Poly(meth)acrylic Acid Production from Methacrolein Streams

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Solution Overview

Problem

The existing processes for producing polycarboxylate ethers (PCEs) from (meth)acrolein synthesis streams are inefficient due to high dilution, presence of stabilizers and inhibitors that hinder free-radical polymerization, leading to long reaction times, low polymer yield, and complex handling requirements, which result in high production costs and suboptimal product quality.

Innovation Solution

A process involving free-radical polymerization of a (meth)acrylic acid-containing process stream from (meth)acrolein synthesis in the presence of water formed during oxidation, with a higher concentration of (meth)acrylic acid, using chain transfer agents and initiators like sodium persulfate, to produce poly(meth)acrylic acid, which is then esterified to enhance flow improver properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional processes are used to produce PCEs from (meth)acrolein synthesis streams, then production can proceed with existing infrastructure, but the process suffers from high dilution, presence of stabilizers and inhibitors that hinder free-radical polymerization, leading to long reaction times, low polymer yield, and complex handling requirements

Engineering Contradiction:
Improvepolymer yieldVSAvoidreaction time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

The patent removes stabilizers and inhibitors from the (meth)acrylic acid-containing process stream before polymerization. This extraction of harmful components eliminates their hindering effect on free-radical polymerization, enabling faster reaction rates and higher polymer yields without the time losses associated with conventional processes that must tolerate these contaminants.

Inventive Principle:
Principle #2Taking out (Extraction)

Solution Approach 2:

The patent changes the concentration parameter by producing poly(meth)acrylic acid at higher (meth)acrylic acid concentrations compared to conventional highly diluted processes. This parameter change increases polymer yield and reduces reaction time while the water formed during oxidation serves as the reaction medium, eliminating the need for large volumes of diluent.

Inventive Principle:
Principle #35Parameter changes

2Reliability

If conventional processes are used with high dilution and stabilizers, then process stability can be maintained, but polymer yield decreases and reaction times increase

Engineering Contradiction:
Improveprocess stabilityVSAvoidpolymer yield
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent performs preliminary removal of stabilizers and inhibitors before the polymerization process begins. This preliminary action ensures that the polymerization proceeds without interference from these substances, maintaining process stability while simultaneously enabling high polymer yields and reduced reaction times.

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The patent converts the water formed during oxidation, which would normally be considered a byproduct requiring disposal, into the reaction medium for polymerization. This transforms a waste stream into a useful component that supports the polymerization process, maintaining stability while improving productivity.

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

3Object-affected harmful factors

If complex handling and disposal procedures are implemented for process streams, then environmental compliance can be achieved, but production costs increase

Engineering Contradiction:
Improveenvironmental complianceVSAvoidproduction cost
Core Design Contradiction:
Object-affected harmful factorsVSEase of manufacture

Solution Approach 1:

The patent makes the process stream self-service by using the water formed during oxidation as the reaction medium for polymerization. This eliminates the need for separate water addition and disposal steps, simplifying handling procedures while maintaining environmental compliance through efficient resource utilization.

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The patent merges the oxidation process and polymerization process into a single integrated operation. The water formed during oxidation is immediately utilized as the reaction medium for polymerization, combining two separate process streams into one, thereby reducing handling complexity and disposal costs while maintaining environmental standards.

Inventive Principle:
Principle #5Merging (Combining)

4Productivity

If high concentrations of (meth)acrylic acid are used in polymerization, then polymer yield increases, but the process becomes more sensitive to inhibitors and stabilizers

Engineering Contradiction:
Improvepolymer yieldVSAvoidprocess robustness
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent extracts and removes stabilizers and inhibitors from the process stream before high-concentration polymerization. This removal eliminates the sensitivity issue, allowing the process to operate at high (meth)acrylic acid concentrations with improved polymer yield while maintaining process robustness through the absence of interfering substances.

Inventive Principle:
Principle #2Taking out (Extraction)

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 approach results in a more robust, efficient, and cost-effective production of poly(meth)acrylic acid with improved flow-improving properties for concrete, offering higher polymer yield and active ingredient content, while reducing the need for complex handling and disposal costs.

Implementation Method 1

free-radical polymerization of a (meth)acrylic acid-containing process stream from (meth)acrolein synthesis

Methodology Applied
Scientific EffectFree-radical polymerization: Photopolymerisation

Implementation Method 2

using chain transfer agents and initiators like sodium persulfate

Methodology Applied
Scientific EffectChain transfer:

Implementation Method 3

which is then esterified to enhance flow improver properties

Methodology Applied
Scientific EffectEsterification: Chemical Bonding

Data Source

PatentUS11447579B2Concrete flow improvers and water reducers
Publication Date: 2022.09.20 ROHM GMBH
  • US11447579B2 patent drawing

AI summary

The present invention relates to a process for preparing a poly(meth)acrylic acid, characterized in that a (meth)acrylic acid-containing process stream from (meth)acrolein synthesis is subjected to free-radical polymerization. The invention also relates to the esterification of the polymer obtained to give a homopolymer or copolymer ester, and to the use thereof as additive, flow improver and water reducer.