Quinone Methide and Phenol Inhibitors for Styrene Polymerization

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Solution Overview

Problem

Vinyl aromatic monomers like styrene undergo rapid and undesirable polymerization when heated or exposed to light, leading to losses in monomer end-product and reduced production efficiency during purification and processing, with existing methods failing to effectively inhibit this polymerization, especially at elevated temperatures.

Innovation Solution

A combined treatment of a quinone methide derivative and a phenol compound is added to the monomer medium, with concentrations ranging from 1-10,000 ppm per million parts of monomer, to inhibit polymerization, which can be heated and distilled to remove impurities, effectively preventing polymerization during processing and storage.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If purification operations are carried out at elevated temperatures, then production efficiency is improved, but polymerization rate increases

Engineering Contradiction:
Improveproduction efficiencyVSAvoidpolymerization rate
Core Design Contradiction:
ProductivityVSObject-generated harmful factors

Solution Approach 1:

The patent introduces polymerization inhibitors (quinone methide derivative and phenol compound) as intermediary substances that mediate between the monomer and polymerization process. These inhibitors interact with the monomer to prevent polymerization, allowing elevated temperature purification to proceed without excessive polymer formation, thus resolving the contradiction between productivity and harmful polymerization rate

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical parameters of the monomer system by adding inhibitor compounds. This parameter change modifies the polymerization kinetics, enabling the system to withstand elevated temperatures during purification without rapid polymerization, thereby maintaining both production efficiency and monomer integrity

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If heating is applied to the monomer, then purification is enhanced, but polymerization is accelerated

Engineering Contradiction:
Improvepurification qualityVSAvoidpolymerization
Core Design Contradiction:
Manufacturing precisionVSObject-generated harmful factors

Solution Approach 1:

The quinone methide derivative and phenol compound act as intermediary agents that interfere with the polymerization mechanism. By introducing these inhibitors during heating operations, the patent enables effective purification through heating while preventing the acceleration of polymerization that would otherwise occur

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent applies preliminary anti-action by adding polymerization inhibitors before heating and purification operations. This preventive measure counteracts the tendency of heat to accelerate polymerization, allowing the purification process to proceed with enhanced quality without suffering from accelerated polymerization

Inventive Principle:
Principle #9Preliminary anti-action

3Loss of substance

If polymerization occurs during purification, then monomer loss increases, but production efficiency decreases

Engineering Contradiction:
Improvemonomer lossVSAvoidproduction efficiency
Core Design Contradiction:
Loss of substanceVSProductivity

Solution Approach 1:

The polymerization inhibitors serve as intermediary substances that protect the monomer from polymerization during purification. By introducing these inhibitors, the patent prevents monomer loss through polymerization while maintaining production efficiency, as the purification process can proceed without excessive polymer formation that would cause monomer loss

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent converts the harmful effect of heat-induced polymerization into a beneficial outcome by using inhibitors to control the process. The heat that would normally cause harmful polymerization is instead utilized for purification, while the inhibitors ensure that the monomer remains stable, thus converting a potentially harmful thermal effect into a beneficial purification process

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

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 combined treatment significantly reduces polymerization of vinyl aromatic monomers, maintaining production efficiency and preventing equipment fouling, with synergistic effects allowing for lower concentrations of each component to achieve effective inhibition, particularly at higher temperatures.

Implementation Method 1

a method is provided for inhibiting the polymerization of a vinyl aromatic monomer such as styrene monomer... The combined treatment comprises (A) a quinone methide derivative and (B) a phenol compound

Methodology Applied
Scientific EffectPolymerization inhibition:

Data Source

PatentEP2576718B1Methods and compositions for inhibiting vinyl aromatic monomer polymerization
Publication Date: 2017.01.11 GENERAL ELECTRIC CO
  • EP2576718B1 patent drawing
  • EP2576718B1 patent drawing
  • EP2576718B1 patent drawing

AI summary

Methods and compositions are provided for inhibiting the polymerization of a vinyl aromatic monomer, such as styrene monomer, during elevated temperature processing thereof or during storage or shipment of polymer containing product. The compositions comprise a combination of a quinone methide derivative A) and a phenol compound B). The methods comprise adding from about 1-10,000 ppm of the combination to the monomer containing medium, per one million parts of the monomer.