Polysulfide Self-Healing Compound Synthesis

Resolve Bottlenecks,
Find Innovative Solutions
Generate Solutions

Solution Overview

Problem

Current self-healing materials face challenges in productivity and self-healing power, with complex synthesis processes and limited repair capabilities, particularly in applications requiring high durability and re-processability.

Innovation Solution

A compound with a specific polysulfide skeleton, represented by the general formula (1), is used in a composition that includes acrylic or methacrylic groups, hydrocarbon groups, and optional unsaturated hydrocarbon or thiol groups, enabling easy synthesis and effective self-healing through bond cleavage and recombination upon heating or light irradiation.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If self-healing materials use complex molecular structures with dynamic covalent bonds, then self-healing capability is improved, but productivity and synthesis simplicity deteriorate

Engineering Contradiction:
Improveself-healing capabilityVSAvoidproductivity
Core Design Contradiction:
ReliabilityVSProductivity

Solution Approach 1:

The patent changes the chemical structure parameters by introducing a polysulfide skeleton with specific S-S bond characteristics. This allows the material to achieve self-healing capability through reversible bond dissociation and recombination while maintaining simpler synthesis processes and higher productivity compared to complex dynamic covalent bond systems.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a composite material system combining the polysulfide skeleton compound with acrylic or methacrylic monomers. This composite approach enables the material to exhibit both self-healing properties and improved productivity, as the polysulfide component provides the self-healing mechanism while the acrylic/methacrylic components facilitate easier synthesis and processing.

Inventive Principle:
Principle #40Composite materials

2Reliability

If self-healing materials use reversible bond dissociation and recombination, then self-healing capability is improved, but molecular structure complexity increases

Engineering Contradiction:
Improveself-healing capabilityVSAvoidmolecular structure complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent modifies the molecular structure parameters by using a polysulfide skeleton with S-S bonds that can reversibly dissociate and recombine. This approach achieves self-healing capability while keeping the molecular structure relatively simple compared to other dynamic covalent bond systems, thus reducing synthesis complexity.

Inventive Principle:
Principle #35Parameter changes

3Reliability

If self-healing materials use microcapsules with polymerizable monomers, then self-healing capability is improved, but the number of self-healing cycles is limited

Engineering Contradiction:
Improveself-healing capabilityVSAvoidnumber of self-healing cycles
Core Design Contradiction:
ReliabilityVSDuration of action of moving object

Solution Approach 1:

The patent implements a self-service mechanism where the polysulfide skeleton compounds can repeatedly undergo bond dissociation and recombination without depleting a finite reservoir of healing agents. This allows the material to perform multiple self-healing cycles, overcoming the limitation of microcapsule-based systems where the healing agent is consumed after one use.

Inventive Principle:
Principle #25Self-service

4Strength

If polymer materials use strong covalent bonds, then mechanical strength and durability are improved, but re-processability and reusability deteriorate

Engineering Contradiction:
Improvemechanical strengthVSAvoidre-processability
Core Design Contradiction:
StrengthVSEase of manufacture

Solution Approach 1:

The patent introduces dynamic characteristics to the covalent bonds by using polysulfide S-S bonds that can reversibly dissociate and recombine. This dynamic bond behavior allows the material to maintain strong mechanical strength during normal use while enabling re-processing and reusability when needed, such as through self-healing or reshaping operations.

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

The compound achieves excellent self-healing power, allowing for repeated repairs and maintaining dynamic strength, even after heavy damage, with a simple synthesis method and improved productivity compared to existing materials.

Implementation Method 1

there has been known a self-healing material using reversible bond dissociation and recombination, which is obtained by applying an external stimulus to a material using a dynamic covalent bond

Methodology Applied
Scientific EffectBond dissociation and recombination: Chemical Bonding

Implementation Method 2

applying an external stimulus to a material using a dynamic covalent bond

Methodology Applied
Scientific EffectThermal stimulation: Heating

Implementation Method 3

applying an external stimulus to a material using a dynamic covalent bond

Methodology Applied
Scientific EffectLight irradiation: Light

Data Source

PatentEP3932906B1Novel compound, composition containing said compound, and cured object
Publication Date: 2023.07.12 ADEKA CORP
  • EP3932906B1 patent drawingFigure 1
  • EP3932906B1 patent drawing
  • EP3932906B1 patent drawing

AI summary

Provided is a compound, which is represented by the following general formula (1): where X1 and X2 each independently represent an acrylic group or a methacrylic group, R1 to R8 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 6 carbon atoms, and "n" represents an integer of from 1 to 10.