents, amine solvents, heterocyclic alcohol solvents, or mixtures thereof, that form liquid, or otherwise stable, compositions with the nitrification and/or urease inhibitor, at temperatures of from 16 C. to 54 C., in other embodiments, 10 C. to 40 C., in other embodiments, 5 C. to 40 C., in other embodiments, 2 C. to 40 C., or in other embodiments, 0 C. to 40 C.

[0070] In another embodiment, compounds suitable as the organic solvent component of the composition and methods of the present invention are organophosphate solvents according to formula (VIII) (wherein R.sub.1, R.sub.2 and R.sub.3 are as described above), polar aprotic solvents, amine solvents, heterocyclic alcohol solvents, or mixtures thereof, that form liquid, or otherwise stable, compositions with the nitrification and/or urease inhibitor at temperatures at or greater than 16 C., in alternative embodiments, greater than 14 C., in other embodiments, greater than 12 C., in other embodiments, greater than 10 C., in further embodiments, greater than 8 C., in other embodiments, greater than 5 C., in other embodiments, greater than 3 C., in other embodiments, greater than 2 C., in other embodiments, greater than 0 C., in other embodiments, greater than 2 C., in other embodiments, greater than 4 C., in other embodiments, greater than 5 C.

[0071] In some embodiments, at the specified temperature ranges or at greater than a specified temperature (as described herein), the liquid agricultural composition or liquid fertilizer composition is stable, meaning the urease and/or nitrification inhibitor(s) do not react with the solvent or solvent component under anticipated manufacturing, storage, and use conditions. In one embodiment, at the specified temperature ranges or at greater than a specified temperature (as described herein), the liquid agricultural composition or liquid fertilizer composition is stable, meaning the liquid agricultural composition or liquid fertilizer composition is or substantially is in one phase, i.e., no visible crystals, no visible precipitation, and/or no visible multiple liquid phases. In one embodiment, at the specified temperature ranges or at greater than a specified temperature (as described herein), the described liquid fertilizer composition is stable, meaning the degradation of the inhibitor component (which in one embodiment is NBPT) is slowed or delayed as compared with a fertilizer composition without the stabilizer or stabilizing component as described herein. In one embodiment, the stabilizer or stabilizing component is an organophosphate solvent of formula (VIII):

##STR00008##

[0072] wherein R1, R2 and R3, are each independently chosen from H, a C1-C16 alkyl group, a C1-C16 alkenyl, group, a C1-C16 alkoxyalkyl group, a C7-C30 alkylarylalkyl group, a C7-C30 arylalkyl group, or an aryl group; provided that at least one of R1, R2 or R3 is not H. In one embodiment, R1, R2 and R3, are each independently a C1-C16 alkyl group. In one embodiment, R1, R2 and R3, are each independently a C1-C8 alkyl group. In one embodiment, R1, R2 and R3, are each independently a C1-C4 alkyl group. In one embodiment, R1, R2 and R3, are each independently a C1-C2 alkyl group.

[0073] In some embodiments, at high temperature ranges or at greater than a specified temperature (as described herein), the liquid agricultural composition or liquid fertilizer composition is stable, meaning the urease and/or nitrification inhibitor(s) do not react with the solvent or solvent component under anticipated manufacturing, storage, and use conditions. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 25 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 27 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 29 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 30 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 32 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 34 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 35 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 37 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 40 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 42 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 44 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 45 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 47 C. In one embodiment, the liquid agricultural compositions or liquid fertilizer compositions are stable at a temperature greater than 50 C.

[0074] In one embodiment, at the specified temperature ranges or at greater than a specified temperature (as described herein), the liquid agricultural composition or liquid fertilizer composition is stable, meaning the liquid agricultural composition or liquid fertilizer composition is or substantially is in one phase, i.e., no visible crystals, no visible precipitation, and/or no visible multiple liquid phases. In another embodiment, the liquid agricultural composition or liquid fertilizer composition is stable, meaning the liquid agricultural composition or liquid fertilizer composition is or substantially is in one phase and shows little or slight discoloration.

