Solvent systems of N-alkyl thiophosphoric triamides and methods of use in agricultural applications

Patent metadata

Field	Value
Publication number	US-10173935-B2
Application number	US-201213711768-A
Country	US
Kind code	B2
Filing date	Dec 12, 2012
Priority date	Dec 12, 2011
Publication date	Jan 8, 2019
Grant date	Jan 8, 2019

Abstract

Solvent systems for the formulation of alkyl thiophosphoric triamide urease inhibitors, that provide stable dispersion of alkyl thiophosphoric triamides for even distribution (in low or high concentrations) onto fertilizers containing urea in liquid or solid form.

First claim

What is claimed is:

1. A composition comprising:
at least one alkyl thiophosphoric triamide, wherein the alkyl thiophosphoric triamide is present in an amount between 15% by weight of the composition and 35% by weight of the composition dispersed into a carrier;
solvent of said carrier consisting of at least one dioxolane compound of formula (Ia):

wherein R 6 and R 7 individually comprises an alkyl group, wherein n is an integer of from 1 to 4 , and optional co-solvent;
wherein the dioxolane compound is present in an amount from at least 25% by weight of the composition; and
wherein the optional co-solvent is selected from the group consisting of:
at least one dibasic ester;
at least one alkyl lactate;
ethyl levulinate;
at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;
at least one glycerine or glycerine derivative;
at least one alkylene carbonate; and
any combination thereof.

2. The composition of claim 1 , wherein n is an integer of from 1 to 2 and R 6 and R 7 are each selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, t-butyl, and isobutyl, and the alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide.

3. The composition of claim 2 , wherein n is 1 and R 6 and R 7 are each methyl, wherein the alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide.

4. The composition of claim 1 , wherein the dioxolane compound is present in an amount from 25% by weight of the composition to 70% by weight of the composition, wherein the alkyl thiophosphoric triamide is present in an amount between about 15% by weight of the composition and about 30% by weight of the composition.

5. The composition of claim 4 ,
wherein the dioxolane compound is present in an amount from 54.65% by weight of the composition to 70% by weight of the composition, wherein n is 1 and R 6 and R 7 are each methyl.

6. The composition of claim 1 , wherein the co-solvent is present in the composition and consists of the at least one alcohol.

7. The composition of claim 1 , wherein the co-solvent is present in the composition and consists of the at least one dibasic ester, wherein the at least one dibasic ester consists of at least two dibasic esters selected from the group consisting of: dialkyl methylglutarate, dialkyl ethylsuccinate, dialkyl adipate, dialkyl succinate and dialkyl glutarate.

8. The composition of claim 1 , wherein the co-solvent is present in the composition and consists of the at least one dibasic ester, wherein the at least one dibasic ester consists of a blend of dialkyl methylglutarate, dialkyl ethylsuccinate and, optionally, dialkyl adipate.

9. The composition of claim 1 , wherein the co-solvent is present in the composition and consists of the at least one dibasic ester, wherein the at least one dibasic ester consists of a blend of dialkyl adipate, dialkyl succinate and dialkyl glutarate.

10. The composition of claim 1 , wherein the co-solvent is present in the composition and consists of the alkyl lactate, wherein the alkyl lactate is a C 1 -C 8 alkyl lactate.

11. The composition of claim 1 , wherein the co-solvent is present in the composition and consists of the alkoxyalcohol, wherein the alkoxyalcohol is 2-butoxyethanol.

12. The composition of claim 1 , wherein the co-solvent is the present in the composition and consists of the alkylene carbonate, wherein the at least one alkylene carbonate is propylene carbonate.

13. The composition of claim 1 , wherein the composition is a flowable liquid composition.

14. The composition of claim 13 , wherein the flowable liquid composition is a homogenous solution.

15. The composition of claim 13 , wherein the flowable liquid composition is a mixture, wherein the alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide.

16. The composition of claim 1 , wherein the amine alcohol is present in the composition, wherein the amine alcohol is selected from the group consisting of ethanolamine, propanolamine, dialkyl alkanolamines, methanolamine, and any combination thereof.

17. A method for preparing an agricultural composition comprising contacting the composition of claim 1 with a nitrogen-based fertilizer composition.

18. The method of claim 17 , wherein the nitrogen-based fertilizer composition is in granular form.

19. The method of claim 17 , wherein the nitrogen-based fertilizer composition is in substantially liquid form.

20. A composition consisting of:
a) alkyl thiophosphoric triamide, wherein the alkyl thiophosphoric triamide is present in an amount between 15% by weight of the composition and 35% by weight of the composition, wherein the alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide;
b) a solvent selected from the group consisting of at least one dioxolane compound of formula (Ia):

wherein R 6 and R 7 individually are an alkyl group, wherein n is an integer of from 1 to 4; and
c) optionally a co-solvent selected from the group consisting of:
at least one dibasic ester;
at least one alkyl lactate;
ethyl levulinate;
at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;
at least one glycerine or glycerine derivative;
at least one alkylene carbonate; and
any combination thereof;

d) optionally a dye;
e) optionally a surfactant.

21. The composition of claim 20 , comprising alkyl thiophosphoric triamide in the amount of 15 w % to 35 w % wherein the dioxolane compound is present in an amount from at least 25% by weight of the composition.

22. The composition of claim 20 , consisting of:
a) the alkyl thiophosphoric triamide;
b) the solvent;
c) optionally the co-solvent; and
d) optionally the dye.

23. The composition of claim 22 , comprising alkyl thiophosphoric triamide in the amount of 15 w % to 35 w % wherein the dioxolane compound is present in an amount of at least 25% by weight of the composition.

24. The composition of claim 22 , wherein the dioxolane compound is present in an amount from 25% to 70% by weight of the composition.

25. The composition of claim 21 , consisting of:
wherein the alkyl thiophosphoric triamide is present in an amount between 21% by weight of the composition and 26.6% by weight of the composition, wherein the alkyl thiophosphoric triamide is N-(n-butyl)-thiophosphoric triamide;
wherein the co-solvent is present and selected from the group consisting of at least one ethyl lactate, at least one dibasic ester, at least one alcohol, and any combination thereof.

26. The composition of claim 25 , wherein the co-solvent is present and selected from the group consisting of at least one alcohol.

27. The composition of claim 26 , comprising alkyl thiophosphoric triamide in the amount of 15 w % to 35 w % wherein the dioxolane compound is present in an amount from at least 25% by weight of the composition.

28. The composition of claim 26 , wherein the dioxolane compound is present in an amount from 25% to 70% by weight of the composition.

29. A composition, consisting of:
a) alkyl thiophosphoric triamide, wherein the alkyl thiophosp

Assignees

• Rhodia Operations
• Midtech R&D Inc

Inventors

• Iannotta Leahann
• Pazhianur Rajesh
• Shanmuga Krish Murthy
• Latting John A
• Woodall T Kent

Classifications

• C05G3/90 Primary

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

• C05B15/00 Primary

  Organic phosphatic fertilisers (bone meal C05B17/00) · CPC title

• C05G3/08

  Chemistry & Metallurgy · mapped topic