# US 11,026,421 B2 · Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids

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- Number: US 11,026,421 B2
- Document ID: US11026421B2
- Status: Granted
- Kind: B2
- Application number: 16/747,189
- Filed: 2020-01-20
- Published: 2020-05-14
- Granted: 2021-06-08
- Earliest claimed: 2013-03-05
- Assignees: Ecolab USA Inc.
- Applicants: Ecolab USA Inc.
- Inventors: Junzhong Li; David D. McSherry; Richard Staub
- Web page: https://patentgrep.com/patent/US11026421B2

## CPC

- A01N 37/16: containing the group [IMAGE cpc-sch-A01N-0934.gif]; Thio analogues thereof
- A01N 25/02: containing liquids as carriers, diluents or solvents
- A01N 25/22: containing ingredients stabilising the active ingredients
- A01N 37/02: Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
- A01N 59/00: Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A61L 2/186: Peroxide solutions
- C02F 1/50: by addition or application of a germicide or by oligodynamic treatment {(C02F1/4606, C02F1/467, C02F1/76 take precedence)}
- G01N 27/06: of a liquid (involving electrolysis G01N27/26)
- 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
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- C02F: TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE (separation in general B01D; special arrangements on waterborne vessels of installations for treating water, waste water or sewage, e.g. for producing fresh water, B63J; adding materials to water to prevent corrosion C23F; treating radioactively-contaminated liquids G21F9/04; regeneration of reactants for recirculation into processes, see the relevant places for the processes)
- G01N: INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES (measuring or testing apparatus or processes other than immunoassay, involving enzymes or microorganisms C12M, C12Q)

## Abstract

Highly acidic, stabilized peroxycarboxylic acid compositions are disclosed as having both improved antimicrobial efficacy in comparison to conventional peroxyoctanoic acid and peroxyacetic acid compositions for sanitizing applications, and improved transport and shipping stability. In particular, low odor and low/no VOC compositions having dual functionality as both acid wash and sanitizing compositions are disclosed.

## Claims

### Claim 1

A stabilized homogenous equilibrium peracid composition comprising:
a peroxycarboxylic acid mixture comprising a C1-C4 peroxycarboxylic acid and a C5-C22 peroxycarboxylic acid;
a carboxylic acid mixture comprising a C1-C4 carboxylic acid and a C5-C22 carboxylic acid;
hydrogen peroxide;
about 12.5 wt. % to about 50 wt. % of a sulfuric acid, phosphoric acid, and/or methane sulfonic acid;
a peroxycarboxylic acid stabilizing agent, wherein the stabilizing agent comprises a picolinic acid, or a compound having the following Formula (IA):
wherein R is OH or —NR1aR1b, wherein R1a and R1b are independently hydrogen or (C1-C6)alkyl; wherein R2 is OH or NR2aR2b, wherein R2a and R2b are independently hydrogen or (C1-C6)alkyl; wherein each R3 is independently (C1-C6)alkyl, (C2-C6)alkenyl or (C2-C6)alkynyl; and n is a number from zero to 3; or a salt thereof,
or a compound having the following Formula (IB):
wherein R1 is OH or —NR1aR1b wherein R1a and R1b are independently hydrogen or (C1-C6)alkyl; wherein R2 is OH or NR2aR2b, wherein R2a and R2b are independently hydrogen or (C1-C6)alkyl; wherein each R3 is independently (C1-C6)alkyl, (C2-C6)alkenyl or (C2-C6)alkynyl; and n is a number from zero to 3; or a salt thereof; and
at least one additional agent comprising an anionic surfactant, a hydrotrope, a defoaming agent, a solvent, a fluorescent active agent or a combination thereof,
wherein said composition has a use solution pH below about 4, and wherein the composition has a self-accelerating decomposition temperature (SADT) of at least about 45° C.

### Claim 2 (depends on 1)

The composition of claim 1, wherein the peroxycarboxylic acid mixture comprises from about 1 wt-% to about 40 wt-%, the carboxylic acid mixture comprises from about 1 wt-% to about 80 wt-%, the hydrogen peroxide comprises from about 1 wt-% to about 80 wt-%, and the stabilizing agent comprises from about 0.01 wt-% to about 10 wt-%.

