Acrylic Acid Production via Beta-Propiolactone Ring-Opening

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Solution Overview

Problem

The high cost and volatility of acrylic acid production due to its dependence on propylene, a product of oil refining, have led to a need for alternative methods to synthesize this chemical, particularly for the production of polyacrylic acid-based superabsorbent polymers.

Innovation Solution

Producing acrylic acid from beta-propiolactone using a heterogeneous catalyst such as zeolite, in combination with a polymerization inhibitor and optionally a solvent, in a one-pot reaction that minimizes the formation of by-products like polypropiolactone and polyacrylic acid, and involves controlled reaction conditions including temperature and addition rate.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If acrylic acid is produced from propylene oxidation, then the production method is established and reliable, but the production cost increases and price volatility occurs due to dependence on crude oil prices

Engineering Contradiction:
Improveproduction method reliabilityVSAvoidproduction cost
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent changes the raw material parameter from propylene (oil-derived) to beta-propiolactone (alternative feedstock), fundamentally altering the production pathway to escape crude oil price dependence while maintaining production reliability through a well-defined chemical transformation process

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces beta-propiolactone as an intermediary substance that can be converted to acrylic acid through ring-opening reaction, serving as a bridge between alternative feedstocks and the desired product, thereby reducing direct dependence on propylene and crude oil

Inventive Principle:
Principle #24Intermediary (Mediator)

2Ease of manufacture

If beta-propiolactone is converted to acrylic acid using heterogeneous catalyst, then production cost decreases and purity increases, but the risk of polymerization by-products increases

Engineering Contradiction:
Improveproduction costVSAvoidpolymerization by-products
Core Design Contradiction:
Ease of manufactureVSObject-generated harmful factors

Solution Approach 1:

The patent introduces a polymerization inhibitor as an intermediary substance that interferes with the polymerization reaction mechanism, preventing the formation of polyacrylic acid and polypropiolactone by-products while allowing the desired ring-opening reaction to proceed

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent applies preliminary anti-action by adding polymerization inhibitor at the beginning of the reaction process, preemptively blocking the polymerization pathway before it can compete with the ring-opening reaction, thereby preventing harmful by-product formation

Inventive Principle:
Principle #9Preliminary anti-action

3Productivity

If high yield of acrylic acid is achieved, then production efficiency increases, but the complexity of controlling reaction conditions increases

Engineering Contradiction:
Improveacrylic acid yieldVSAvoidreaction condition control
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent optimizes multiple reaction parameters simultaneously (temperature, catalyst loading, inhibitor concentration, addition rate) to achieve high acrylic acid yield, demonstrating that controlled parameter changes can enhance productivity while managing system complexity through systematic optimization

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

This method achieves high yields of acrylic acid with high purity, reducing the dependence on propylene and lowering production costs, while enabling the production of high-quality superabsorbent polymers for various applications.

Implementation Method 1

combining beta-propiolactone, a heterogeneous catalyst, a polymerization inhibitor, and optionally a solvent; and producing acrylic acid from at least a portion of the beta-propiolactone

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

combining beta-propiolactone, a heterogeneous catalyst, a polymerization inhibitor, and optionally a solvent

Methodology Applied
Scientific EffectPolymerization inhibition:

Data Source

PatentUS11827590B2Acrylic acid, and methods of producing thereof
Publication Date: 2023.11.28 NOVOMER INC
  • US11827590B2 patent drawing

AI summary

Provided herein are methods of producing acrylic acid from beta-propiolactone. Such methods may involve the use of a heterogeneous catalyst, such as a zeolite.