Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents

• US 10,017,720 B2
• Filed: 05/11/2017
• Issued: 07/10/2018
• Est. Priority Date: 03/28/2008
• Status: Active Grant

• Current Assignee: Ecolab USA Incorporated (Ecolab, Inc.)
• Original Assignee: Ecolab USA Incorporated (Ecolab, Inc.)
• Inventors: Li, Junzhong, Staub, Richard K., McSherry, David D., Lascotte, Keith G., Lange, Steven J., Everts, Frank
• Primary Examiner(s): Oh, Taylor V
• Application Number:
  US15/592,776
• Publication Number:
  US 20170247644A1
• Time in Patent Office: 425 Days
• Field of Search: 510218
• CPC Class Codes: A01N 2300/00 Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
• CPC Class Codes: A01N 25/22 containing ingredients stabilising the active ingredients
• CPC Class Codes: A01N 37/16 containing the group; Thio analogues thereof
• CPC Class Codes: A01N 41/04 Sulfonic acids; Derivatives thereof
• CPC Class Codes: A01N 41/08 Sulfonic acid halides; alpha-Hydroxy-sulfonic acids; Amino-sulfonic acids; Thiosulfonic acids; Derivatives thereof
• CPC Class Codes: A01N 43/20 three- or four-membered rings
• CPC Class Codes: A01N 59/00 Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
• CPC Class Codes: A23B 4/20 Organic compounds; Microorganisms; Enzymes
• CPC Class Codes: A23B 5/14 Organic compounds; Microorganisms; Enzymes
• CPC Class Codes: A23L 3/3535 Organic compounds containing sulfur
• CPC Class Codes: A23V 2002/00 Food compositions, function of food ingredients or processes for food or foodstuffs
• CPC Class Codes: C07C 309/58 Carboxylic acid groups or esters thereof
• CPC Class Codes: C07C 309/60 the carbon skeleton being further substituted by singly-bound oxygen atoms
• CPC Class Codes: C07C 407/00 Preparation of peroxy compounds
• CPC Class Codes: C07C 409/42 containing sulfur atoms
• CPC Class Codes: C07D 303/16 by esterified hydroxyl radicals
• CPC Class Codes: C07D 303/34 with hydrocarbon radicals, substituted by sulphur, selenium or tellurium atoms
• CPC Class Codes: C11D 2111/12 Soft surfaces, e.g. textile
• CPC Class Codes: C11D 3/3472 additionally containing -COOH groups or derivatives thereof
• CPC Class Codes: C11D 3/3942 Inorganic per-compounds C11D3/3902 takes precedence
• CPC Class Codes: C11D 3/3945 : Organic per-compounds C11D3/3902 takes precedence
• CPC Class Codes: C11D 3/395 : Bleaching agents
• CPC Class Codes: C11D 3/48 : Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

The present invention relates to novel sulfoperoxycarboxylic acid compounds, and methods for making and using them. The sulfoperoxycarboxylic compounds of the invention are storage stable, water soluble and have low to no odor. Further, the compounds of the present invention can be formed from non-petroleum based renewable materials. The compounds of the present invention can be used as antimicrobials, and bleaching agents. The compounds of the present invention are also suitable for use as coupling agents.

Claims

1. A hard surface cleaning use composition, a laundry cleaning use composition, or a warewash use composition diluted from concentrate comprising:

one or more sulfoperoxycarboxylic acids, wherein said sulfoperoxycarboxylic acids comprises at least one of the following;

2. The use composition of claim 1 wherein the C₁ to C₄ carboxylic acid is acetic acid;

and the C₅ to C₁₁ carboxylic acid is octanoic acid.

3. The use composition of claim 1 further comprising a surfactant.

4. The use composition of claim 3 wherein said surfactant is an anionic surfactant.

5. The use composition of claim 1, wherein the C₁ to C₄ carboxylic acid is acetic acid.

6. The use composition of claim 1, wherein the C₅ to C₁₁ carboxylic acid is octanoic acid.

7. The use composition of claim 1 wherein said sulfoperoxycarboxylic acids

comprises at least one of the following:

sulfoperoxycarboxylic acids comprises at least one of the following;

8. The use composition of claim 1, wherein the oxidizing agent comprises hydrogen peroxide.

9. The use composition of claim 1, further comprising a stabilizing agent.

10. The use composition of claim 9, wherein the stabilizing agent is selected from the group consisting of organic amino polyphosphonic acid complexing agents, organic hydroxyl polyphosphonic acid complexing agents, and mixtures thereof.

11. The use composition of claim 10, wherein the stabilizing agent is selected from the group consisting of carboxylic acids, hydroxycarboxylic acids, aminocarboxylic acids, heterocyclic carboxylic acids and mixtures thereof.

12. The use composition of claim 1, wherein the composition is phosphorus-free.

13. The use composition of claim 1, wherein the use composition is generated from a concentrate comprising:

(a) about 1 wt % to about 5 wt % of said sulfoperoxycarboxylic acid;

(b) about 1 wt % to about 10 wt % of the C₁ to C₄ carboxylic acid;

(c) about 1 wt % to about 10 wt % of the C₅ to C₁₁ carboxylic acid; and

(d) about 10 wt % to about 30 wt % of the oxidizing agent.

14. The use composition of claim 13 further comprising a stabilizing agent.

15. The use composition of claim 13 further comprising an acidulant.

16. The use composition of claim 13 further comprising a surfactant.

17. The use composition of claim 13 wherein said composition is a use composition with a concentrate diluted to 0.1 g/L to 100 g/L.

18. The use composition of claim 17 wherein said composition is diluted to 0.5 g/L to 10.0 g/L.

19. The use composition of claim 18 wherein said composition is diluted to 1 g/L to 4 g/L.

20. The use composition of claim 13 wherein said composition is diluted to

1 g/L to 2 g/L.

21. The use composition of claim 20 wherein said composition is

0.01 to 10 wt-% concentrate 90 to about 99.99 wt-% diluent.

22. The use composition of claim 21 wherein said composition is 0.1 to about 1 wt-% concentrate to about 99 to 99.9 wt-% diluent.

23. The use composition of claim 1 wherein said sulfoperoxycarboxylic acid is present in an amount of 20 ppm to 80 ppm.

24. The use composition of claim 23 wherein said one or more sulfoperoxycarboxylic acids are present at about 500 ppm.

25. The use composition of claim 24 wherein said one or more sulfoperoxycarboxylic acids are present at about 10,000 ppm.

26. The use composition of claim 1 wherein said composition is a hard surface cleaning composition, a laundry cleaning composition, and, a warewash composition.

27. The use composition of claim 26 wherein said composition is an alkaline composition.

28. The use composition of claim 26 wherein said composition is a neutral composition.

29. The use composition of claim 26 wherein said composition is an acidic composition.

30. The use composition of claim 26 wherein said composition is in the form of a gel or powder.

31. The use composition of claim 26 wherein said composition is a solid composition.

32. The use composition of claim 31 wherein said composition is a single use composition.

33. The use composition of claim 26 wherein said use composition is from a concentrate in a form of a gel, a liquid, a foam, an aerosol, a gas, a wax, a solid, or a powder.

34. The use composition of claim 26 wherein said use composition is applied at a temperature of from about 4°

C. to about 60°

C.