### Claim 3 (depends on 1)

The composition of claim 1, wherein the C1-C4 peroxycarboxylic acid is a C2-C4 peroxycarboxylic acid.

### Claim 4 (depends on 1)

The composition of claim 1, wherein the composition further comprises 1-hydroxyethylidene-1, 1-diphosphonic acid (HEDP).

### Claim 5 (depends on 1)

The composition of claim 1, wherein the C1-C4 carboxylic acid is a C2-C4 carboxylic acid.

### Claim 6 (depends on 1)

The composition of claim 1, wherein the C1-C4 carboxylic acid is acetic acid, the C5-C22 carboxylic acid is octanoic acid, and wherein the composition further comprises a sulfonated oleic acid.

### Claim 7 (depends on 1)

The composition of claim 1, wherein the stabilizing agent is 2,6-pyridinedicarboxylic acid, or a salt thereof.

### Claim 8 (depends on 1)

The composition of claim 1, wherein the additional agent is a hydrotrope that aids solubilization of the stabilizing agent.

### Claim 9 (depends on 1)

The composition of claim 1, wherein the use solution pH is below about 3.

### Claim 10 (depends on 1)

A method for storing and/or transporting a stabilized equilibrium peroxycarboxylic acid composition comprising:
storing the peroxycarboxylic acid composition of claim 1, wherein the composition has a self-accelerating decomposition temperature (SADT) of at least about 45° C.

### Claim 11 (depends on 10)

The method of claim 10, wherein the SADT of said composition is elevated to at least 45° C. during transportation.

### Claim 12 (depends on 10)

The method of claim 10, wherein the peroxycarboxylic acid mixture comprises from about 1 wt-% to about 40 wt-%, the carboxylic acid mixture comprises from about 1 wt-% to about 80 wt-%, the hydrogen peroxide comprises from about 1 wt-% to about 80 wt-%, and the stabilizing agent comprises from about 0.01 wt-% to about 10 wt-%.

### Claim 13 (depends on 10)

The method of claim 10, wherein the C1-C4 carboxylic acid is acetic acid, the C5-C22 carboxylic acid is octanoic acid, and wherein the composition further comprises a sulfonated oleic acid, and wherein the stabilizing agent is 2,6-pyridinedicarboxylic acid, or a salt thereof.

### Claim 14 (depends on 1)

A method for reducing a microbial population using a stabilized equilibrium peroxycarboxylic acid composition comprising:
providing the peroxycarboxylic acid composition of claim 1; and
contacting a surface or substrate with a use solution of said composition for sufficient time to reduce a microbial population, wherein said use solution has a pH below about 4, and wherein the composition has a self-accelerating decomposition temperature (SADT) of at least about 45° C.

### Claim 15 (depends on 14)

The method of claim 14, wherein the C1-C4 carboxylic acid is acetic acid, the C5-C22 carboxylic acid is octanoic acid, and wherein the composition further comprises a sulfonated oleic acid, and wherein the stabilizing agent is 2,6-pyridinedicarboxylic acid, or a salt thereof.

### Claim 16 (depends on 14)

The method of claim 14, wherein the surface or substrate is a food item, plant item, animal item, a container, an equipment, a system or a facility for growing, holding, processing, packaging, storing, transporting, preparing, cooking or serving the food item, plant item or the animal item, an instrument, a hard surface, a liquid media, equipment, a fabric surface, a fouled water or industrial processing liquid source, liquid system, or process water used in oil, gas and/or industrial processing operations.

### Claim 17 (depends on 14)

The method of claim 14, wherein the contacting step lasts for at least 10 seconds and wherein the microbial population in and/or on the surface or substrate is reduced by at least two log10.

### Claim 18 (depends on 14)

The method of claim 14, wherein the composition further comprises 1-hydroxyethylidene-1,1-diphosphonic acid (HEDP).