Peroxide Stabilizers Using Cyclic Carbonates and Poly-phosphonic Acids

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Solution Overview

Problem

Conventional stabilizing agents for peroxide compounds are ineffective in wide pH ranges and have unfavorable environmental profiles, leading to peroxide loss and environmental concerns.

Innovation Solution

The use of cyclic carbonates, such as propylene carbonate, and a combination of poly-phosphonic acid chelating agents with alkaline pH adjusting agents having a pKb value of up to 3.0, which provide effective stabilization across a broad pH range while reducing environmental impact.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional stabilizing agents (EDTA, dipicolinic acid, acetanilide) are used, then peroxide stability is maintained in narrow pH ranges, but effectiveness is lost in alkaline pH ranges

Engineering Contradiction:
Improveperoxide stabilityVSAvoidpH range effectiveness
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent changes the chemical parameter of the stabilizing agent from conventional agents (EDTA, dipicolinic acid, acetanilide) to cyclic carbonates (ethylene carbonate, propylene carbonate, butylene carbonate, glycerol carbonate). This parameter change enables the stabilizer to maintain effectiveness across a broad pH range including alkaline conditions, directly resolving the contradiction between reliability in specific pH ranges and adaptability across wide pH ranges.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If poly-phosphonic acid chelating agents (HEDP) are used to prevent catalytic degradation, then peroxide stability is improved, but environmental harm increases due to phosphorus release and eutrophication

Engineering Contradiction:
Improveperoxide stabilityVSAvoidenvironmental harm
Core Design Contradiction:
ReliabilityVSObject-generated harmful factors

Solution Approach 1:

The patent extracts and removes the harmful phosphorus-containing poly-phosphonic acid chelating agents from the stabilization system. Instead, it uses cyclic carbonates as alternative stabilizers that achieve the same peroxide stability function without releasing phosphorus into the environment, thereby eliminating eutrophication risks while maintaining reliability.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent replaces persistent phosphorus-based chelating agents with biodegradable cyclic carbonates. These cyclic carbonates are readily biodegradable and break down into harmless substances, providing temporary stabilization function without long-term environmental accumulation, thus resolving the contradiction between effectiveness and environmental harm.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

3Reliability

If HEDP is used at high concentrations to stabilize peroxide, then catalytic degradation is prevented, but surface corrosion increases

Engineering Contradiction:
Improvecatalytic degradation preventionVSAvoidsurface corrosion
Core Design Contradiction:
ReliabilityVSObject-affected harmful factors

Solution Approach 1:

The patent replaces HEDP with cyclic carbonates that do not exhibit corrosive behavior at effective concentrations. Cyclic carbonates are biodegradable and do not cause surface corrosion, providing the necessary catalytic degradation prevention without the harmful side effect of corrosion.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

4Reliability

If KOH is used to adjust pH and increase microbicidal activity, then peroxide effectiveness is enhanced, but corrosiveness and handling difficulty increase

Engineering Contradiction:
Improvemicrobicidal activityVSAvoidhandling safety
Core Design Contradiction:
ReliabilityVSEase of operation

Solution Approach 1:

The patent uses cyclic carbonates as stabilizers that work effectively across broad pH ranges including alkaline conditions, eliminating the need for high concentrations of corrosive KOH. This reduces handling difficulties and safety risks while maintaining the desired microbicidal activity through peroxide stability.

Inventive Principle:
Principle #27Cheap short-living objects (Disposable)

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

This solution significantly improves the stability of peroxide compounds, reducing peroxide loss across acidic and alkaline pH ranges and offering a more environmentally friendly and cost-effective alternative, as demonstrated by accelerated aging tests.

Implementation Method 1

Poly-phosphonic acid chelating agents, such as 1-hydroxyethane-1,1-diphosphonic acid (HEDP)... are known to prevent catalytic degradation of peroxide compounds by free transition metal ions in solutions

Methodology Applied
Scientific EffectChelation:

Implementation Method 2

The activity of KOH can be increased by raising the temperature and/or using higher concentrations

Methodology Applied
Scientific EffectpH adjustment:

Implementation Method 3

Other benefits include their ability to act as solvents to aid in solubilization of ingredients and cleaning soils

Methodology Applied
Scientific EffectSolvation: Solvation

Implementation Method 4

Yet another benefit is that cyclic carbonates have low freezing points (e.g. -49 °C for propylene carbonate) and can therefore be useful in preventing solutions from freezing

Methodology Applied
Scientific EffectFreezing point depression:

Data Source

PatentEP3922599A1Novel peroxide stabilizers
Publication Date: 2021.12.15 DIVERSEY INC
  • EP3922599A1 patent drawingFigure 1~2
  • EP3922599A1 patent drawing
  • EP3922599A1 patent drawing

AI summary

Methods for stabilizing one or more peroxide compounds in solution comprising adding to the solution an effective amount of a stabilizer that comprises 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. Also disclosed are uses of the above compounds to stabilize peroxide compounds in solutions.