Epoxy Curable Composition with Imidazolyl Catalyst for Low-Temperature Curing

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Solution Overview

Problem

Current curable compositions containing epoxy compounds require long curing times at relatively high temperatures, limiting their application in reducing production costs and ensuring safety in electronic component sealing and fiber-reinforced composite material production, and they have limited epoxy compound options and short pot life.

Innovation Solution

A curable composition combining an epoxy compound with a crosslinking agent, such as a polyhydric amine or polyhydric carboxylic anhydride, and an imidazolyl group-containing compound, which accelerates curing at low temperatures (100-160°C) and extends pot life, allowing for a wider range of epoxy compound selection.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Loss of time

If a curable composition uses conventional epoxy compounds and curing agents, then it can achieve curing, but the curing time becomes excessively long (about 2 hours at 130°C)

Engineering Contradiction:
Improvecuring timeVSAvoidcuring completeness
Core Design Contradiction:
Loss of timeVSReliability

Solution Approach 1:

The patent introduces a specific imidazolyl group-containing compound (formula C1) as a curing catalyst that mediates the reaction between epoxy compounds and crosslinking agents. This intermediary substance significantly accelerates the curing reaction, reducing curing time from 2 hours to much shorter durations while ensuring complete curing at low temperatures (100-160°C).

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent changes the chemical parameters of the curable composition by selecting specific epoxy compounds with appropriate epoxy values (0.3-0.7) and combining them with specific crosslinking agents and imidazolyl catalysts in controlled ratios. This parameter optimization enables rapid curing at low temperatures without sacrificing curing completeness.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If the curable composition is designed for long-term storage stability, then pot life is extended, but the epoxy compound selection becomes limited to tetraglycidylamine types

Engineering Contradiction:
Improveepoxy compound selection rangeVSAvoidpot life
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The imidazolyl group-containing compound (formula C1) serves as a universal catalyst that works effectively with multiple types of epoxy compounds (glycidylamine, glycidyl ether, glycidyl ester types) and various crosslinking agents. This multi-functional catalyst enables broad epoxy compound selection while maintaining long pot life and storage stability.

Inventive Principle:
Principle #6Universality (Multi-functionality)

3Temperature

If curing is performed at low temperature (130°C), then energy consumption is reduced and safety is improved, but the curing time becomes excessively long (2 hours)

Engineering Contradiction:
Improvecuring temperatureVSAvoidcuring time
Core Design Contradiction:
TemperatureVSLoss of time

Solution Approach 1:

The imidazolyl group-containing compound acts as a catalyst that enables the curing reaction to proceed rapidly at low temperatures. The catalyst lowers the activation energy barrier, allowing complete curing to occur in much shorter time (significantly less than 2 hours) at temperatures between 100-160°C, thus reducing energy consumption while maintaining safety.

Inventive Principle:
Principle #24Intermediary (Mediator)

4Adaptability or versatility

If the curable composition uses a wide range of epoxy compounds, then versatility is improved, but achieving long pot life and rapid low-temperature curing becomes difficult

Engineering Contradiction:
Improveepoxy compound type varietyVSAvoidcuring performance consistency
Core Design Contradiction:
Adaptability or versatilityVSReliability

Solution Approach 1:

The patent establishes specific parameter ranges for epoxy compounds (epoxy value 0.3-0.7, specific molecular structures) that are optimized to work with the imidazolyl catalyst and crosslinking agents. These parameter controls ensure that diverse epoxy compounds within the specified ranges all achieve rapid curing, long pot life, and consistent high-quality results.

Inventive Principle:
Principle #35Parameter changes

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 enables rapid curing at low temperatures, maintaining excellent mechanical properties and long pot life, thus reducing production costs and enhancing operational safety, while allowing for the use of various epoxy compounds.

Implementation Method 1

a (C) compound which is an imidazolyl group-containing compound having a predetermined structure

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

at least one crosslinking agent selected from the group consisting of a polyhydric amine compound and a polyhydric carboxylic anhydride

Methodology Applied
Scientific EffectChemical Bonding: Chemical Bonding

Data Source

PatentEP3002304B1Curable composition
Publication Date: 2017.08.02 TOKYO OHKA KOGYO CO LTD
  • EP3002304B1 patent drawing
  • EP3002304B1 patent drawing
  • EP3002304B1 patent drawing

AI summary

To provide a curable composition which is curable at a low temperature within a short time regardless of the type of epoxy compound to be mixed, and also exhibits a long pot life; an adhesive comprising the curable composition; a method for producing a fiber-reinforced composite material using the curable composition; and a fiber-reinforced composite material comprising a matrix consisting of the curable composition. An (A) epoxy compound, (B) at least one crosslinking agent selected from the group consisting of a polyhydric amine compound and a polyhydric carboxylic anhydride, and a (C) compound which is an imidazolyl group-containing compound having a predetermined structure are mixed in a curable composition.