IP Library Granted Patent US 7,141,174
Granted Patent B2
US 7,141,174 · App. 10/947,509 · Granted Nov 28, 2006

Modified amine for boiler water treatment

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Quick Facts
Patent No.
US 7,141,174
App. No.
10/947,509
Granted
Nov 28, 2006
Kind
B2
Abstract

The present invention provides a method of treating boiler and condensate water by the addition of an effective amount of a hydroxyamine-acid ester treatment reagent or an all-in-one treatment composition comprising a hydroxyamine-acid ester. Modification of a hydroxyamine to a hydroxyamine-acid ester generally reduces the odors of the amine while providing a means to formulate the composition into a solid form. The ester typically decomposes at conditions in the boiler to release the hydroxyamine to treat the boiler water. Other components used to treat boiler water and condensate related problems may be formulated with the hydroxyamine-acid ester to form the all-in-one treatment composition.

Claims (47)

1. A method of treating boiler water comprising the addition of a composition including:

an ester of a hydroxyamine and a phosphonic acid to water in said boiler water.

2. The method of claim 1 wherein said phosphonic acid has the general formula (OR) 2 —P(O)OH, wherein R independently is selected from the group consisting of H, alkyl, cycloalkyl, aryl, and heteroaryl organic structures having up to 10 atoms.

3. The method claimed in claim 1 wherein the ester is formed from:

a hydroxyamine having the general formula HO—(CR 1 R 2 ) n —N—R 3 R 4 wherein R 1 , R 2 , R 3 , and R 4 , at each occurrence, is independently selected from the group consisting of H, alkyl, cycloalkyl, aryl, and heteroaryl organic structures having up to 10 atoms,

and wherein R 3 and R 4 taken together with the nitrogen to which they are attached can form a 5 or 6 membered ring containing 0–2 additional heteroatoms selected from N or O,

and wherein R 1 or R 2 , independently, can be attached to R 3 or R 4 independently, to form a 5 or 6 membered ring containing 0–2 additional heteroatoms selected from N or O, and

n is an integer from 0–10; and

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

4. The method claimed in claim 1 wherein the hydroxyamine is selected from the group consisting of hydroxy-modified cyclohexylamine, hydroxy-modified morpholine, hydroxy-modified octadecylamine, N, N-diethylethanolamine, 2-amino-2-methyl-1-propanol, 1,1-dimethylamine-propanol, 2-dimethylamino-2-methyl-1-propanol, hydroxy-modified N,N-dimethyl-1,3-propanediamine, and ammonium hydroxide.

5. The method claimed in claim 3 wherein the composition has a hydroxyamine to acid mole ratio in the range of from about 1:1 to about 3:1.

6. The method claimed in claim 1 further comprising an oxygen scavenging agent selected from the group consisting of sulfite and polyhydroxy acid,

wherein the polyhydroxy acid is selected from the group consisting of ascorbic acid and erythorbic acid.

7. The method claimed in claim 1 further comprising an alkalinity control agent selected from the group consisting of carbonate, hydroxide and amine.

8. The method claimed in claim 1 further comprising a hardness reducing agent selected from the group consisting of carbonate, polyacrylic acid, polymethacrylic acid, and salts thereof, and a polymaleate; and

a glucoheptonate.

9. The method claimed in claim 1 wherein the hydroxyamine is N, N-diethylethanolamine present in about 0.1% to about 50% by weight of the composition.

10. The method claimed in claim 1 wherein the ester is N,N-diethylaminoethanol-1-hydroxyethylene-1-phosphono-1-phosphonate ester present in about 0.1% to about 50% by weight of the composition.

11. The method claimed in claim 1 wherein the composition comprises by weight:

Glucoheptonate: 0% to 2.0%;

Sulfite: 0.1% to 60%;

Polyhydroxy acid: 0.1% to 5.0%;

said ester: 0.01% to 50%;

a polymer: 0.1% to 10%;

Polymaleate: 0.1% to 10%;

Carbonate: 0.0% to 20%;

alkali metal hydroxide: 0.0% to 40.0%, wherein

the sulfite is selected from the group consisting of sodium sulfite and potassium sulfite;

the polyhydroxy acid is selected from the group consisting of ascorbic acid and erythorbic acid;

wherein the hydroxyamine is selected from the group consisting of hydroxy-modified cyclohexylamine, hydroxy-modified morpholine, hydroxy-modified octadecylamine, N, N-diethylethanolamine, 2-amino-2-methyl-1-propanol, 1,1-dimethylamine-propanol, 2-dimethylamino-2-methyl-1-propanol, hydroxy-modified N,N-dimethyl-1,3-propanediamine, and ammomium hydroxide, and

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

the polymer is selected from the group consisting of polyacrylic acid, polymethacrylic acid, and salts thereof;

the polymaleate is polymaleic acid or the salt thereof; and

the carbonate is sodium carbonate or potassium carbonate.

12. The method claimed in claim 11 wherein the composition has a hydroxyamine to phosphonic acid mole ratio is in the range of from about 1:1 to about 3:1.

13. The method claimed in claim 11 wherein the ester is N,N-diethylaminoethanol-1-hydroxyethylene-1-phosphono-1-phosphonate ester present in about 0.1% to about 50% by weight of the composition.

14. The method claimed in claim 11 wherein the composition is a solid.

15. The method claimed in claim 1 wherein the composition comprises by weight:

Sodium Glucoheptonate: 0.01% to 5.0%;

Sodium sulfite: 1.0% to 30%;

Ascorbic acid: 0.1% to 5.0%;

Sodium polymethacrylate having a molecular weight between 500–5000: 1.0% to 10%;

N,N-diethylaminoethanol-1-hydroxyethylene-1-phosphono-1-phosphonate ester: 0.1% to 22.5%;

Maleic acid having a molecular weight between 500–1000: 0.1% to 5.0%;

Sodium carbonate: 0% to 20%;

Sodium hydroxide: 0% to 40%; and

Water: to 100%.

Assignments (12)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 1, 2008
From: STEIMEL, LYLE H; EMERSON, JAMES; BALOW, SUE ANN
To: JOHNSONDIVERSEY, INC.
Reel/Frame 021603/0659 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 1, 2008
From: JOHNSONDIVERSEY, INC.
To: DUBOIS CHEMICALS, INC.
Reel/Frame 021603/0833 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Oct 1, 2008
From: DUBOIS CHEMICALS, INC.
To: KEYBANK NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 021603/0915 →