IP Library Granted Patent US 12,703,630
Granted Patent B2
US 12,703,630 · App. 17/088,818 · Granted Aug 11, 2026

Peroxide stabilizers

Inventor: Faraz Alderson (Mississauga, CA)
Assignee: Diversey, Inc.
C01B15/037C01B15/123C01D1/04C07D317/38C07D319/06C07F9/3808C07F9/3839C07F9/386
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Quick Facts
Patent No.
US 12,703,630
App. No.
17/088,818
Filed
Nov 4, 2020
Granted
Aug 11, 2026
Kind
B2
Art Unit
1732
USPC
423/272
Abstract

Methods for stabilizing one or more peroxide compounds in solution comprising adding to the solution an effective amount of at least one compound selected from the group comprising (i) cyclic carbonates; (ii) poly-phosphonic acid chelating agents and salts thereof, and alkaline pH adjusting agents with a pKb value of up to 3.0, wherein the w/w ratio of the poly-phosphonic acid chelating agent or salt thereof to alkali or alkaline earth metal hydroxide is from about 1:1 to about 50:1; and (iii) mixtures thereof. Also disclosed are solutions comprising the above compounds, uses of the above compounds to stabilize peroxide compounds in solutions, and compounds recited above for use as novel stabilizers.

Claims (17)

1 . A method of stabilizing a peroxide compound in a solution comprising adding to the solution an effective amount of poly-phosphonic acid chelating agents or salts thereof, and alkaline pH adjusting agents with a pKb value of up to 3.0, wherein the w/w ratio of the poly-phosphonic acid chelating agent or salt thereof to the alkaline pH adjusting agent is from about 1:1 to about 100:1, and wherein the pH of the solution is from about 0.1 to 2;

wherein combinations of the poly-phosphonic acid chelating agents or salts thereof and the alkaline pH adjusting agents with a pkb value of up to 3.0 are peroxide stabilizing agents, wherein the solution optionally comprises cyclic carbonates as peroxide stabilizing agents, and wherein the solution is free of additional peroxide stabilizing agents.

2 . The method of claim 1 , wherein the solution is free of quaternary ammonium compounds.

3 . The method of claim 1 , wherein the peroxide compound is selected from the group comprising hydrogen peroxide, percarbonate, perborate, persulfate, perphosphate, peroxymonosulfuric acid, peroxycarboxylic acids, or mixtures thereof.

4 . The method of claim 1 , wherein the poly-phosphonic acid chelating agent or salt thereof comprises 1-hydroxyethane-1,1-diphosphonic acid (HEDP), aminotrimethylene phosphonic acid, di-ethylene tri-amine penta (methylene phosphonic acid), ethylene di-amine tetra(methylene phosphonic acid), hexamethylenediamine-tetra(methylene phosphonic) acid, salts thereof, or any mixture thereof.

5 . The method of claim 4 , wherein the poly-phosphonic acid chelating agent is 1-hydroxyethane-1,1-diphosphonic acid (HEDP).

6 . The method of claim 1 , wherein the alkaline pH adjusting agent with a pKb value of up to 3.0 comprises potassium hydroxide (KOH), sodium hydroxide (NaOH), lithium hydroxide, magnesium hydroxide, calcium hydroxide, rubidium hydroxide, cesium hydroxide, strontium hydroxide, barium hydroxide, or any mixture thereof.

7 . The method of claim 6 , wherein the alkaline pH adjusting agent with a pKb value of up to 3.0 comprises potassium hydroxide, sodium hydroxide, or any mixture thereof.

8 . The method of claim 1 , wherein the w/w ratio of the poly-phosphonic acid chelating agent or salt thereof to alkaline pH adjusting agent with a pKb value of up to 3.0 is from about 1:1 to about 20:1.

9 . The method of claim 1 , wherein the ratio of the poly-phosphonic acid chelating agent or salt thereof to alkaline pH adjusting agent with a pKb value of up to 3.0 is about 10:1.

10 . The method of claim 1 , wherein the peroxide compound is present in a concentration of from about 0.05 wt. % to about 49 wt. % in the solution.

11 . The method of claim 1 , wherein the poly-phosphonic acid chelating agent or salt thereof is 1-hydroxyethane-1,1-diphosphonic acid (HEDP), and wherein the alkaline pH adjusting agent with a pKb value of up to 3.0 is potassium hydroxide.

12 . The method of claim 1 , wherein the solution further comprises an anionic surfactant selected from alkyl benzene sulfonic acid, alkyl diphenyloxide disulfonic acid, polyoxyethylene octyl ether carboxylic acid, C6-C22 alkyl sulfonic acid, xylene sulfonic acid, alkyl hydrogen sulfate, or alkyl phosphonic acids or salts thereof.

13 . The method of claim 12 , wherein the anionic surfactant is selected from an alkyl benzene sulfonic acid, alkyl diphenyloxide disulfonic acid, C6-C22 sulfonic acid, or xylene sulfonic acid.

14 . The method of claim 13 , wherein the anionic surfactant is present in the solution in an amount of from about 5 wt % to about 25 wt %, based on the total weight of the solution.

15 . The method of claim 1 , wherein the solution further comprises an organic acid selected from methane sulfonic acid, ethane sulfonic acid, propane sulfonic acid, butane sulfonic acid, xylene sulfonic acid, benzene sulfonic acid, toluenesulfonic acid, naphthalene disulfonic acid, alkyl sulfonic acids, alkyl diphenyloxide disulfonic acid, cumene sulfonic acid, xylene sulfonic acid, formic acid, acetic acid, glycolic acid, mono-halocarboxylic acids, di-halocarboxylic acids, tri-halocarboxylic acids, picolinic acid, dipicolinic acid, and mixtures thereof.

16 . The method of claim 1 , wherein the solution further comprises a carboxylic acid selected from furoic acid, salicylic acid, benzoic acid, citric acid, sulfosalicylic acid, sulfosuccinic acid, glycolic acid, lactic acid, formic acid, oxalic acid, malic acid, acetic acid, propionic acid, butanoic acid, pentanoic acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, as well as their branched isomers, maleic acid, ascorbic acid, alpha-or-beta hydroxy-acetic acid, neopentanoic acid, neoheptanoic acid, neodecanoic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic suberic acid, and mixtures thereof.

Assignments (10)
RELEASE OF SECURITY INTEREST Recorded Nov 14, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073564/0864 →
SECURITY INTEREST Recorded Nov 14, 2025
From: CHEM-AQUA, INC.; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; NCH CORPORATION; NCH LIFE SCIENCES LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073570/0838 →
SECURITY AGREEMENT (NOTES) Recorded Oct 10, 2025
From: DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073061/0885 →
RELEASE OF 2023 NOTES PATENT SECURITY INTERESTS Recorded Oct 10, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073074/0198 →
SECURITY AGREEMENT (2024 NOTES) Recorded Jun 24, 2024
From: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 067824/0278 →
2023 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE GLOBAL CORPORATION
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0170 →
2021 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0576 →
NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064348/0235 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded Jul 6, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: GOLDMAN SACHS BANK USA
Reel/Frame 064223/0526 →
ABL PATENT SECURITY AGREEMENT Recorded Jul 6, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 064222/0751 →
Continuity (3)
Division 15815977 · Nov 17, 2017
Provisional Application 62424608 · Nov 21, 2016
Related Publication 20210061659A1 · Mar 4, 2021
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