Thermally Reversible Composite Recycling via Diels-Alder Cleavage

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Solution Overview

Problem

Conventional reinforced organic-matrix composite materials are prone to damage from mechanical impact, leading to reduced mechanical properties and difficult repair, and existing recycling methods are inefficient due to the separation challenges of organic polymer matrices and reinforcement materials.

Innovation Solution

A method utilizing thermally reversible cross-links based on the Diels-Alder reaction between a diene and a dienophile, allowing the composite to be heated and separated into its components, enabling easy recycling and repair without degrading the material properties.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If conventional thermosetting polymers are used to provide structural integrity and mechanical strength, then the composite material achieves high strength and stability, but the material becomes difficult to repair and recycle due to high cross-linking density

Engineering Contradiction:
Improvemechanical strengthVSAvoidrepairability
Core Design Contradiction:
StrengthVSEase of repair

Solution Approach 1:

The patent changes the chemical parameters of the polymer cross-links by introducing thermally reversible cross-links based on Diels-Alder adducts. These cross-links remain stable at service temperatures providing mechanical strength, but can be reversibly broken at elevated temperatures (above the reverse Diels-Alder temperature) to enable repair and recycling operations.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces dynamic reversibility to the cross-linking system. The cross-links can dynamically transition between formed and broken states based on temperature conditions, allowing the material to be rigid during normal use but become processable when heated, thus enabling repair and recycling.

Inventive Principle:
Principle #15Dynamics

2Stability of the object's composition

If conventional thermosetting polymers are used to ensure structural integrity, then the material achieves high stability, but separation of matrix and reinforcement becomes impossible or highly costly

Engineering Contradiction:
Improvestructural stabilityVSAvoidrecycling ease
Core Design Contradiction:
Stability of the object's compositionVSEase of manufacture

Solution Approach 1:

The patent changes the thermal parameters of the cross-linking system by incorporating Diels-Alder reversible cross-links. At service temperatures below the reverse Diels-Alder temperature, the cross-links remain intact providing structural stability. During recycling, heating above this temperature causes the cross-links to break, reducing viscosity and enabling easy separation of matrix and reinforcement components.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent utilizes a chemical phase transition based on the reversible Diels-Alder reaction. The cross-links transition from a bound state at lower temperatures to a broken state at elevated temperatures, causing a dramatic change in polymer matrix viscosity that enables recycling operations while maintaining structural integrity during normal use.

Inventive Principle:
Principle #36Phase transitions

3Adaptability or versatility

If thermally reversible cross-links are introduced to enable repair and recycling, then the composite material becomes reusable and repairable, but additional processing steps and temperature control are required

Engineering Contradiction:
ImproverepairabilityVSAvoidprocessing complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent introduces dynamic thermal responsiveness to the polymer matrix through reversible cross-links. This allows the material to automatically transition between rigid and processable states based on temperature, enabling repair and recycling through simple heating without requiring complex additional processing equipment or multiple processing steps.

Inventive Principle:
Principle #15Dynamics

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 separation and recycling of composite materials without losing their chemical properties, improving the service life and repairability of the composite by lowering the viscosity of the polymer matrix, allowing for the reuse of both matrix and reinforcement materials.

Implementation Method 1

said polymer comprises thermally reversible cross-links, which thermally reversible cross-links are based on the reversible Diels-Alder reaction between a diene and a dienophile

Methodology Applied
Scientific EffectDiels-Alder reaction:

Implementation Method 2

heating the reinforced organic-matrix composite material to a temperature at which at least part of the thermally reversible cross-links cleave and at which temperature the first component has a viscosity of at most 500 Pa·s

Methodology Applied
Scientific EffectThermal heating: Heating

Data Source

PatentEP2346935B1Recycling an organic-matrix composite material
Publication Date: 2017.12.06 NEDERLANDSE ORG VOOR TOEGEPAST NATUURWETENSCHAPPELIJK ONDERZOEK TNO

AI summary

The invention is directed to a method for recycling an organic-matrix composite material. The organic-matrix composite material comprises a first component comprising at least one organic matrix polymer and at least one solid second component being compatible with said first component and being structurally different from said first component, wherein said at least one organic polymer has thermosetting properties at room temperature and wherein said polymer comprises thermally reversible cross-links. The method of the invention comprises -heating the organic-matrix composite material to a temperature at which at least part of the thermally reversible cross-links cleave and at which temperature the first component as a viscosity of at most 500 Pa·s, as measured by oscillatory measurements on an Anton Paar MCR 301 rheometer using parallel plate geometry; and -separating the at least part of said first component from said second component.