Benzofuran Epoxy Resin Composition for High Tg and Toughness

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Solution Overview

Problem

Epoxy resin compositions face a challenge in achieving high glass transition temperature while maintaining toughness and low moisture absorption, as multifunctional epoxy resins are not very tough, and incorporating polar groups for thermal resistance can lead to poor moisture resistance.

Innovation Solution

The composition includes a polyepoxide resin, a chain extension agent, a toughening agent, and a curing agent, with benzofuran units, which upon curing, results in a cured epoxy resin with improved glass transition temperature and fracture toughness without substantial loss in toughness.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If multifunctional epoxy resins are used to achieve high glass transition temperature, then thermal resistance is improved, but fracture toughness deteriorates

Engineering Contradiction:
Improveglass transition temperatureVSAvoidfracture toughness
Core Design Contradiction:
TemperatureVSStrength

Solution Approach 1:

The patent uses a composite system combining multifunctional epoxy resin with chain extension agents and toughening agents. The multifunctional epoxy provides high Tg through dense crosslinking, while the chain extension agents (e.g., polyether polyols) introduce flexible segments to improve toughness, and toughening agents (e.g., rubber particles) provide ductility. This composite approach resolves the contradiction by integrating multiple material functions into a single cured epoxy system.

Inventive Principle:
Principle #40Composite materials

2Temperature

If large concentrations of polar groups are incorporated into the resin to achieve high thermal resistance, then glass transition temperature is improved, but moisture resistance deteriorates

Engineering Contradiction:
Improveglass transition temperatureVSAvoidmoisture resistance
Core Design Contradiction:
TemperatureVSObject-affected harmful factors

Solution Approach 1:

The patent modifies the chemical structure parameters of the epoxy system by incorporating chain extension agents with specific molecular weights and structures. These agents adjust the polarity and free volume of the cured resin, allowing optimization of both Tg and moisture resistance. By changing parameters such as the type and concentration of chain extenders, the patent achieves a balance between thermal performance and moisture resistance.

Inventive Principle:
Principle #35Parameter changes

3Strength

If chain extending agents are used to improve toughness and flexibility, then fracture toughness is improved, but glass transition temperature deteriorates

Engineering Contradiction:
Improvefracture toughnessVSAvoidglass transition temperature
Core Design Contradiction:
StrengthVSTemperature

Solution Approach 1:

The patent applies local quality by using chain extension agents that create localized flexible regions within the rigid crosslinked network. The chain extenders (e.g., polyether polyols with specific molecular weights) are distributed throughout the matrix, creating local soft segments that enhance toughness without significantly reducing the overall Tg. This localized modification allows the bulk material to maintain high thermal resistance while specific regions provide toughness.

Inventive Principle:
Principle #3Local quality

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 composition achieves a glass transition temperature of at least 120°C and fracture toughness of at least 200 Joules/m², enhancing mechanical properties and moisture resistance compared to conventional epoxy resins.

Implementation Method 1

The epoxy resins generally contain a plurality of epoxy or oxirane groups which react with a curing agent to form a network or significantly cross-linked system

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP2751160B1Epoxy resins with high thermal stability and toughness
Publication Date: 2016.09.28 HUNTSMAN ADVANCED MATERIALS AMERICAS LLC
  • EP2751160B1 patent drawing
  • EP2751160B1 patent drawing
  • EP2751160B1 patent drawing

AI summary

Epoxy resin compositions contain (i) a polyepoxide resin; (ii) a benzofuran diol component, a benzofuran di-epoxide component, or mixture thereof; and (iii) a curing agent, which upon curing, provides a cured resin exhibiting improved chemical and physical characteristics. The epoxy resin composition may also contain a toughening agent to further enhance the cured resin's physical characteristics.