[0075] In one embodiment, the solvent comprises at least one of an organophosphate solvent according to formula (VIII) (wherein R.sub.1, R.sub.2 and R.sub.3 are as described above), a polar aprotic solvent, amine solvent, heterocyclic alcohol solvent, or mixtures thereof in which dicyandiamide has a solubility at 25 C. of greater than or equal to 50 grams per liter (gift more typically greater than or equal to 200 g/1. In one embodiment, the solvent comprises at least one of an organophosphate solvent according to formula (VIII) (wherein R.sub.1, R.sub.2 and R.sub.3 are as described above), optionally, with one or more co-solvents, in which in inhibitor component has a solubility at 25 C. of greater than or equal to 240 grams per liter (g/1), or in other embodiments, greater than or equal to 220 g/1, or in other embodiments, greater than or equal to 280 g/1, or in other embodiments, greater than or equal to 300 g/1, or in other embodiments, greater than or equal to 340 g/1, or in other embodiments, greater than or equal to 360 g/1, or in other embodiments, greater than or equal to 380 g/1. Reference to inhibitor component includes at least one nitrification inhibitor, or in some embodiments, at least one urease inhibitor, or in alternative embodiments, a combination of at least one urease inhibitor and at least one nitrification inhibitor. In one particular embodiment, the inhibitor component comprises a combination of NBPT and DCD.

[0076] Suitable polar aprotic organic solvents include, for example, dichloromethane, dimethyl acetamide, dimethyl formamide, dimethyl sulfoxide, ethyl acetate, hexamethylphosphoramide, dimethyl sulfone, sulfolane, 1,3-dimethyl-2-imidazoidinone, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone, methyl acetate, ethyl lactate, methylpyrrolidone, tetrahydrofuran, propylene carbonate, and dibasic ester solvents.

[0077] In one embodiment, the formulations as described herein further comprise one or more stabilizers. In one embodiment, the organophosphate compound of formula (VIII) is a stabilizer.

[0078] In one embodiment, the organophosphate compound of formula (VIII), when added to the formulations/compositions as described herein, provides stability to the formulation over a period of at least 24 hours. In one embodiment, the organophosphate compound of formula (VIII), when added to the formulations/compositions as described herein, provides stability to the formulation over a period of at least 48 hours. In a further embodiment, the organophosphate compound of formula (VIII), when added to the formulations/compositions as described herein, provides stability to the formulation over a period of at least 72 hours. In another embodiment, the organophosphate compound of formula (VIII), when added to the formulations/compositions as described herein, provides stability to the formulation over a period of at least 4 days, or at least 5 days, or at least 6 days, or at least 7 days, or at least 8 days, or at least 9 days, or at least 10 days, or at least 11 days, or at least 12 days. In a further embodiment, the organophosphate compound of formula (VIII), when added to the formulations/compositions as described herein, provides stability to the formulation over a period of at least 14 days.

[0079] Suitable dibasic ester solvents include, for example, dialkyl esters of dicarboxylic acids, more typically, the di(C.sub.1-C.sub.12)alkyl esters of saturated linear or branched (C.sub.2-C.sub.8)aliphatic carboxylic acids or a mixture thereof. In one embodiment, the dibasic ester component comprises one or more compounds according to structure (II):

R.sup.1OOC-A-CONR.sup.2R.sup.3(II)

wherein: [0080] A is a divalent linear or branched (C.sub.2-C.sub.8)aliphatic group, and R.sup.1, R.sup.2, and R.sup.3 are each independently (C.sub.1-C.sub.12)alkyl, (C.sub.1-C.sub.12)aryl, (C.sub.1-C.sub.12)alkaryl or (C.sub.1-C.sub.12)arylalkyl, and R.sup.2 and R.sup.3 may each optionally be substituted with one or more hydroxyl groups.

