Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US-9676711-B2 · Jun 13, 2017 · US
US12096768B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12096768-B2 |
| Application number | US-202016947585-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 7, 2020 |
| Priority date | Aug 7, 2019 |
| Publication date | Sep 24, 2024 |
| Grant date | Sep 24, 2024 |
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Stabilized peroxycarboxylic acid compositions and the solid supported peracid stabilizers are provided. Methods of producing the solid supported peracid stabilizers are provided. The solid supported peracid stabilizers and the stable peroxycarboxylic acid compositions are particularly suitable for use in sanitizing equipment and surfaces to reduce yeasts, spores and bacteria, including those having contact with food, food products and/or components thereof, which require or benefit from infection control suitable for direct contact with such food sources.
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What is claimed is: 1. A method of stabilizing a peroxycarboxylic acid composition comprising: esterifying an acid comprising chelidamic acid to generate a dimethyl ester of chelidamic acid; contacting the dimethyl ester of chelidamic acid with a resin material comprising poly(styrene-co-vinylbenzylchloride-co-divinylbenzene) in an alkylation reaction between one or more chlormethyl groups on the resin and the dimethyl ester of chelidamic acid to generate a functionalized resin; hydrolyzing the functionalized resin to generate a dipicolinic acid-functionalized resin comprising one or more carboxylic acid groups; and providing the dipicolinic acid-functionalized resin to a peroxycarboxylic acid composition in need of stabilization; wherein the peroxycarboxylic acid composition comprises a C 1 -C 22 carboxylic acid, a C 1 -C 22 percarboxylic acid, hydrogen peroxide, and water, and wherein the peroxycarboxylic acid composition retains at least about 80% of the peroxycarboxylic acid after 30 days storage at a temperature of at least 40° C. and up to 70° ° C. 2. The method of claim 1 , wherein the resin material is crosslinked. 3. The method of claim 1 , wherein the peroxycarboxylic acid composition comprises from about 1 wt-% to about 80 wt-% of the C 1 -C 22 carboxylic acid. 4. The method of claim 1 , wherein the peroxycarboxylic acid composition comprises from about 1 wt-% to about 80 wt-% of the hydrogen peroxide. 5. The method of claim 1 , wherein the peroxycarboxylic acid composition comprises from about 0.1 wt-% to about 1 wt-% of the dipicolinic acid-functionalized resin. 6. The method of claim 1 , wherein the peroxycarboxylic acid composition retains at least about 85% of peroxycarboxylic acid after 30 days storage at a temperature of at least 40° C. and up to 70° C. 7. The method of claim 1 , wherein the dipicolinic acid-functionalized resin is added into a container of the peroxycarboxylic acid composition or applied as a coating to a surface of a container in contact with the peroxycarboxylic acid composition, and wherein the container houses the peroxycarboxylic acid composition during storage and/or transport. 8. A stabilized peroxycarboxylic acid composition comprising the dipicolinic acid-functionalized resin and peroxycarboxylic acid composition prepared in claim 1 . 9. The composition of claim 8 , wherein the composition comprises from about 1 wt-% to about 80 wt-% of the C 1 -C 22 carboxylic acid. 10. The composition of claim 8 , wherein the composition comprises from about 1 wt-% to about 80 wt-% of the hydrogen peroxide. 11. The composition of claim 8 , wherein the composition comprises from about 0.1 wt-% to about 1 wt-% of the dipicolinic acid-functionalized resin. 12. The composition of claim 8 , further comprising at least one additional agent comprising a surfactant, a hydrotrope, a defoaming agent, a solvent, a mineral acid, or a combination thereof.
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