Ring-Opened Benzoxazine Thermoplastic for Moldable Curing

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Solution Overview

Problem

Thermoset resins have limited shelf life and require complex cure cycles, while thermoplastics are costly and challenging to mold, lacking the combination of properties needed for advanced composite applications.

Innovation Solution

Development of crosslinkable thermoplastic resin compositions formed from bis-benzoxazine monomers and bifunctional comonomers, allowing for crosslinking at elevated temperatures to achieve thermoset properties and moldability below those temperatures.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Strength

If thermoset resins are used to achieve high modulus and superior creep resistance, then mechanical strength is improved, but shelf life is limited and cure cycle complexity increases

Engineering Contradiction:
Improvemodulus and creep resistanceVSAvoidshelf life
Core Design Contradiction:
StrengthVSDuration of action of stationary object

Solution Approach 1:

The patent applies a dynamic approach by using a thermoplastic resin that can transition from a moldable state at processing temperature to a crosslinked rigid state during service. The resin starts as a thermoplastic for easy processing, then undergoes in-situ crosslinking to achieve thermoset-like performance, creating a dynamic material system that adapts its properties through temperature and time

Inventive Principle:
Principle #15Dynamics

Solution Approach 2:

The patent utilizes parameter changes by controlling temperature to trigger crosslinking of the thermoplastic resin. Below a specific temperature, the resin remains thermoplastic and moldable; above this temperature, crosslinking occurs to provide high modulus and creep resistance. This temperature-dependent parameter change resolves the contradiction between processability and mechanical performance

Inventive Principle:
Principle #35Parameter changes

2Strength

If thermoset resins are used to achieve high modulus and superior creep resistance, then mechanical strength is improved, but cure cycle complexity increases

Engineering Contradiction:
Improvemodulus and creep resistanceVSAvoidcure cycle complexity
Core Design Contradiction:
StrengthVSDevice complexity

Solution Approach 1:

The patent extracts the crosslinking step from a separate, complex cure cycle and integrates it into the molding process itself. The thermoplastic resin crosslinks in-situ during molding, eliminating the need for separate curing operations and complex temperature profiling, thereby simplifying the overall manufacturing process while maintaining high mechanical performance

Inventive Principle:
Principle #2Taking out (Extraction)

3Ease of manufacture

If thermoplastic resins are used to achieve indefinite shelf life and short molding time, then ease of manufacture is improved, but raw material cost increases

Engineering Contradiction:
Improveshelf life and molding timeVSAvoidraw material cost
Core Design Contradiction:
Ease of manufactureVSQuantity of substance

Solution Approach 1:

The patent employs a composite material system that combines the advantages of both thermoplastic and thermoset resins. The base resin is thermoplastic for easy processing and long shelf life, while incorporated crosslinkable groups provide thermoset-like performance after curing. This composite approach achieves cost-effective manufacturing with both indefinite shelf life and short molding times

Inventive Principle:
Principle #40Composite materials

4Adaptability or versatility

If conventional thermoplastic resins are used to achieve remoldability and impact toughness, then adaptability is improved, but adhesion to fibers and high temperature resistance worsen

Engineering Contradiction:
Improveremoldability and impact toughnessVSAvoidadhesion to fibers and high temperature resistance
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent applies preliminary action by incorporating crosslinkable functional groups into the thermoplastic resin structure before processing. These groups remain dormant during molding, allowing remoldability and impact toughness, but activate during or after molding to provide strong fiber adhesion and high temperature resistance, ensuring both adaptability and reliability

Inventive Principle:
Principle #10Preliminary action

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 crosslinkable thermoplastic resins provide superior adhesion to fibers, high temperature resistance, and improved processability, combining the benefits of both thermosets and thermoplastics, with enhanced mechanical and thermal properties.

Implementation Method 1

reacting a bis-benzoxazine monomer and a bifunctional comonomer to form a polymer containing at least one crosslinkable group

Methodology Applied
Scientific EffectPolymerization: Photopolymerisation

Implementation Method 2

curing the crosslinkable thermoplastic resin composition by applying an external stimulus to form the cured thermoplastic resin

Methodology Applied
Scientific EffectCrosslinking: Photopolymerisation

Data Source

PatentUS12410280B2Synthesis, purification, and properties of ring-opened benzoxazine thermoplastic
Publication Date: 2025.09.09 KANEKA CORP
  • US12410280B2 patent drawing
  • US12410280B2 patent drawing
  • US12410280B2 patent drawing

AI summary

A crosslinkable thermoplastic resin composition may include a polymer formed from the reaction between a bis-benzoxazine monomer and a bifunctional comonomer having phenol, amine, and/or thiol functional groups, wherein the polymer contains at least one crosslinkable group. A method of forming a crosslinkable thermoplastic resin composition may include reacting a bis-benzoxazine monomer and a bifunctional comonomer to form a polymer containing at least one crosslinkable group. A method of forming a cured thermoplastic resin may include curing the crosslinkable thermoplastic resin composition by applying an external stimulus.