Recyclable Ethylene-Vinyl Ester Vitrimer via Transesterification

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Solution Overview

Problem

Crosslinked ethylene-vinyl acetate (EVA) polymers are difficult to recycle due to their high thermal and chemical stability, limiting their reprocessing into high-value products.

Innovation Solution

A process involving a transesterification reaction between crosslinked EVA polymer powder, poly(vinyl alcohol) (PVA), and a transesterification catalyst, such as zinc acetate, to convert irreversibly crosslinked EVA into a recyclable ethylene-vinyl ester vitrimer, allowing for reprocessing at elevated temperatures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If crosslinked EVA is used to achieve high thermal and chemical stability, then the polymer gains improved thermal stability and mechanical properties, but it becomes difficult to recycle and reprocess

Engineering Contradiction:
Improvethermal stabilityVSAvoidrecyclability
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent introduces dynamic covalent bonds (transesterification bonds) into the crosslinked EVA network, transforming it from a static permanently crosslinked structure to a dynamic adaptive network. This allows the material to maintain crosslinked stability at use temperatures while enabling reprocessing through bond exchange reactions at elevated temperatures, thus resolving the contradiction between thermal stability and recyclability

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent changes the chemical parameter of the crosslinks from permanent covalent bonds to dynamic covalent bonds capable of transesterification. By incorporating ester groups into the crosslink structure and adding transesterification catalysts, the material transitions from irreversible crosslinking to reversible dynamic crosslinking, enabling recycling while maintaining thermal stability during service

Inventive Principle:
Principle #35Parameter changes

2Strength

If permanently crosslinked structure is used to enhance mechanical properties, then the polymer achieves improved strength and rigidity, but it cannot be reprocessed into high-value products

Engineering Contradiction:
Improvemechanical propertiesVSAvoidreprocessing capability
Core Design Contradiction:
StrengthVSAdaptability or versatility

Solution Approach 1:

The patent transforms the static permanently crosslinked network into a dynamic covalent adaptive network where crosslinks can exchange and rearrange. This dynamic behavior allows the material to maintain mechanical integrity during use while enabling reprocessing through topology rearrangement at elevated temperatures, thus achieving both strength and adaptability

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent introduces transesterification catalysts as intermediaries that facilitate bond exchange reactions in the crosslinked network. These catalysts enable the dynamic rearrangement of crosslinks without compromising the overall network structure, allowing reprocessing while maintaining mechanical properties

Inventive Principle:
Principle #24Intermediary (Mediator)

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

Enables the recycling of crosslinked EVA into high-value products with enhanced thermal stability and mechanical properties, maintaining integrity and allowing multiple reprocessing cycles without additional reactants or catalysts, thus overcoming the limitations of existing recycling methods.

Implementation Method 1

reacting an ethylene-vinyl ester polymer having an irreversibly crosslinked structure with a poly(vinyl alcohol) (PVA) via a transesterification reaction in the presence of a transesterification catalyst

Methodology Applied
Scientific EffectTransesterification reaction: Chemical Bonding

Data Source

PatentUS20240270880A1Processes for producing and reprocessing a recyclable ethylene-vinyl ester polymer
Publication Date: 2024.08.15 BRASKEM AMERICA INC
  • US20240270880A1 patent drawing
  • US20240270880A1 patent drawing
  • US20240270880A1 patent drawing

AI summary

This invention relates to a process for producing a recyclable ethylene-vinyl ester polymer comprising reacting an ethylene-vinyl ester polymer having an irreversibly crosslinked structure with a poly(vinyl alcohol) (PVA), via a transesterification reaction, in the presence of a transesterification catalyst, to produce a recyclable ethylene-vinyl ester vitrimer. This invention also relates to a recyclable ethylene-vinyl ester vitrimer prepared according to the process.