IP Library Granted Patent US 9,266,789
Granted Patent B2
US 9,266,789 · App. 14/135,968 · Granted Feb 23, 2016

Liquid dicyandiamide and/or alkyl thiophosphoric triamide compositions and their use in agricultural applications

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Quick Facts
Patent No.
US 9,266,789
App. No.
14/135,968
Granted
Feb 23, 2016
Kind
B2
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, amine solvents, heterocyclic alcohol solvents, and mixtures thereof, is useful in making fertilizer compositions and in a method of fertilizing target plants.

Claims (108)

1. A composition for use in agricultural applications comprising a dicyandiamide dissolved in a liquid medium comprising an organic solvent comprising:

(a) at least one dioxolane compound of formula (la):

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 (b) optionally, at least one compound selected from the group consisting of

(b)(i) at least one dibasic ester;

(b)(ii) at least one compound of formula (lla):

R 3 OOC-A-CONR 4 R 5   (lla):

 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;

(b)(iii) at least one alkyldimethylamide;

(b)(iv) at least one alkyl lactate;

(b)(v) ethyl levulinate;

(b)(vi) at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;

(b)(vii) at least one glycerine or glycerine derivative;

(b)(viii)at least one alkylene carbonate; and

(b)(ix) dimethylsulfoxide.

2. The composition of claim 1 wherein the organic solvent comprises:

(a) at least one dioxolane compound of formula (la):

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

b) dimethylsulfoxide.

3. A method of making a solid or concentrated liquid fertilizer composition comprising treating one or more nitrogenous fertilizer compounds with an inhibitor composition that comprises a dicyandiamide, the inhibitor composition dissolved in a liquid medium comprising an organic solvent comprising:

(a) at least one dioxolane compound of formula (la):

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

(b) optionally, at least one compound selected from the group consisting of

(b)(i) at least one dibasic ester;

(b)(ii) at least one compound of formula (lla):

R 3 OOC-A-CONR 4 R 5   (lla),

 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;

(b)(iii) at least one alkyldimethylamide;

(b)(iv) at least one alkyl lactate;

(b)(v) ethyl levulinate;

(b)(vi) at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;

(b)(vii) at least one glycerine or glycerine derivative;

(b)(viii)at least one alkylene carbonate; and

(b)(ix) dimethylsulfoxide.

4. The method of claim 3 wherein the solvent comprises:

(a) at least one dioxolane compound of formula (la):

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

b) dimethylsulfoxide.

5. The method of claim 3 wherein the solvent comprises

(a) at least one dioxolane compound of formula (la):

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

(b) at least at least one glycerine or glycerine derivative.

6. 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) a dicyandiamide

(c) an organic solvent comprising:

(c)(i) at least one dioxolane compound of formula (la):

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

(c)(ii) optionally, at least one compound selected from the group consisting of

(c)(ii)(1) at least one dibasic ester;

(c)(ii)(2) at least one compound of formula (lla):

R 3 OOC-A-CONR 4 R 5   (lla),

 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;

(c)(ii)(3) at least one alkyldimethylamide;

(c)(ii)(4) at least one alkyl lactate;

(c)(ii)(5) ethyl levulinate;

(c)(ii)(6) at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;

(c)(ii)(7) at least one glycerine or glycerine derivative;

(c)(ii)(8) at least one alkylene carbonate; and

(c)(ii)(9) dimethylsulfoxide, and

(d) water.

7. A method of making an aqueous end use fertilizer composition comprising incorporating:

(a) one or more nitrogenous fertilizer compounds, and

(b) an inhibitor composition that comprises a dicyandiamide, the inhibitor composition dissolved in a liquid medium comprising:

(c)(i) at least one dioxolane compound of formula (la):

 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

(c)(ii) optionally, at least one compound selected from the group consisting of

(c)(ii)(1) at least one dibasic ester;

(c)(ii)(2) at least one compound of formula (lla):

R 3 OOC-A-CONR 4 R 5   (lla),

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;

(c)(ii)(3) at least one alkyldimethylamide;

(c)(ii)(4) at least one alkyl lactate;

(c)(ii)(5) ethyl levulinate;

(c)(ii)(6) at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;

(c)(ii)(7) at least one glycerine or glycerine derivative;

(c)(ii)(8) at least one alkylene carbonate; and

(c)(ii)(9) dimethylsulfoxide,

in an aqueous medium.

8. The method of claim 7 wherein the organic solvent comprises:

(a) at least one dioxolane compound of formula (la):

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

b) dimethylsulfoxide.

9. An aqueous end use 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) a dicyandiamide,

(c) an organic solvent comprising:

(c)(i) at least one dioxolane compound of formula (la):

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

(c)(ii) optionally, at least one compound selected from the group consisting of

(c)(ii)(1) at least one dibasic ester;

(c)(ii)(2) at least one compound of formula (lla):

R 3 OOC-A-CONR 4 R 5   (lla),

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;

(c)(ii)(3) at least one alkyldimethylamide;

(c)(ii)(4) at least one alkyl lactate;

(c)(ii)(5) ethyl levulinate;

(c)(ii)(6) at least one alkyoxyalcohol, ether alcohol, amine alcohol, amino alcohol or alcohol;

(c)(ii)(7) at least one glycerine or glycerine derivative;

(c)(ii)(8) at least one alkylene carbonate; and

(c)(ii)(9) dimethylsulfoxide; and

(d) water.

10. A method for fertilizing target plants, comprising applying an aqueous end use fertilizer composition that comprises:

(a) one or more nitrogenous fertilizer compounds

(b) a dicyandiamide

(c) an organic solvent comprising dimethyl sulfoxide and a heterocyclic alcohol according to structure (III):

 and

(d) water,

to the target plants or to an environment for the target plants.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2023
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 065488/0365 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 24, 2014
From: ORTIZ-SUAREZ, MARIVI; RUCH, THOMAS; SHANMUGA, KRISH
To: RHODIA OPERATIONS
Reel/Frame 032034/0750 →