Organic Peroxide Synthesis via Composite Catalyst

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Solution Overview

Problem

Current industrial processes for producing organic peroxides require high concentrations of sulfuric acid, leading to high costs, safety risks, and low yields, with significant generation of sulfate by-products and phenolic by-products that clog reactors, complicating the manufacturing process.

Innovation Solution

A process using a combination of sulfonic acid and mineral acid as catalysts in specific proportions, allowing the reaction to occur at atmospheric pressure and temperatures above ambient without safety risks, reducing acid usage, and eliminating the need for water removal, thereby achieving high yields and minimizing by-product formation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If high concentration of sulfuric acid is used as catalyst, then the peroxide synthesis can proceed at low temperature, but the cost of treating aqueous phases increases significantly due to large quantities of sulfate generated

Engineering Contradiction:
Improveperoxide synthesis stabilityVSAvoidsulfate in effluents
Core Design Contradiction:
ReliabilityVSLoss of substance

Solution Approach 1:

The patent changes the catalyst system from high concentration sulfuric acid (49% by weight) to a combination of sulfonic acid and mineral acid in specific proportions (ratio between 0.05 and 0.8 moles relative to alcohol component). This parameter change reduces sulfate generation while maintaining catalytic effectiveness at temperatures between 20-60°C

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses a composite catalyst system combining sulfonic acid and mineral acid together, where the sulfonic acid component reduces phenolic by-product formation while the mineral acid provides strong catalytic activity. This composite approach solves both the sulfate waste problem and the phenolic by-product clogging issue

Inventive Principle:
Principle #40Composite materials

2Reliability

If high concentration of sulfuric acid is used, then the reaction can be controlled at low temperature, but the costs linked to necessary cooling become prohibitive

Engineering Contradiction:
Improvereaction controlVSAvoidcooling costs
Core Design Contradiction:
ReliabilityVSUse of energy by moving object

Solution Approach 1:

The patent raises the reaction temperature from below 10°C (conventional process) to 20-60°C by changing the catalyst system. The sulfonic acid-mineral acid combination provides sufficient catalytic activity at higher temperatures, eliminating the need for expensive cooling infrastructure while maintaining reaction control

Inventive Principle:
Principle #35Parameter changes

3Productivity

If high concentration of sulfuric acid is used to obtain high yield, then the peroxide synthesis efficiency improves, but phenolic type by-products are produced which clog the reactor

Engineering Contradiction:
Improveperoxide yieldVSAvoidphenolic by-products
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent employs a composite catalyst system where sulfonic acid (0.05-0.8 moles) suppresses phenolic by-product formation through its specific catalytic pathway, while mineral acid (0.05-0.8 moles) maintains high reaction rate. This combination achieves high peroxide yield without reactor clogging from phenolic deposits

Inventive Principle:
Principle #40Composite materials

4Loss of substance

If vacuum extraction equipment is used to eliminate water formed, then acid salts generation in effluents is limited, but the complexity of equipment increases

Engineering Contradiction:
Improveacid salts in effluentsVSAvoidvacuum extraction equipment
Core Design Contradiction:
Loss of substanceVSDevice complexity

Solution Approach 1:

The patent changes the catalyst concentration parameter to very low levels (0.05-0.8 moles relative to alcohol), which dramatically reduces acid salts generation. This allows the reaction to proceed at atmospheric pressure without requiring complex vacuum extraction equipment, while still limiting effluent contamination

Inventive Principle:
Principle #35Parameter changes

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

The process achieves high yields of organic peroxides with low impurity levels, reducing the need for extensive washing and reactor maintenance, and operates under more economical and safer conditions compared to traditional methods.

Implementation Method 1

a process for the preparation of organic peroxides by a condensation reaction between a compound having at least one tertiary alcohol group and a compound having at least one tertiary hydroperoxide function in the presence of a catalyst comprising a sulfonic acid and a mineral acid

Methodology Applied
Scientific EffectCatalysis: Catalysis

Data Source

PatentEP3030546B1Method for preparing organic peroxides
Publication Date: 2017.12.27 ARKEMA FRANCE SA
  • EP3030546B1 patent drawing
  • EP3030546B1 patent drawing
  • EP3030546B1 patent drawing

AI summary

The invention relates to a method for preparing peroxide, including a step of treating, in a reaction medium, a component having at least one tertiary alcohol grouping with a compound having at least one tertiary hydroperoxide function in the presence of a catalyst, said method being characterised in that the catalyst includes a sulphonic acid and a inorganic acid, the molar ratio between the sulphonic acid and the aforementioned component including at least one tertiary alcohol grouping ranges from 0.05 to 0.8, and the molar ratio between the inorganic acid and the aforementioned component including at least one tertiary alcohol grouping ranges from 0.05 to 0.8. The invention also relates to the peroxide resulting directly from said preparation method.