Platinum Catalyst Oxidation for Polyether Acetic Acid

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Solution Overview

Problem

Conventional methods for manufacturing polyoxyethylene alkyl ether acetic acid face issues such as instability of monochloroacetic acid, generation of inorganic salts, and decreased catalytic activity over the reaction progress, leading to low productivity and complex purification processes.

Innovation Solution

A method involving dehydrogenation and oxidation of polyoxyethylene alkyl ether in the presence of a platinum catalyst with a specific mass ratio of reactants to water, which suppresses viscosity increase and side product formation, allowing for high-yield production without inorganic salts and maintaining catalytic activity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If monochloroacetic acid is used in carboxymethylation, then polyoxyethylene alkyl ether acetic acid can be produced, but monochloroacetic acid decomposes during reaction due to instability in water

Engineering Contradiction:
Improveproduction efficiencyVSAvoidstability of monochloroacetic acid
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention changes the reaction parameters by using a different chemical pathway (oxidation instead of carboxymethylation) and controls the water content in the liquid phase to optimize reaction conditions. This avoids the decomposition issue of monochloroacetic acid while maintaining high production efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention introduces a platinum catalyst as an intermediary to facilitate the oxidation reaction. The catalyst enables the transformation of polyoxyethylene alkyl ether to polyoxyethylene alkyl ether acetic acid through oxidation, bypassing the need for unstable monochloroacetic acid

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If carboxymethylation is used to manufacture polyoxyethylene alkyl ether acetic acid, then the product can be obtained, but a large amount of inorganic salts are generated as side products requiring removal

Engineering Contradiction:
Improveproduction efficiencyVSAvoidinorganic salts as side products
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The invention converts the harmful side effect of inorganic salt generation into a benefit by using an oxidation reaction that produces water as the main byproduct instead of inorganic salts. The reaction uses oxygen or air as the oxidizing agent, transforming a potentially harmful process into a cleaner one

Inventive Principle:
Principle #22Blessing in disguise (Convert harm into benefit)

Solution Approach 2:

The invention extracts or eliminates the source of inorganic salts by replacing the carboxymethylation pathway with an oxidation pathway. This removes the need for base neutralization and subsequent salt removal operations

Inventive Principle:
Principle #2Taking out (Extraction)

3Productivity

If alkali neutralization oxidation is used, then polyoxyethylene alkyl ether acetic acid can be produced, but carboxylic acid salt requires acid decomposition and generates large amount of inorganic salts

Engineering Contradiction:
Improveproduction efficiencyVSAvoidcomplex purification process
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The invention extracts or eliminates the need for acid decomposition step by directly producing the free acid form through oxidation. The process design avoids forming carboxylic acid salts intermediate, thereby removing the complexity of acid decomposition and salt removal operations

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The invention maintains continuous useful action by optimizing the reaction conditions to directly produce the desired free acid product without intermediate salt formation. The controlled water content and oxidation conditions ensure continuous production of the target compound without requiring additional purification steps

Inventive Principle:
Principle #20Continuity of useful action

4Productivity

If non-neutralization oxidation is used, then polyoxyethylene alkyl ether acetic acid can be produced, but catalytic activity decreases in accordance with reaction progress

Engineering Contradiction:
Improveproduction efficiencyVSAvoidcatalytic activity
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The invention changes the reaction parameters by controlling the water content in the liquid phase within a specific range (5-50 mass%). This parameter control prevents catalyst deactivation and maintains high catalytic activity throughout the reaction progress, resolving the contradiction between productivity and catalyst reliability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention implements feedback control by monitoring and adjusting the water content in the liquid phase during the reaction. This feedback mechanism ensures that the catalytic activity is maintained at optimal levels throughout the reaction process, preventing the decrease in activity that occurs in conventional non-neutralization oxidation

Inventive Principle:
Principle #23Feedback

5Productivity

If conventional oxidation methods are used, then polyoxyethylene alkyl ether acetic acid can be produced, but viscosity increase and side product formation occur

Engineering Contradiction:
Improveproduction efficiencyVSAvoidviscosity stability
Core Design Contradiction:
ProductivityVSStability of the object's composition

Solution Approach 1:

The invention changes the reaction parameters by controlling the water content in the liquid phase within a specific range (5-50 mass%). This parameter control suppresses excessive viscosity increase and side product formation, maintaining stable reaction conditions and high production efficiency

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention applies beforehand cushioning by pre-establishing optimal reaction conditions including controlled water content and oxygen supply. These pre-set conditions prevent excessive viscosity increase and side product formation during the reaction process, cushioning against potential problems before they occur

Inventive Principle:
Principle #11Beforehand cushioning (Prior cushioning)

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 method enables the production of polyoxyethylene alkyl ether acetic acid with high efficiency, eliminating the need for salt removal and concentration steps, and maintaining catalytic activity throughout the reaction, resulting in improved productivity and mild skin irritation properties for cleansing agents.

Implementation Method 1

dehydrogenating and oxidizing the polyoxyethylene alkyl ether in the presence of a platinum catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

dehydrogenating and oxidizing the polyoxyethylene alkyl ether

Methodology Applied
Scientific EffectOxidation: Oxidation

Data Source

PatentEP2719678B1Method for manufacturing polyoxyethylene alkyl ether acetic acid
Publication Date: 2015.11.18 KAO CORP
  • EP2719678B1 patent drawing

AI summary

The invention relates to a method for manufacturing a polyoxyethylene alkyl ether acetic acid, including feeding oxygen into a liquid phase containing polyoxyethylene ether having a hydrocarbon group at the end (hereinafter, it may also be referred to as a polyoxyethylene alkyl ether) and water, and dehydrogenating and oxidizing the polyoxyethylene alkyl ether in the presence of a platinum catalyst, in which the mass ratio between the total mass of the polyoxyethylene alkyl ether and the polyoxyethylene alkyl ether acetic acid and the mass of water in the liquid phase ((polyoxyethylene alkyl ether + polyoxyethylene alkyl ether acetic acid)/water) is 60/40 to 95/5.