[0081] In one embodiment, the dibasic ester solvent component of the compositions and methods of the present invention comprises one or more dimethyl esters of saturated linear or branched (C.sub.4-C.sub.6)aliphatic carboxylic acids, such the dimethyl ester of succinic acid, dimethyl ester of ethyl succinic acid, the dimethyl ester of glutaric acid, the dimethyl ester of methyl glutaric acid, and the dimethyl ester of adipic acid, and mixtures thereof. In one embodiment, the dibasic ester component comprises the dimethyl ester of succinic acid, the dimethyl ester of glutaric acid, and optionally, the dimethyl ester of adipic acid, In another embodiment, the dibasic ester component comprises the dimethyl ester of ethyl succinic acid, the dimethyl ester of methyl glutaric acid, and optionally, the dimethyl ester of adipic acid.

[0082] In one embodiment, the dibasic ester solvent component of the compositions and methods of the present invention comprises one or more dialkyl esters of saturated linear or branched (C.sub.4-C.sub.6)aliphatic carboxylic acids, such the dialkyl ester of succinic acid, dialkyl ester of ethylsuccinic acid, the dialkyl ester of glutaric acid, the dialkyl ester of methylglutaric acid, and the dialkyl ester of adipic acid, and mixtures thereof. In one embodiment, the dibasic ester component comprises the dialkyl ester of succinic acid, the dialkyl ester of glutaric acid, and optionally, the dimethyl ester of adipic acid, In another embodiment, the dibasic ester component comprises the dialkyl dimethyl ester of ethylsuccinic acid, the dialkyl ester of methylglutaric acid, and optionally, the dialkyl ester of adipic acid. Each alkyl group in the dialkyl group, one embodiment, individually comprise a C.sub.1-C.sub.8 alkyl. In another embodiment, each alkyl group in the dialkyl group, one embodiment, individually comprise a C.sub.1-C.sub.4 alkyl. In another embodiment, each alkyl group in the dialkyl group, one embodiment, individually comprise a C.sub.1-C.sub.6 alkyl.

[0083] Suitable amine solvents include primary amines, including monoalkylamines, such as propylamine, secondary amines, including dialkyl amines and diaryl amines, such as dimethylamine and diphenylamine, and tertiary amines, such as diethylene triamine and methyl-5-(dimethylamino)-2-methyl-oxopentanoate.

[0084] In one embodiment, the amine solvent component of the compositions and methods of the present invention is selected from aliphatic or aromatic primary, secondary, or tertiary amines that do not comprise any functional group other than one or more amino groups.

[0085] In one embodiment, the amine solvent component of the compositions and methods of the present invention is selected from aliphatic or aromatic primary, secondary, or tertiary amines may optionally further comprise one or more additional functional groups, such as hydroxyalkyl groups, hydroxyl groups, carbonyl groups, or alkyl ester groups, other than one or more amino groups.

[0086] In one embodiment, the organic solvent component of the compositions and methods of the present invention comprises an amino alcohol. Compounds suitable as the amino alcohol solvent component of the compositions and methods of the present invention are those compounds that comprise at least one primary, secondary, or tertiary amino moiety per molecule and at least one hydroxyalkyl moiety per molecule, more typically In one embodiment, the amino alcohol is a linear, branched, or cyclic, saturated or unsaturated hydrocarbon that is substituted on at least one carbon atom with an amino group and on at least one other carbon atom with hydroxyalkyl or hydroxyl group, such as monoethanolamine, ethylaminoethanol, dimethylaminoethanol, isopropylaminoethanol, diethanolamine, triethanolamine, methylaminoethanol, aminopropanol, methylaminopropanol, dimethylaminopropanol, aminobutanol, dimethylaminobutanol, aminobutanediol, trihydroxymethylaminoethane, diethylaminopropanediol, 1-amino-cyclopentane methanol, and aminobenzyl alcohol, or a heterocyclic ring that comprises at least one nitrogen atom as a ring member and/or is substituted on at least one carbon atom with an amino group and that is substituted on at least one other carbon atom with a hydroxyalkyl or hydroxyl group, such as methylaminomethyl-1,3-dioxolane.

