Non-corrosive nitrification inhibitor polar solvent formulation

Patent metadata

Field	Value
Publication number	US-2016332931-A1
Application number	US-201615152426-A
Country	US
Kind code	A1
Filing date	May 11, 2016
Priority date	May 11, 2015
Publication date	Nov 17, 2016
Grant date	—

Abstract

This invention relates to stable liquid formulations of the nitrification inhibitor nitrapyrin comprising polar solvents that are stabilized with small amounts of compounds which help to reduce the tendency of polar solutions of nitrapyrin to corrode metal surfaces. Many of the formulations disclosed herein exhibit useful physical, chemical, and bioactive properties including reduced levels of corrosion when in contact with ferrous metals.

First claim

We claim:

1 . A formulation, comprising:
an inhibitor of nitrification; at least one corrosion inhibitor; a polar solvent capable of dissolving the nitrification inhibitor; and a second solvent, the second solvent is miscible in the polar solvent and wherein the second solvent is no more polar than the first solvent.

2 . The formulation according to claim 1 , wherein the at least one corrosion inhibitor is selected from the group consisting of:
(a) methylpyridines:

(b) pyridine carboxamides:

(c) pyridine carboxylic acid and esters:

(d) epoxidized seed or vegetable oils:

wherein R 1 , R 2 , and R 3 independently represent C 14 -C 20 alkyl groups substituted with from zero to four epoxide groups;
(e) epoxy resins based on bisphenol-type chemistry:

wherein R 1 and R 2 independently represent H, C 1 -C 4 alkyl, or phenyl, and R 3 and R 4 independently represent H, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, or phenyl;
(f) 1,2-epoxyalkanes:

(g) 1-alkylimidazoles:

(h) amine salts of nicotinic acid:

wherein R 1 , R 2 and R 3 independently represent H, (C 1 -C 18 ) alkyl or (C 1 -C 18 ) alkyl substituted with one or more substituents selected from, but not limited to, halogen, hydroxy, alkoxy or alkylthio, provided that the substituents are sterically compatible and the rules of chemical bonding and strain energy are satisfied, or any two of R 1 , R 2 and R 3 represent —(CH 2 ) n — where n is an integer from 3-5;
(i) primary, secondary & tertiary amines:

wherein R 1 , R 2 and R 3 independently represent H, (C 1 -C 18 ) alkyl or (C 1 -C 18 ) alkyl substituted with one or more substituents selected from, but not limited to, halogen, hydroxy, alkoxy or alkylthio, provided that the substituents are sterically compatible and the rules of chemical bonding and strain energy are satisfied, or any two of R 1 , R 2 and R 3 represent —(CH 2 ) n — where n is an integer from 3-5;
(j) tertiary amine oxides:

wherein R 4 , R 5 and R 6 independently represent (C 1 -C 18 ) alkyl or (C 1 -C 18 ) alkyl substituted with one or more substituents selected from, but not limited to, halogen, hydroxy, alkoxy or alkylthio, provided that the substituents are sterically compatible and the rules of chemical bonding and strain energy are satisfied, or any two of R 1 , R 2 and R 3 represent —(CH 2 ) n — where n is an integer from 3-5, or
wherein R 4 is a straight or branched chain (C 1 -C 18 ) alkyl or an alkyletherpropyl or alkylamidopropyl of the formula:

wherein R 7 is a straight or branched chain (C 10 -C 18 ) alkyl, and
R 5 and R 6 independently are straight or branched chain (C 1 -C 18 ) alkyl or ethoxylates or propoxylates of the formula:

wherein n is an integer from 1 to 20;
(k) tetra-substituted ammonium salts:

wherein R 1 , R 2 and R 3 independently represents (C 1 -C 16 ) alkyl or (C 1 -C 18 ) alkyl substituted with one or more substituents selected from, but not limited to, halogen, hydroxy, alkoxy or alkylthio, provided that the substituents are sterically compatible and the rules of chemical bonding and strain energy are satisfied, or any two of R 1 , R 2 and R 3 represent —(CH 2 ) n — where n is an integer from 3-5, R 4 represents ((C 1 -C 16 ) alkyl or arylalkyl), and X − is selected from, but not limited to, chloride, bromide, or iodide;

and mixtures thereof.

3 . The formulation according to claim 1 , wherein the polar solvent is a ketone selected from cyclopentanone and cyclohexanone.

4 . The formulation according to claim 1 , wherein the polar solvent is a dibasic ester which comprises:
a diester of formula (IIa):

a diester of formula (IIb):

and
a diester of formula (IIc):

wherein R 1 and R 2 individually comprise a hydrocarbon having from 1 to about 8 carbon atoms.

5 . The formulation according to claim 1 , wherein the polar solvent is an organophosphate compound selected from the group including triethyl phosphate, tri(isobutyl)phosphate, tributoxyethyl phosphate and tris(2-ethylhexyl) phosphate.

6 . The formulation according to claim 1 , wherein the polar solvent is an alkoxybenzene compound selected from methoxybenzene and ethoxybenzene.

7 . The formulation according to claim 1 , comprising:
about 250 to about 300 g/L of 2-chloro-6-(trichloromethyl)pyridine; about 40 to about 60 weight percent of a mixture of N, N-dimethyloctanamide (N, N-dimethylcaprylamide) and N, N-dimethyldecanamide (N,N-dimethylcapramide); about 0.5 to about 1.5 weight percent of liquid epoxy resin and about 0.5 to about 1.5 weight percent 2, 6-dimethylpyridine; and about 5 to about 20 weight percent solvent naphtha.

8 . The formulation according to claim 1 , comprising:
about 230 to about 300 g/L of 2-chloro-6-(trichloromethyl)pyridine; about 45 to about 55 weight percent of a mixture of N, N-dimethyloctanamide (N, N-dimethylcaprylamide) and N, N-dimethyldecanamide (N, N-dimethylcapramide); about 0.75 to about 1.4 weight percent of liquid epoxy resin; about 0.5 to about 1.5 weight percent 2, 6-dimethylpyridine; and about 10 to about 15 weight percent solvent naphtha.

9 . The formulation according to claim 1 , comprising:
about 240 g/L of 2-chloro-6-(trichloromethyl)pyridine; about 50.0 to about 55 weight percent of a mixture of N,N-dimethyloctanamide (N,N-dimethylcaprylamide) and N,N-dimethyldecanamide (N,N-dimethylcapramide); about 1.0 to about 1.1 weight percent of liquid epoxy resin oil; about 0.5 to about 1.5 weight percent 2, 6-dimethylpyridine; and about 11.0 to about 14.0 weight percent solvent naphtha.

10 . The formulation according to claim 1 , comprising:
about 240 g/L of 2-chloro-6-(trichloromethyl)pyridine; about 50.55 weight percent of a mixture of N, N-dimethyloctanamide (N,N-dimethylcaprylamide) and N, N-dimethyldecanamide (N, N-dimethylcapramide); about 1.2 weight percent of liquid epoxy resin oil; about 0.5 to abou

Assignees

• Dow Agrosciences Llc

Inventors

• Dave Hiteshkumar
• Liu Lei
• Williams Alex
• Goyal Rajesh
• Fradette Nicholas
• Moreau Chloe
• Armisen Samantha
• Mayer Kevin

Classifications

• C05G3/00 Primary

  Mixtures of one or more fertilisers with additives not having a specially fertilising activity · CPC title

• C05G3/90

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

• C05C11/00

  Other nitrogenous fertilisers · CPC title

• C05G3/08 Primary

  Chemistry & Metallurgy · mapped topic

• C05G3/0064

  Chemistry & Metallurgy · mapped topic