IP Library Granted Patent US 7,645,731
Granted Patent B1
US 7,645,731 · App. 12/350,799 · Granted Jan 12, 2010

Use of aminocarboxylate functionalized catechols for cleaning applications

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Quick Facts
Patent No.
US 7,645,731
App. No.
12/350,799
Granted
Jan 12, 2010
Kind
B1
Abstract

A detergent composition is provided for preventing calcium, magnesium and iron precipitation and for removing soils. The detergent composition includes a caustic, a surfactant and an aminocarboxylate functionalized catechol. The detergent composition may include less than about 10% by weight phosphorous-containing compounds, NTA, and EDTA.

Claims (55)

1. A detergent composition for preventing calcium, magnesium and iron precipitation and for removing soils, the detergent composition comprising:

(a) a caustic;

(b) a surfactant; and

(c) an aminocarboxylate functionalized catechol;

(d) wherein the aminocarboxylate functionalized catechol has the formula:

wherein:

R 1 is NR 3 R 4 or R 2 NR 3 R 4 ,

R 2 is selected from the group consisting of a lower alkyl group from about 1 to about 4 carbon atoms,

at least one of R 3 and R 4 is R 5 (COOH) 2 ,

R 5 is selected from the group consisting of lower linear alkyl from about 1 to about 4 carbon atoms,

R 6 , R 7 and R 8 are selected from the group consisting of: hydrogen, SO 3 X, COOX, halogen, alkoxy group, a lower alkyl group from about 1 to about 4 carbon atoms, an amine having the general formula —N(R 9 ) 2 where R 9 is a lower alkyl group from about 1 to about 4 carbon atoms, a hydroxyalkyl group from about 1 to about 4 carbon atoms or any combination thereof, and

X is selected from the group consisting of hydrogen, an alkali metal ion, one half of an alkaline earth metal ion, and an ammonium ion with the general formula:

wherein each of R 10 , R 11 , R 12 and R 13 is a lower alkyl group from about 1 to about 4 carbon atoms, a hydroxyalkyl group from about 1 to about 4 carbon atoms or any combination thereof.

2. The detergent composition of claim 1 , wherein the aminocarboxylate functionalized catechol is at least one of: catechol aminocarboxylate, tiron aminocarboxylate, 4-methycatechol aminocarboxylate and 3-methoxy cathechol aminocarboxylate.

3. The detergent composition of claim 1 , wherein the aminocarboxylate functionalized catechol comprises catechol aminocarboxylate.

4. The detergent composition of claim 1 , wherein the aminocarboxylate functionalized catechol comprises tiron aminocarboxylate.

5. The detergent composition of claim 1 , wherein the caustic is at least one of an alkali metal hydroxide, alkali metal carbonate, and alkali metal silicate.

6. The detergent composition of claim 1 , wherein the aminocarboxylate functionalized catechol constitutes between about 1% and about 40% of the composition by weight.

7. A biodegradable detergent composition for preventing calcium, magnesium and iron precipitation and for removing soils, the detergent composition comprising:

(a) an alkalinity source constituting between about 1% and about 40% by weight of the composition;

(b) a surfactant constituting between about 1% and about 25% by weight of the composition; and

(c) an aminocarboxylate functionalized catechol constituting between about 1% and about 40% by weight of the composition;

(d) wherein the aminocarboxylate functionalized catechol has the formula:

wherein:

R 1 is NR 3 R 4 or R 2 NR 3 R 4 ,

R 2 is selected from the group consisting of a lower alkyl group from about 1 to about 4 carbon atoms,

at least one of R 3 and R 4 is R 5 (COOH) 2 ,

R 5 is selected from the group consisting of lower linear alkyl from about 1 to about 4 carbon atoms,

R 6 , R 7 and R 8 are selected from the group consisting of: hydrogen, SO 3 X, COOX, halogen, alkoxy group, a lower alkyl group from about 1 to about 4 carbon atoms, an amine having the general formula —N(R 9 ) 2 where R 9 is a lower alkyl group from about 1 to about 4 carbon atoms, a hydroxyalkyl group from about 1 to about 4 carbon atoms or any combination thereof, and

X is selected from the group consisting of hydrogen, an alkali metal ion, one half of an alkaline earth metal ion, and an ammonium ion with the general formula:

wherein each of R 10 , R 11 , R 12 and R 13 is a lower alkyl group from about 1 to about 4 carbon atoms, a hydroxyalkyl group from about 1 to about 4 carbon atoms or any combination thereof.

