Solventless Cyanate Ester-Epoxy Resin Cold Curing

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Solution Overview

Problem

Conventional cyanate ester-epoxy composite resin compositions require high curing temperatures and long curing times, limiting their thermal resistance and storage stability, making them unsuitable for applications requiring rapid cold curing and high thermal resistance.

Innovation Solution

A solventless one liquid type cyanate ester-epoxy composite resin composition is developed, incorporating cyanate ester, epoxy resin, guanidine compounds, and specific phenol compounds like 4,4'-biphenol, which enhances storage stability, cold curing properties, and thermal resistance.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Temperature

If conventional cyanate ester-epoxy composite resin compositions are used, then thermal resistance is improved, but curing temperature and curing time increase significantly

Engineering Contradiction:
Improvethermal resistanceVSAvoidcuring time
Core Design Contradiction:
TemperatureVSLoss of time

Solution Approach 1:

The patent introduces a novel curing catalyst system comprising a specific combination of organometallic catalyst and organic base that fundamentally changes the curing kinetics parameters. This catalyst system enables the resin to cure at lower temperatures (room temperature to 80°C) and shorter times while achieving the same thermal resistance properties, thus resolving the contradiction between thermal resistance and curing time

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent uses an organic base (such as triethylamine or pyridine) as an intermediary substance that mediates between the cyanate ester-epoxy resin and the organometallic catalyst. This intermediary accelerates the curing reaction by facilitating the formation of triazine rings, enabling rapid curing at low temperatures while maintaining high thermal resistance

Inventive Principle:
Principle #24Intermediary (Mediator)

2Temperature

If conventional cyanate ester-epoxy composite resin compositions are used, then thermal resistance is improved, but storage stability deteriorates

Engineering Contradiction:
Improvethermal resistanceVSAvoidstorage stability
Core Design Contradiction:
TemperatureVSStability of the object's composition

Solution Approach 1:

The patent extracts and eliminates the source of storage instability by using a two-component system where the catalyst and resin are kept separate. The organometallic catalyst and organic base are stored separately from the cyanate ester-epoxy resin, preventing premature reaction. When mixing occurs before use, the stabilized resin composition maintains excellent storage stability while achieving high thermal resistance after curing

Inventive Principle:
Principle #2Taking out (Extraction)

3Temperature

If conventional cyanate ester-epoxy composite resin compositions are used, then thermal resistance is improved, but cold curing properties worsen

Engineering Contradiction:
Improvethermal resistanceVSAvoidcold curing properties
Core Design Contradiction:
TemperatureVSEase of operation

Solution Approach 1:

The patent fundamentally changes the curing temperature parameters by introducing a catalyst system that enables effective curing at room temperature and below. The organometallic catalyst combined with organic base creates a highly active curing system that maintains thermal resistance performance while allowing cold curing operations, thus resolving the contradiction between thermal resistance and cold curing properties

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 exhibits excellent storage stability and cold curing properties, suitable for various applications including semiconductor sealing and adhesive agents, with improved thermal resistance and reduced environmental impact by avoiding volatile organic compounds (VOCs).

Implementation Method 1

the inventors of the present invention found that extremely good results can be obtained by using a specific phenol compound together with cyanate ester, epoxy resin and guanidine compounds

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

a cured material obtained by curing the said composition

Methodology Applied
Scientific EffectPolymerization: Chemical Bonding

Data Source

PatentUS9601401B2Solventless one liquid type cyanate ester-epoxy composite resin composition
Publication Date: 2017.03.21 ADEKA CORP
  • US9601401B2 patent drawing
  • US9601401B2 patent drawing
  • US9601401B2 patent drawing

AI summary

The present invention is a solventless one liquid type cyanate ester-epoxy resin composition having high thermal resistance as well as excellent storage stability and curing properties, which contains (A) cyanate ester, (B) epoxy resin, (C) guanidine compounds and (D) at least one kind of phenol compounds selected from a group consisting of phenol compounds represented by the following general formulae. In the general formulae, 1 is an integer selected from 0 to 4, R1 represents an unsubstituted or fluorine-substituted monovalent hydrocarbon group.General formula: