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

Patent metadata

Field	Value
Publication number	US-9290448-B2
Application number	US-201414317128-A
Country	US
Kind code	B2
Filing date	Jun 27, 2014
Priority date	Mar 28, 2008
Publication date	Mar 22, 2016
Grant date	Mar 22, 2016

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.

First claim

The invention claimed is:

1. A composition comprising one or more of the following compounds:

salts and esters thereof.

2. The composition of claim 1 , wherein the composition includes at least one of 10-hydroxy-9-sulfootacdecaneperoxoic acid, 10,11-dihydroxy-9-sulfooctadecaneperoxoic acid, 9-hydroxy-10-sulfooctadecaneperoxoic acid, and 10-sulfo-8, 9-dihydroxyoctadecaneperoxoic acid.

3. The composition of claim 1 , wherein the pH of the composition is less than about 9.

4. The compositions of claim 1 , wherein the compound is present at about 10 ppm to about 100 wt %.

5. The composition of claim 1 , wherein the compound is present at about 0.1 wt % to about 10 wt %.

6. The composition of claim 1 , wherein the compound is present at about 1 wt % to about 5 wt %.

7. The composition of claim 1 , wherein the compound is present at an effective antimicrobial amount.

8. The composition of claim 7 , wherein the compound s present at about 10 ppm to about 100 ppm.

9. The composition of claim 1 , wherein the compound is present in an amount effective for killing one or more of a food-borne pathogenic or spoilage bacteria associated with a food product.

10. The composition of claim 9 , wherein the food product is selected from the group consisting of meat, meat products, seafood, poultry, poultry products, produce, eggs, living eggs, egg products, ready to eat food, wheat, seeds, roots, tubers, leafs, stems, corns, flowers, sprouts, seasonings, and combinations thereof.

11. The composition of claim 9 , wherein the bacteria is selected from the group consisting of Salmonella typhimurium, Salmonella javiana, Campylocater jejuin, Listeria monocytogenes, Escheriachia coil 0157:H7, yeast, mold, and mixtures thereof.

12. The composition of claim 1 , wherein the compound is present in an amount effective for reducing a population of a microorganism selected from the group consisting of spores, bacteria, mold, yeast, viruses and mixtures thereof.

13. The composition of claim 12 , wherein the microorganism is selected from the group consisting of Staphylococcus aureus, Pseudomonas aeruginosa , methicillin-resistant Staphylococcus aureus and mixtures thereof.

14. The composition of claim 12 , wherein the microorganism is selected from the group consisting of Bacillus subtilis, Bacillus cereus, Clostridium sporogenes, Clostridium botulinum, Clostridium difficile, Clostridium sporogenes and mixtures thereof.

15. The composition of claim 12 , wherein the microorganism is selected from the group consisting of poliovirus, mycobacterium tuberculosis and mixtures thereof.

16. The composition of claim 1 , wherein the composition further comprises an oxidizing agent.

17. The composition of claim 16 , wherein the oxidizing agent comprises hydrogen peroxide.

18. The composition of claim 16 , wherein the composition further comprises at least one C 1 to C 22 peroxycarboxylic acid.

19. The composition of claim 18 , wherein the peroxycarboxylic acid is a C5 to C11 peroxycarboxylic acid.

20. The composition of claim 19 , wherein the peroxycarboxylic acid is peroxyoctanoic acid.

21. The composition of claim 20 , wherein the peroxyoctanoic acid is present at about 0.1 wt % to about 10 wt %.

22. The composition of claim 18 , wherein the peroxycarboxylic acid is peroxyacetic acid.

23. The composition of claim 22 , wherein the peroxyacetic acid is present at about 1 wt % to about 10 wt %.

24. The composition of claim 18 , wherein the composition further comprises at least one carboxylic acid.

25. The composition of claim 24 , wherein carboxylic acid is at least one C5 to C11 carboxylic acid.

26. The composition of claim 18 , wherein the composition comprises at least one C1 to C4 peroxycarboxylic acid and at least one C5 to C11 carboxylic acid.

27. An aqueous composition comprising one or more of the following:

and salts or esters, thereof, an acidulant, and an oxidizing agent.

28. The composition of claim 27 , wherein the oxidizing agent comprises hydrogen peroxide.

29. The composition of claim 27 , wherein the acidulant is selected from the group consisting of sulfuric acid, sodium bisulfate, nitric acid, hydrochloric acid and combinations thereof.

30. The composition of claim 27 , wherein the acidulant is selected from the group consisting of methane sulfonic acid, ethane sulfonic acid, propane sulfonic acid, butane sulfonic acid, xylene sulfonic acid, benzene sulfonic acid, formic acid, acetic acid, halocarboxylic acids, picolinic acid, dipicolinic acid, and mixtures thereof.

31. The composition of claim 27 , further comprising a stabilizing agent.

32. The composition of claim 31 , 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.

33. The composition of claim 31 , wherein the stabilizing agent is selected from the group consisting of carboxylic acids, hydroxycarboxylic acids, aminocarboxylic acids, heterocyclic carboxylic acids and mixtures thereof.

34. The composition of claim 27 , wherein the composition is substantially phosphorous free.

35. The composition of claim 27 , further comprising a surfactant.

36. The composition of claim 35 , wherein the surfactant is selected from the group consisting of alkyl sulfonates, aromatic sulfonates, and mixtures thereof.

Assignees

• Ecolab Usa Inc
• Ecolab Usa Inc

Inventors

• Li Junzhong
• Staub Richard
• Mcsherry David D
• Lascotte Keith G
• Lange Steven J
• Everts Frank

Classifications

• A23B2/767

  Organic compounds containing sulfur · CPC title

• C07C407/00 Primary

  Preparation of peroxy compounds · CPC title

• C11D3/3945 Primary

  Organic per-compounds (C11D3/3902 takes precedence) · CPC title

• A01N2300/00

  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 title

• A01N41/08

  Sulfonic acid halides; alpha-Hydroxy-sulfonic acids; Amino-sulfonic acids; Thiosulfonic acids; Derivatives thereof · CPC title