Polycarbodiimide Curing Agent Low-Temperature Dissociation

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Solution Overview

Problem

The existing modified polycarbodiimide compounds derived from diisocyanate compounds with diisopropylamine have high dissociation temperatures, leading to incomplete dissociation and reduced adhesiveness and heat resistance, as well as insufficient curing of resin compositions.

Innovation Solution

Modifying polycarbodiimide compounds with aromatic heterocyclic compounds having endocyclic secondary amine nitrogen, such as pyrazole and imidazole derivatives, to lower the dissociation starting temperature and enhance reactivity.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Stability of the object's composition

If diisopropylamine is used to modify polycarbodiimide compound, then storage stability is improved, but dissociation temperature becomes too high causing incomplete dissociation and reduced adhesiveness

Engineering Contradiction:
Improvestorage stabilityVSAvoiddissociation temperature
Core Design Contradiction:
Stability of the object's compositionVSTemperature

Solution Approach 1:

The patent changes the chemical structure parameter of the amine component from diisopropylamine to aromatic heterocyclic compounds (pyrazole or imidazole derivatives). This structural parameter change results in modified carbodiimide compounds that dissociate at lower temperatures (80-150°C) while maintaining storage stability, thereby resolving the contradiction between storage stability and dissociation temperature.

Inventive Principle:
Principle #35Parameter changes

2Stability of the object's composition

If diisopropylamine-modified polycarbodiimide is used, then storage stability is improved, but adhesiveness deteriorates due to incomplete dissociation

Engineering Contradiction:
Improvestorage stabilityVSAvoidadhesiveness
Core Design Contradiction:
Stability of the object's compositionVSStrength

Solution Approach 1:

The patent modifies the chemical structure parameter by replacing diisopropylamine with aromatic heterocyclic compounds. This change enables complete dissociation at lower temperatures, ensuring sufficient carbodiimide group regeneration for strong adhesion while maintaining storage stability. The structural parameter change directly addresses the contradiction between storage stability and adhesiveness.

Inventive Principle:
Principle #35Parameter changes

3Stability of the object's composition

If diisopropylamine-modified polycarbodiimide is used, then storage stability is improved, but curing efficiency deteriorates

Engineering Contradiction:
Improvestorage stabilityVSAvoidcuring efficiency
Core Design Contradiction:
Stability of the object's compositionVSProductivity

Solution Approach 1:

The patent changes the chemical structure parameter from diisopropylamine to aromatic heterocyclic compounds, which enables the modified carbodiimide to dissociate completely at lower temperatures. This ensures sufficient carbodiimide group regeneration for efficient crosslinking reactions with carboxyl groups in resin compositions, thereby improving curing efficiency while maintaining storage stability.

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 modified polycarbodiimide compounds exhibit improved low-temperature amine dissociation, increased adhesiveness, and efficient curing of resin compositions, resulting in enhanced storage stability and heat resistance.

Implementation Method 1

The modified carbodiimide compound, when cast and then dried, re-produces a carbodiimide group by amine dissociation, thereby exhibiting more excellent adhesiveness or the like.

Methodology Applied
Scientific EffectAmine dissociation:

Implementation Method 2

the carbodiimide group allows a resin composition to be cured

Methodology Applied
Scientific EffectCuring reaction:

Data Source

PatentUS10358519B2Modified polycarbodiimide compound, curing agent, and thermosetting resin composition
Publication Date: 2019.07.23 NISSHINBO CHEM
  • US10358519B2 patent drawing

AI summary

The modified polycarbodiimide compound of the present invention is obtained by modifying a polycarbodiimide compound derived from a diisocyanate compound with an aromatic heterocyclic compound having endocyclic secondary amine nitrogen. The curing agent of the present invention comprises the modified polycarbodiimide compound of the present invention. Thus, a modified polycarbodiimide compound that allows amine dissociation to start at a low temperature as compared with a modified polycarbodiimide compound obtained by modifying a polycarbodiimide compound derived from a diisocyanate compound with diisopropylamine, and a curing agent comprising the modified polycarbodiimide compound can be provided.