8. The biodegradable cleaning composition of claim 7 , wherein the aminocarboxylate functionalized catechol constitutes between about 2% and about 20% of the cleaning composition by weight.

9. The biodegradable cleaning composition of claim 7 , wherein the alkalinity source is at least one of an alkali metal hydroxide, alkali metal carbonate, and alkali metal silicate.

10. The biodegradable cleaning composition of claim 7 , wherein the aminocarboxylate functionalized catechol is at least one of: catechol aminocarboxylate, tiron aminocarboxylate, 4-methycatechol aminocarboxylate and 3-methoxy cathechol aminocarboxylate.

11. The biodegradable cleaning composition of claim 7 , wherein the aminocarboxylate functionalized catechol is at least one of: catechol aminocarboxylate and tiron aminocarboxylate.

12. The biodegradable cleaning composition of claim 7 , wherein the cleaning composition comprises less than about 10% NTA by weight.

13. The biodegradable cleaning composition of claim 7 , wherein the cleaning composition comprises less than about 10% EDTA by weight.

14. The biodegradable cleaning composition of claim 7 , wherein the cleaning composition comprises less than about 10% phosphorous-containing compounds by weight.

15. A method of preventing precipitation of calcium, magnesium and iron and removing soils, the method comprising:

(a) forming a use solution by mixing an alkalinity source, a surfactant, an aminocarboxylate functionalized catechol and water;

(b) applying the use solution to a surface; and

(c) rinsing the use solution from the surface;

(d) wherein the aminocarboxylate functionalized catechol has the formula:

wherein:

R 1 is NR 3 R 4 or R 2 NR 3 R 4 ,

R 2 is selected from the group consisting of a lower alkyl group from about 1 to about 4 carbon atoms,

at least one of R 3 and R 4 is R 5 (COOH) 2 ,

R 5 is selected from the group consisting of lower linear alkyl from about 1 to about 4 carbon atoms,

R 6 , R 7 and R 8 are selected from the group consisting of: hydrogen, SO 3 X, COOX, halogen, alkoxy group, a lower alkyl group from about 1 to about 4 carbon atoms, an amine having the general formula —N(R 9 ) 2 where R 9 is a lower alkyl group from about 1 to about 4 carbon atoms, a hydroxyalkyl group from about 1 to about 4 carbon atoms or any combination thereof, and

X is selected from the group consisting of hydrogen, an alkali metal ion, one half of an alkaline earth metal ion, and an ammonium ion with the general formula:

wherein each of R 10 , R 11 , R 12 and R 13 is a lower alkyl group from about 1 to about 4 carbon atoms, a hydroxyalkyl group from about 1 to about 4 carbon atoms or any combination thereof.

16. The method of claim 15 , wherein the aminocarboxylate functionalized catechol is at least one of: catechol aminocarboxylate, tiron aminocarboxylate, 4-methycatechol aminocarboxylate and 3-methoxy catechol aminocarboxylate.

17. The method of claim 15 , wherein forming the use solution comprises diluting a concentrate including the alkalinity source, surfactant and aminocarboxylate functionalized catechol at a dilution ratio of between about 250:1 and about 500:1 water to aminocarboxylate functionalized catechol.

18. The method of claim 15 , wherein the use solution has an aminocarboxylate functionalized catechol concentration of at least about 10 parts per million.

19. The method of claim 15 , wherein applying the use solution to a surface comprises applying the use solution to one of a textile and a hard surface.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 14, 2021
From: ECOLAB, INC.
To: ECOLAB USA INC.
Reel/Frame 056988/0177 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 9, 2009
From: SILVERNAIL, CARTER; OLSON, ERIK
To: ECOLAB INC.
Reel/Frame 022081/0821 →