IP Library Granted Patent US 7,077,976
Granted Patent B2
US 7,077,976 · App. 11/258,301 · Granted Jul 18, 2006

Phosphonamide and phosphonamide blend compositions to treat water

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Quick Facts
Patent No.
US 7,077,976
App. No.
11/258,301
Granted
Jul 18, 2006
Kind
B2
Abstract

The invention is a water treatment composition comprising at least one phosphonamide and blends thereof and a method to treat water. As phosphonamides are generally odorless, and typically solids, phosphonamide and phosphonamide blend compositions are generally odorless, conveniently processed and manufactured, and safely used without risks of exposure to odors and vapors associated with the corresponding amines. Advantageously, phosphonamides blended with amino-phosphate esters provide useful treatment compositions. The inventive compositions are generally used to treat water contained in water flow systems such as boilers and cooling towers.

Claims (31)

1. A water treatment composition comprising at least one phosphonamide formed by reacting an amine selected from the group consisting of cyclohexylamine, morpholine, octadecylamine, N,N-dimethyl-1,3-propandiamine, and ammonium hydroxide, and

a phosphonic acid selected from the group consisting of aminotri(methylene phosphonic acid), 1-hydroxyethylidene-1,1-diphosphonic acids and 2-phosphono-butane-1,2,4-tricarboxylic acid,

and blends thereof to treat water.

2. The composition of claim 1 wherein the blend comprising at least two phosphonamides formed from at least two amines and a phosphonic acid, said blend having a cumulative amine to phosphonic acid mole ratio in the range of from about 1:1 to about 10:1.

3. The composition of claim 2 wherein the phosphonamide is present in at least about 10% by weight of the composition.

4. The composition of claim 1 further comprising an amino-phosphate ester formed from a hydroxyamine and a phosphonic acid.

5. The composition of claim 4 wherein the amino-phosphate ester is present in at least about 10% by weight of the composition.

6. The composition of claim 4 wherein the hydroxyamine is selected from the group consisting of N,N-diethylethanolamine, 2-amino-2-methyl-1-propanol, 1,1-dimethylamine-propanol, and 2-dimethylamino-2-methyl-1-propanol.

7. The composition of claim 1 further comprising a hardness control agent.

8. The composition of claim 1 wherein the phosphonamide is present in at least about 10% by weight of the composition.

9. The composition of claim 1 wherein the composition is a solid.

10. A water treatment composition comprising at least one phosphonamide formed by reacting a compound selected from the group consisting of cyclohexylamine, morpholine, octadecylamine, N,N-dimethyl-1,3-propandiamine, and ammonium hydroxide, and mixtures thereof; and

a phosphonic acid selected from the group consisting of aminotri(methylene phosphonic acid), 1-hydroxyethylidene-1,1-diphosphonic acid, and 2-phosphono-butane-1,2,4-tricarboxylic acid and mixtures thereof.

11. The composition of claim 10 further comprising an amino-phosphate ester formed from a hydroxyamine and a phosphonic acid.

12. The composition of claim 11 wherein the amino-phosphate ester is present in at least about 10% by weight of the composition.

13. The composition of claim 11 wherein the hydroxyamine is selected from the group consisting of N,N-diethylethanolamine, 2-amino-2-methyl-1-propanol, 1,1-dimethylamine-propanol, and 2-dimethylamino-2-methyl-1-propanol.

14. The composition of claim 10 further comprising a hardness control agent.

15. The composition of claim 14 wherein the composition is a solid.

16. The composition of claim 14 wherein the phosphonamide is present in at least about 10% by weight of the composition.

17. The composition of claim 14 wherein the hardness control agent is a sulfonated water soluble polymeric compound.

18. A water treatment composition comprising a blend of:

at least two phosphonamides,

said phosphonamides formed from a reaction of a first phosphonic acid and at least two amines independently selected from the group consisting of cyclohexylamine, morpholine, octadecylamine, N,N-dimethyl-1,3-propanediamine, and ammonium hydroxide; and

an amino-phosphate ester;

said phosphate ester formed from a reaction of a second phosphonic acid and a hydroxyamine selected from the group consisting of N,N-diethylethanolamine, 2-amino-2-methyl-1-propanol, 1,1-dimethylamine-propanol, and 2-dimethylamino-2-methyl-1-propanol.

19. The composition of claim 18 wherein the first phosphonic acid is the same as the second phosphonic acid.

20. The composition of claim 18 wherein the first and second phosphonic acids are independently selected from the group consisting of aminotri(methylene phosphonic acid), 1-hydroxyethylidene-1,1-diphosphonic acid, and 2-phosphono-butane-1,2,4-tricarboxylic acid.

21. A composition comprising a blend of:

a morpholine-1-hydroxy-ethylidene-phosphoryl-phosphonamide present in at least about 10% by weight;

a cyclohexylamine-1-hydroxy-ethylidene-phosphoryl-phosphonamide present in at least about 10% by weight; and

a diethylaminoethanol-1-hydroxy-ethylidene-phosphoryl-phosphonate ester present in at least about 10% by weight of the blend.

Assignments (9)
CORRECTIVE ASSIGNMENT TO CORRECT THE TITLE TO READ RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 042038/0101 PREVIOUSLY RECORDED ON REEL 050598 FRAME 0028. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE OF SECURITY INTEREST. Recorded Oct 10, 2019
From: ANTARES CAPITAL LP
To: DUBOIS CHEMICALS, INC.
Reel/Frame 052091/0032 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 042038/0153 Recorded Oct 1, 2019
From: ANTARES CAPITAL LP
To: DUBOIS CHEMICALS, INC.
Reel/Frame 050597/0851 →
RELEASE OF SECURITY INTEREST RECORDED AT REEL/FRAME 04238/0101 Recorded Oct 1, 2019
From: ANTARES CAPITAL LP
To: DUBOIS CHEMICALS, INC.
Reel/Frame 050598/0028 →
FIRST LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 17, 2017
From: DUBOIS CHEMICALS, INC.
To: ANTARES CAPITAL LP
Reel/Frame 042038/0101 →
SECOND LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Mar 17, 2017
From: DUBOIS CHEMICALS, INC.
To: ANTARES CAPITAL LP
Reel/Frame 042038/0153 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY COLLATERAL RECORDED AT REEL 029549/FRAME 0142 Recorded Mar 15, 2017
From: ANTARES CAPITAL LP, SUCCESSOR AGENT TO GENERAL ELECTRIC CAPITAL CORPORATION
To: DUBOIS CHEMICALS, INC.
Reel/Frame 042020/0826 →
ASSIGNMENT OF INTELLECTUAL PROPERTY SECURITY AGREEMENTS Recorded Oct 9, 2015
From: GENERAL ELECTRIC CAPITAL CORPORATION, AS RETIRING AGENT
To: ANTARES CAPITAL LP, AS SUCCESSOR AGENT
Reel/Frame 036826/0621 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Dec 31, 2012
From: KEYBANK NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
To: DUBOIS CHEMICALS, INC.
Reel/Frame 029554/0757 →
SECURITY AGREEMENT Recorded Dec 28, 2012
From: DUBOIS CHEMICALS, INC.
To: GENERAL ELECTRIC CAPITAL CORPORATION, AS AGENT
Reel/Frame 029549/0142 →