[0087] Suitable heterocyclic alcohol solvents include, for example, 5- or 6-membered heterocyclic rings that include 1 or 2 oxygen atoms as ring member, that are substituted on at least one carbon atom of the ring with a (C.sub.1-C.sub.6)hydroxyalkyl group, and that may optionally be substituted on one or more carbon atoms of the ring with one or more (C.sub.1-C.sub.4)alkyl groups. It is understood that the term heterocyclic alcohol includes dioxolane compounds. In one embodiment, the heterocyclic alcohol component of the present invention comprises a one or more compounds selected from heterocyclic alcohols according to structures (IV), (IVa), (V), (VI), and (VII):

##STR00009##

[0088] wherein n=1 or 2,

##STR00010##

[0089] In one embodiment, the organic solvent component of the composition and methods of the present invention comprises one or more organophosphate solvents as described herein, polar aprotic solvents, one or more dibasic ester compounds according to structure (II), one or more amino alcohols, one or more tertiary amines, one or more heterocyclic alcohols according to structure (III), or mixtures thereof.

[0090] In one embodiment, the organic solvent component of the composition and methods of the present invention comprises dimethyl sulfoxide, dimethyl formamide, the dimethyl ester of succinic acid, dimethyl ester of ethyl succinic acid, the dimethyl ester of glutaric acid, the dimethyl ester of methyl glutaric acid, and the dimethyl ester of adipic acid, diethylene triamine, or monoethanolamine, methyl-5-(dimethylamino)-2-methyl-oxopentanoate, dimethylaminoethanol, triethanol amine, a heterocyclic alcohol according to structure (III), or a mixture thereof.

[0091] In one embodiment, the organic solvent component of the liquid agricultural composition comprises at least one organophosphate compound having the formula (VIII)

##STR00011##

[0092] wherein wherein R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.16 alkyl group, a C.sub.1-C.sub.16 alkenyl, group, a C.sub.1-C.sub.16 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H. In another embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.12 alkyl group, a C.sub.1-C.sub.12 alkenyl, group, a C.sub.1-C.sub.12 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H. In one embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from H, a C.sub.1-C.sub.4 alkyl group, a C.sub.4-C.sub.8 alkyl group, a C.sub.1-C.sub.12 alkenyl, group, a C.sub.1-C.sub.4 alkoxyalkyl group, a C.sub.7-C.sub.30 alkylarylalkyl group, a C.sub.7-C.sub.30 arylalkyl group, or an aryl group; provided that at least one of R.sub.1, R.sub.2 or R.sub.3 is not H. In one embodiment, the organophosphate compound of formula (VIII) is the stabilizer.

[0093] In yet another embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from a linear or branched C.sub.1-C.sub.12 alkyl group, a linear or branched C.sub.1-C.sub.12 alkenyl, group, a linear or branched C.sub.1-C.sub.12 alkoxyalkyl group, a linear or branched C.sub.7-C.sub.30 alkylarylalkyl group, a linear or branched C.sub.7-C.sub.30 arylalkyl group, or an aryl group. In one embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently chosen from a C.sub.1-C.sub.12 alkyl group, more typically, a C.sub.2-C.sub.5 alkyl group.

[0094] In one embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently a C.sub.1-C.sub.3 alkyl group, typically an ethyl group. In another embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently a branched C.sub.1-C.sub.12 alkyl group, typically, a 2-ethylhexyl group. In one embodiment, R.sub.1, R.sub.2 and R.sub.3, are each independently a C.sub.1-C.sub.12 alkoxyalkyl group, typically a butoxyethyl group.

[0095] In one embodiment, the organic solvent component of the composition and methods of the present invention comprises dimethyl sulfoxide, dimethyl formamide, diethylene triamine, monoethanolamine, or a mixture thereof.

[0096] In one embodiment, the organic solvent component of the composition and methods of the present invention comprises a mixture of at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above, and dimethyl sulfoxide.

[0097] In one embodiment, a compound utilized as the solvent or as a component in the solvent blend is a compound of general formula (II):

R.sub.3OOC-A-CONR.sub.4R.sub.5 (II),

[0098] According to one embodiment, the expression compound denotes any compound corresponding to the general formula (II). In other embodiments, the term compound also refers to mixtures of several molecules corresponding to general formula (II). It may therefore be a molecule of formula (II) or a mixture of several molecules of formula (II), wherein both fall under the definition of the term compound when referring to formula (II).

[0099] The R.sub.3, R.sub.4 and R.sub.5 groups can be, in some embodiments, identical or, in other embodiment, different. In one embodiment, may be groups chosen from C.sub.1-C.sub.20 alkyl, aryl, alkaryl or arylalkyl groups or the phenyl group. In another embodiment, may be groups chosen from C.sub.1-C.sub.12 alkyl, aryl, alkaryl or arylalkyl groups or the phenyl group. Mention is made especially of Rhodiasolv PolarClean (Manufactured by Rhodia Inc. of Cranbury, N.J.). The R.sub.4 and R.sub.5 groups may optionally be substituted. In one particular embodiment, the groups are substituted with hydroxyl groups.

[0100] In one embodiment, R.sub.3 group is chosen from methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, n-pentyl, isopentyl, isoamyl, n-hexyl, cyclohexyl, 2-ethylbutyl, n-octyl, isooctyl, 2-ethylhexyl, tridecyl groups.

[0101] R.sub.4 and R.sub.5 groups, which are identical or different, in one embodiment, may especially be chosen from methyl, ethyl, propyl (n-propyl), isopropyl, n-butyl, isobutyl, n-pentyl, amyl, isoamyl, hexyl, cyclohexyl or hydroxyethyl groups. The R.sub.4 and R.sub.5 groups may also be such that they form, together with the nitrogen atom, a morpholine, piperazine or piperidine group. According to some embodiments, R.sub.4 and R.sub.5 are each methyl, or R.sub.4 and R.sub.5 are each ethyl, or R.sub.4 and R.sub.5 are each hydroxyethyl.

[0102] According to one embodiment, if A comprises a linear group of formula CH.sub.2CH.sub.2 and/or of formula CH.sub.2CH.sub.2CH.sub.2CH.sub.2 and/or of formula (CH.sub.2).sub.8 then it is a mixture of A groups. According to one particular embodiment, if A is linear, then it is a mixture of A groups, for example a mixture of two or three CH.sub.2CH.sub.2 (ethylene); CH.sub.2CH.sub.2CH.sub.2 (n-propylene); and CH.sub.2CH.sub.2CH.sub.2CH.sub.2 (n-butylene) groups (or isomers thereof).

[0103] According to a first particular embodiment of the invention, the A group is a divalent linear alkyl group chosen from the groups of the following formulae: CH.sub.2CH.sub.2 (ethylene); CH.sub.2CH.sub.2CH.sub.2 (n-propylene); CH.sub.2CH.sub.2CH.sub.2CH.sub.2 (n-butylene), and mixtures thereof.

[0104] In one embodiment, the inhibitor composition of the present invention comprises, based on 100 parts by weight (pbw) of the composition:

[0105] from about 4 to about 60 pbw, more typically from about 10 to about 55 pbw, and even more typically from about 20 to about 40 pbw dicyandiamide, and

[0106] from about 55 to about 96 pbw, more typically from about 58 to about 90 pbw, and even more typically from about 60 to about 80 pbw of the organic solvent.

[0107] In one embodiment, the inhibitor composition of the present invention comprises one or more urease inhibitors, such as, for example, NBPT or ammonium thiosulfate.

[0108] The nitrogenous fertilizer compound is treated with the inhibitor composition by contacting the nitrogenous fertilizer composition with the inhibitor composition described herein (e.g., nitrification inhibitor or urease inhibitor or a combination of both). The nitrogenous fertilizer composition may be in solid or liquid form.

[0109] Suitable nitrogenous fertilizers are those containing a nitrogenous compound such as urea, nitrate salts, ammonium salt, or a mixture thereof, such as ammonium nitrate, ammonium sulfate, ammonium thiosulfate, ammonium polysulfide, ammonium phosphates, ammonium chloride, ammonium bicarbonate, anhydrous ammonia, calcium nitrate, nitrate soda, calcium cyanamide. In one embodiment, the nitrogenous fertilizer comprises ammonium nitrate. Suitable ammonium nitrate-containing fertilizers include, for example, UAN 18, UAN 28, and UAN 30.

[0110] In one embodiment, the nitrogenous fertilizer composition is in solid particulate form, and the contacting of the nitrogenous fertilizer composition with the inhibitor composition is conducted by, for example, spraying the composition of the present invention on the particles of solid fertilizer composition.

[0111] In one embodiment, the concentrated fertilizer composition of the present invention is a solid nitrification-inhibited fertilizer composition that comprises, based on 100 pbw of the composition:

[0112] from about 60 pbw to about 99.999, more typically from about 70 pbw to about 99.999, and even more typically from about 80 pbw to about 99.999 solid particles of one or more nitrogenous fertilizer compounds, and from about 0.001 to about 40 pbw, more typically from about 0.001 to about 30 pbw, and even more typically from about 0.001 to about 20 pbw, dicyandiamide.

[0113] In one embodiment, the solid nitrification-inhibited fertilizer composition of the present invention further comprises one or more urease inhibitors, more typically NBPT.

[0114] In one embodiment, the end use fertilizer composition of the present invention is made by combining the inhibitor composition of the present invention with a solid nitrogenous fertilizer to form a solid nitrification-inhibited fertilizer composition and subsequently dissolving the solid nitrification-inhibited fertilizer composition in an aqueous medium, typically water, in a ratio of up to about 500 pbw, more typically from 100 to 500 pbw and even more typically from about 100 to about 300 pbw, of the aqueous medium per 1 pbw of the solid nitrification-inhibited fertilizer composition.

[0115] In one embodiment, the fertilizer compound is in liquid form and the contacting of the fertilizer composition with the inhibitor composition is conducted by mixing the inhibitor composition with the liquid fertilizer composition.

[0116] In one embodiment, the concentrated fertilizer composition of the present invention is a concentrated liquid nitrification-inhibited fertilizer composition that comprises, based on 100 pbw of the composition:

[0117] from about 20 to about 99.989 pbw, more typically from about 30 to about 99.985 pbw, and even more typically from about 40 to about 99.98 pbw of one or more nitrogenous fertilizer compounds,

[0118] from about 0.001 to 40 pbw, more typically from about 0.005 to 30 pbw, and even more typically from about 0.01 to 20 pbw dicyandiamide, and

[0119] from about 0.01 to 60 pbw, more typically from about 0.01 to about 40 pbw, and even more typically from about 0.01 to about 30 pbw of the organic solvent or solvent mixture, as described herein.

[0120] In one embodiment, the concentrated liquid nitrification-inhibited fertilizer composition of the present invention further comprises one or more urease inhibitors, more typically NBPT.

[0121] In one embodiment, the end use fertilizer composition of the present invention is made by combining the inhibitor composition of the present invention with a concentrated nitrogenous fertilizer to form a concentrated liquid nitrification-inhibited fertilizer composition and subsequently diluting the concentrated liquid nitrification-inhibited fertilizer composition with an aqueous medium, typically water in a ratio of up to about 500 pbw, more typically from about 10 to about 500 pbw and even more typically from about 100 to about 300 pbw, of the aqueous medium per 1 pbw concentrated liquid nitrogenous fertilizer composition.

[0122] In one embodiment, the end use fertilizer composition of the present invention is made by combining the inhibitor composition of the present invention, a solid or concentrated liquid nitrogenous fertilizer, and an aqueous medium.

[0123] In one embodiment, the end use fertilizer composition of the present invention is an aqueous liquid composition that comprises water, one or more nitrogenous fertilizer compounds, and dicyandiamide, typically in an amount of from 210.sup.6 pbw to about 4 pbw dicyandiamide per 100 pbw of the end use fertilizer composition.

[0124] In one embodiment, the end use fertilizer composition of the present invention comprises water and based on 100 parts by weight of the composition:

[0125] from about 0.04 to about 10 pbw, more typically from about 0.06 to about 10 pbw, and even more typically from about 0.08 pbw to about 10 pbw to of one or more nitrogenous fertilizer compounds,

[0126] from about 210.sup.6 to about 4 pbw, more typically from about 110.sup.5 to about 3 pbw, and even more typically from about 210.sup.4 to about 2 pbw dicyandiamide, and

[0127] from about 210.sup.4 to about 6 pbw, more typically from about 210.sup.4 to about 4 pbw, and even more typically from about 210.sup.4 to about 3 pbw of the organic solvent.

[0128] In one embodiment, the end use fertilizer composition of the present invention comprises one or more urease inhibitors, more typically NBPT, alone or in combination with the nitrification inhibitor.

[0129] In one embodiment, the end use fertilizer composition of the present invention comprises from about 0.001 to about 5 pbw, more typically from about 0.01 to about 2 pbw dicyandiamide per 100 pbw of the one or more nitrogenous fertilizer compounds.

[0130] In one embodiment, the end use fertilizer composition is applied to target plants or to an environment for the target plants, i.e., to ground on or within which the target plants are growing or to be grown, at a rate of from about 0.01 pounds to about 5 pounds of the fertilizer composition, more typically from about 0.05 pounds to about 2 pounds of the fertilizer composition, per 100 square feet of ground.

[0131] In one embodiment, the end use fertilizer composition is applied to target plants or to an environment for the target plants at a rate effective to provide a dosage of nitrogenous fertilizer compound of from about 0.01 pounds to about 5 pounds of fertilizer compound, more typically from about 0.05 pounds to 2 pounds of fertilizer compound, per 100 square feet of ground.

[0132] In one embodiment, the end use fertilizer composition is applied to target plants or to an environment for the target plants at a rate effective to provide a dosage of dicyandiamide of from about 0.01 pounds to 5 pounds of dicyandiamide, more typically from about 0.05 pounds to 2 pounds of dicyandiamide, per 1000 square feet of ground.

[0133] The composition of the present invention provides improved ease of handling of dicyandiamide, improved solubility characteristics, low toxicity of the organic solvents; good storage characteristics, and excellent miscibility with aqueous compositions, such as aqueous nitrogenous fertilizer formulations.

[0134] In one embodiment the composition comprises, by weight of composition, at least 50 wt % of DCD and/or NBPT, the remainder being solvent or a mixture of solvents. By way of example, in one embodiment, the fertilizer composition comprises, by weight of composition, at least 50 wt % of NBPT and less than or equal to 50 wt % of a solvent blend of DMSO and at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above. By way of another example, in one embodiment, the fertilizer composition comprises, by weight of composition, at least 50 wt % of DCD and 50 wt % of a solvent blend of DMSO and at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above. By way of another example, in one embodiment, the fertilizer composition comprises, by weight of composition, at least 50 wt % of DCD and less than or equal to 50 wt % of at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above. Optionally, other components such as dyes and the like can be added.

[0135] In one embodiment the composition comprises, by weight of composition, at least 25 wt % or 30 wt % of DCD and/or NBPT, the remainder being solvent or a mixture of solvents. By way of example, in one embodiment, the fertilizer composition comprises, by weight of composition, at least 25 wt % of a combination of DCD and NBPT and less than or equal to 70 wt % of a solvent blend of: (i) at least one dioxolane compound of formula (III):

##STR00012##

[0136] wherein R.sub.6 and R.sub.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

[0137] (ii) at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above. Optionally, other components such as dyes and the like can be added.

[0138] By way of example, in another embodiment, the fertilizer composition comprises, by weight of composition, at least 25 wt %, typically as least 30 wt %, of a combination of DCD and NBPT, and less than or equal to 70 wt % of a solvent blend of: (i) at least one dioxolane compound of formula (III):

##STR00013##

[0139] wherein R.sub.6 and R.sub.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

[0140] (ii) at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above. Optionally, other components such as dyes and the like can be added.

[0141] In one embodiment the composition comprises, by weight of composition, greater than 40 pbw of DCD and/or NBPT, the remainder being solvent or a mixture of solvents.

[0142] In one embodiment the composition comprises, by weight of composition, greater than 35 pbw of DCD and/or NBPT, the remainder being solvent or a mixture of solvents.

[0143] In one embodiment the composition comprises, by weight of composition, greater than 45 pbw of DCD and/or NBPT, the remainder being solvent or a mixture of solvents. By way of example, in one embodiment, the fertilizer composition comprises, by weight of composition, 45 wt % of DCD and 55 wt % of a solvent blend of: (i) at least one dioxolane compound of formula (III), wherein R.sub.6 and R.sub.7 are as described above; and

(ii) at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above.

[0144] In one embodiment the composition comprises, by weight of composition, greater than 55 pbw of DCD and/or NBPT, the remainder being solvent or a mixture of solvents. By way of example, in one embodiment, the fertilizer composition comprises, by weight of composition, at least 55 wt % of DCD and/or NBPT and less than or equal to 45 wt % of a solvent blend of: (i) at least one dioxolane compound of formula (III), wherein R.sub.6 and R.sub.7 are as described above; and

(ii) at least one organophosphate solvent according to formula (VIII), wherein R.sub.1, R.sub.2 and R.sub.3 are as described above.

Experiments

[0145]

TABLE-US-00001 Formulation 1 DV-10607 Components wt % (by weight of total formulation) NBPT 50.0 DMSO 39.7 TEP 9.9 Blue Dye 0.24 Yellow Dye 0.16 Total 100

TABLE-US-00002 Formulation 2 DV-10662 Components wt % (by weight of total formulation) DCD 24.0 NBPT 6.0 DMSO 68.2 TEP 1.5 Blue Dye 0.18 Yellow Dye 0.12 Total 100

[0146] A Comparative Sample was prepared with the same NBPT and solvent source as Formulation 1, except the Comparative Sample did not contain TEP as a stabilizer. Both Formulation 1 and the Comparative Sample were set aside at 45 C. for 2 weeks. It was observed that both Formulation 1 and the Comparative Sample showed color evolution, as both started colorless. After 2 weeks it was observed that the Comparative Sample turned a dark amber color. However, Formulation 1 turned a slight yellow, transparent color, which indicated a lower NBPT degradation curve versus the Comparative Example, which did not containing the stabilizer.

[0147] Referring to FIG. 1, both Formulation 1 and the Comparative Sample were analyzed by ARC (Accelerated Rate calorimetry) up to 100 C. in a stainless steel test cell using standard HWS (Heat-wait-search mode) methodology. Test were performed under an air atmosphere. An onset of 76 C. was determined for the unstabilized sample (i.e., the Comparative Sample), while no onset was determined for the stabilized one (i.e., Formulation 1). It is believed that this onset is an exotherm reaction giving an indication of instability. Referring back to FIG. 1, a chart illustrates the residual pressure of a Comparative Sample (without the organophosphate compound, i.e., unstabilized) and of Formulation 1 (with the organophosphate compound, i.e., stabilized), both as a function of Temperature.

[0148] Lower residual pressure is an indication of lower volatile components, an indirect measure of degradation. In other words, there were less volatile components measured for the Stabilized formulation (Formulation 1) over the temperature range as compared to the Comparative Sample. The measurement of less volatile components over the temperature range indicates that less NBPT is degraded in Formulation 1 as compared to the Comparative Sample (i.e., more NBPT was degraded in the Comparative Sample). This supports the visual observation of the two samples after 2 weeks at 45 C., in which the Comparative Sample turned a much darker color, indicating more degradation of NBPT related to Formulation 1.