# US 10,477,862 B2 · In situ generation of peroxycarboxylic acids at alkaline pH, and methods of use thereof

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- Number: US 10,477,862 B2
- Document ID: US10477862B2
- Status: Granted
- Kind: B2
- Application number: 15/678,756
- Filed: 2017-08-16
- Published: 2017-11-30
- Granted: 2019-11-19
- Earliest claimed: 2010-12-29
- Assignees: Ecolab USA Inc.
- Applicants: Ecolab USA Inc.
- Inventors: Junzhong Li; David D. McSherry; Richard Staub
- Web page: https://patentgrep.com/patent/US10477862B2

## CPC

- A01N 37/16: containing the group [IMAGE cpc-sch-A01N-0934.gif]; Thio analogues thereof
- A01N 37/12: containing the group [IMAGE cpc-sch-A01N-0932.gif], wherein Cn means a carbon skeleton not containing a ring; Thio analogues thereof
- A61P 31/04: Antibacterial agents
- C07C 409/24: the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

The present disclosure is related to percarboxylic acid compositions formed in situ in non-equilibrium reactions. The peroxycarboxylic acid compositions are formed using ester based starting materials. Methods for using the percarboxylic acid compositions are also disclosed.

## Claims

### Claim 1

A peroxycarboxylic acid forming composition formed by a method comprising:
combining an oxidizing agent with a source of alkalinity;
adding a first reagent comprising an ester of a polyhydric alcohol and a C8 carboxylic acid;
allowing the peroxycarboxylic acid composition to react for a sufficient amount of time such as a C8 peroxycarboxylic acid is formed; and thereafter
adding a second reagent comprising an ester of a polyhydric alcohol and a C2 carboxylic acid; and
optionally further adding one or more agents, wherein the one or more agents are a dispersing agent, and/or a solvent;
wherein the first and second reagents have an HLB value of 3 or greater; and
wherein the composition is not at equilibrium and has a pH greater than 12.

### Claim 2 (depends on 1)

The composition of claim 1, wherein the wherein the polyhydric alcohol of the first and/or second reagent is a sugar, a sugar alcohol, or a derivative thereof.

### Claim 3 (depends on 1)

The composition of claim 1, wherein the dispersing agent is sodium lauryl ether sulfate, polyoxypropylene-polyoxyethylene block copolymer, amine oxide, alkyl polyglycosides, sodium octanesulfonate, sorbitan monolaurate ethoxylate, alcohol ethoxylate, and/or sodium dioctyl sulfosuccinates.

### Claim 4 (depends on 1)

The composition of claim 1, wherein the solvent is a water-soluble monohydric alcohol.

### Claim 5 (depends on 1)

The composition of claim 1, wherein the oxidizing agent is hydrogen peroxide.

### Claim 6 (depends on 1)

The composition of claim 1, further comprising an additional source of alkalinity.

### Claim 7 (depends on 5)

The composition of claim 5, wherein the solvent is water.

### Claim 8 (depends on 1)

The composition of claim 1, wherein the first reagent is glycerol monooctanoate, glycerol dioctanoate, glycerol trioctanoate, sorbitan monooctanoate, sorbitan dioctanoate, sorbitan trioctanoate, or a combination thereof, and wherein the second reagent is triacetin.

### Claim 9 (depends on 1)

The composition of claim 1, wherein the concentration of the first reagent and second reagent combined is between about 0.01 wt-% to about 95 wt-%, the concentration of the oxidizing agent is between about 0.001 wt-% to about 60 wt-%, the concentration of the source of alkalinity is between about 0.001 wt-% to about 50 wt-% and the concentration of the solvent is between about 10 wt-% to 99 wt-% of the composition.

### Claim 10

A peroxycarboxylic acid forming composition formed according to a method comprising:
combining an oxidizing agent with one or more agents, wherein the one or more agents are a dispersing agent, and/or a solvent;
adding a first reagent comprising an ester of a polyhydric alcohol and a C8 carboxylic acid;
allowing the peroxycarboxylic acid composition to react for a sufficient amount of time such as a C8 peroxycarboxylic acid is formed; and thereafter
adding a second reagent comprising an ester of a polyhydric alcohol and a C2 carboxylic acid;
wherein the first and second reagents have an HLB value of 3 or greater; and
wherein the composition is not at equilibrium and has a pH greater than 12.

### Claim 11 (depends on 10)

The composition of claim 10, wherein the first reagent is glycerol monooctanoate, glycerol dioctanoate, glycerol trioctanoate, sorbitan monooctanoate, sorbitan dioctanoate, sorbitan trioctanoate, or a combination thereof; and wherein the second reagent is triacetin.

### Claim 12 (depends on 11)

The composition of claim 11, wherein the solvent is water, and wherein the first reagent further comprises an organic solvent to solubilize the ester and/or water.

### Claim 13 (depends on 12)

The composition of claim 12, wherein the solvent is a water-soluble monohydric alcohol.

### Claim 14 (depends on 10)

The composition of claim 10, wherein the oxidizing agent is hydrogen peroxide, and wherein the composition further comprises a source of alkalinity.

### Claim 15 (depends on 10)

The composition of claim 10, wherein the one or more agents are a sulfonated oleic acid, 1-octanesulfonic acid, and/or sodium lauryl sulfates.

### Claim 16 (depends on 1)

A method for delivering an antimicrobial composition to a surface comprising:
providing an antimicrobial composition comprising the peroxycarboxylic acid forming composition of claim 1, and
delivering said antimicrobial composition to the surface.

### Claim 17 (depends on 1)

The composition of claim 1, wherein the composition is further diluted with an acidic aqueous solution to a pH of about 1.0 to about 8.0 and an active peroxycarboxylic acid content of about 0.01% to about 0.1%.
