Non-alpha substituted peroxy acids and uses thereof

Patent metadata

Field	Value
Publication number	US-10676430-B2
Application number	US-201816135854-A
Country	US
Kind code	B2
Filing date	Sep 19, 2018
Priority date	Mar 22, 2016
Publication date	Jun 9, 2020
Grant date	Jun 9, 2020

Abstract

The present disclosure is related to non-alpha-substituted, low molecular weight peracid compositions. The peracids have no or a negligible amount of odor, have good stability, and have antimicrobial properties. The peracid compositions can be formulated into a wide variety of end use products, including disinfectants, sanitizers, sporicides, fungicides, laundry products, hard surface cleaners, bleaching agents, personal cleansers, and water treatment products.

First claim

What is claimed is:

1. A composition comprising:
water, and
an antimicrobial agent that is a non-α-substituted water soluble low odor peracid having the structure of Formula 1:
X—(C n H 2n )CH 2 COOOH  Formula 1

where n=1, and
X is OH.

2. The composition of claim 1 , wherein the composition is a concentrate and the peracid concentration is from about 0.001% to about 15% by weight, based on the total weight of the concentrate.

3. The composition of claim 2 , wherein the peracid concentration is from about 0.01% to about 10% by weight.

4. The composition of claim 2 , wherein the peracid concentration is from about 0.1% to about 5% by weight.

5. The composition of claim 2 , wherein the peracid concentration after dilution is from 1 to 10,000 ppm.

6. The composition of claim 2 , wherein the peracid concentration after dilution is from 100 to 5000 ppm.

7. The composition of claim 1 , wherein the composition further comprises at least one surfactant selected from the group consisting of anionic, nonionic, amphoteric, zwitterionic, and cationic surfactants, and combinations thereof.

8. The composition of claim 7 , wherein the at least one surfactant comprises an alcohol ethoxylate nonionic surfactant.

9. The composition of claim 8 , wherein the alcohol ethoxylate surfactant comprises an ethoxylated C10-C14 alkyl alcohol.

10. The composition of claim 7 , wherein the at least one surfactant comprises a cationic quaternary ammonium compound.

11. The composition of claim 10 , wherein the quaternary ammonium compound is dialkyldimethyl ammonium methyl sulfate.

12. The composition of claim 1 , wherein the composition is a fungicide or a sporicide.

13. A method of making a water soluble, low odor, non-alpha substituted peroxy acid having the structure of the Formula 1
X—(C n H 2n )CH 2 COOOH  Formula 1

where n=1 and X is OH,
comprising the steps of:
a) providing a non-alpha substituted carboxylic acid that is 3-hydroxy-propanoic acid;
b) providing hydrogen peroxide;
c) reacting the non-alpha substituted carboxylic acid and the hydrogen peroxide in an aqueous medium in the presence of an acid catalyst until the non-alpha-substituted peroxy acid forms and is in equilibrium with the non-alpha substituted carboxylic acid and the hydrogen peroxide.

14. The method of claim 13 , wherein the acid catalyst is selected from sulfuric acid, methanesulfonic acid, hydrochloric acid, and nitric acid.

15. The method of claim 13 , wherein the acid catalyst comprises sulfuric acid.

16. The composition of claim 1 , wherein the composition provides a killing efficacy of at least 99.999% for at least one microbial target, as measured by Association of Official Analytical Chemists (AOAC) Use-Dilution Method, AOAC Method 960.09, or ASTM E1153-14 Test Method.

17. The composition of claim 16 , wherein the microbial target is gram negative or gram positive bacteria.

18. The composition of claim 16 , wherein the bacteria is Escherichia coli, Pseudomonas aeruginosa , or Staphylococcus aureus.

Assignees

• Stepan Co

Inventors

• Ganguly-Mink Sangeeta
• Littel Kenneth J
• Zhu Shui Ping

Classifications

• C07C409/24 Primary

  the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids · CPC title

• C11D1/62

  Quaternary ammonium compounds · CPC title

• A01N37/36

  containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids · CPC title

• C11D3/3945

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

• A01N59/00

  Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds · CPC title