Cyclic Polyphenylene Ether Ketone Composition Low Melting Point

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Solution Overview

Problem

Existing methods for producing cyclic poly(phenylene ether ether ketone) struggle with high melting points and poor processability, making them difficult to synthesize efficiently and industrially applicable.

Innovation Solution

A cyclic poly(phenylene ether ether ketone) composition with a melting point not higher than 270°C is achieved by using a mixture of cyclic poly(phenylene ether ether ketones) with different repeating numbers, produced through a method involving a dihalogenated aromatic ketone compound, a dihydroxy aromatic compound, and a base in the presence of an organic polar solvent, allowing for thermal ring-opening polymerization at a temperature not higher than the melting point.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If linear poly(phenylene ether ether ketone) oligomers with specific terminal groups are used for synthesis, then high purity cyclic poly(phenylene ether ether ketone) with specific repeating number can be obtained, but the melting point becomes excessively high (above 270°C) and processability deteriorates

Engineering Contradiction:
Improvepurity of cyclic poly(phenylene ether ether ketone)VSAvoidmelting point
Core Design Contradiction:
Manufacturing precisionVSTemperature

Solution Approach 1:

The invention changes the chemical parameters of the starting materials by using linear poly(phenylene ether ether ketone) oligomers with hydroxyl terminal groups instead of fluorine-terminal oligomers, and by controlling the molecular weight and terminal groups to produce a mixture of cyclic polymers with different repeating numbers (m=3,6,9,...), thereby achieving a melting point of 270°C or lower while maintaining high purity

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates a composite cyclic poly(phenylene ether ether ketone) composition containing multiple cyclic oligomers with different repeating numbers (m=3,6,9,...) in a specific composition range, where the combination of different molecular weight components results in a lowered melting point and improved processability while maintaining high purity

Inventive Principle:
Principle #40Composite materials

2Manufacturing precision

If conventional synthesis methods are used, then cyclic poly(phenylene ether ether ketone) can be produced, but the process requires ultra-dilute conditions and extremely long reaction times, making it unsuitable for industrial production

Engineering Contradiction:
Improveselectivity for cyclic poly(phenylene ether ether ketone)VSAvoidreaction time
Core Design Contradiction:
Manufacturing precisionVSProductivity

Solution Approach 1:

The invention changes the reaction parameters by using linear poly(phenylene ether ether ketone) oligomers with hydroxyl terminal groups as starting materials, which enables the reaction to proceed under less dilute conditions with shorter reaction times while maintaining high selectivity for cyclic poly(phenylene ether ether ketone) formation

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention performs preliminary preparation of linear poly(phenylene ether ether ketone) oligomers with specific hydroxyl terminal groups before the cyclization reaction, which pre-organizes the molecular structure to facilitate faster and more efficient cyclic polymer formation without requiring ultra-dilute conditions

Inventive Principle:
Principle #10Preliminary action

3Manufacturing precision

If multiple separate oligomers are prepared for synthesis, then high purity cyclic poly(phenylene ether ether ketone) can be obtained, but the complexity of the production process increases significantly

Engineering Contradiction:
Improvepurity of cyclic poly(phenylene ether ether ketone)VSAvoidcomplexity of production process
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The invention merges the synthesis approach by using a single type of starting material (linear poly(phenylene ether ether ketone) oligomer with hydroxyl terminal groups) that can form multiple cyclic products with different repeating numbers in one reaction process, eliminating the need to separately prepare multiple different oligomers while maintaining high purity

Inventive Principle:
Principle #5Merging (Combining)

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 resulting composition has a low melting point, improved processability, and can be used as a poly(phenylene ether ether ketone) prepolymer, reducing energy requirements and enabling the production of high-polymerization-degree polymers with enhanced properties.

Implementation Method 1

the cyclic poly (phenylene ether ether ketone) composition can be used as a poly (phenylene ether ether ketone) prepolymer, reducing energy requirements and enabling the production of high-polymerization-degree polymers

Methodology Applied
Scientific EffectRing-opening polymerization: Photopolymerisation

Data Source

PatentUS8987406B2Cyclic polyphenylene ether ether ketone composition and method for producing the same
Publication Date: 2015.03.24 TORAY INDUSTRIES INC
  • US8987406B2 patent drawing
  • US8987406B2 patent drawing
  • US8987406B2 patent drawing

AI summary

A cyclic poly (phenylene ether ether ketone) composition includes not less than 60% by weight of a cyclic poly (phenylene ether ether ketone) represented by the following Formula (I), which is characterized in that the cyclic poly (phenylene ether ether ketone) is a mixture of cyclic poly (phenylene ether ether ketone)s having different repeating numbers (m) and the composition has a melting point of not higher than 270° C.; and a method of producing a poly (phenylene ether ether ketone) characterized by heat-polymerizing the cyclic poly (phenylene ether ether ketone) composition:where m represents an integer of 2 to 40.