Norbornane Amine Composition for Versatile Resin Curing

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Solution Overview

Problem

There is a demand for further expanding material options for amine compounds and compositions to enhance their properties and applications in various fields.

Innovation Solution

The synthesis of novel amine compounds with a norbornane diyl group, specifically represented by Formula (1), and their use in amine compositions, which can be used as curing agents for epoxy resins, polyurethane prepolymers, polyurethane urea resins, polyamide varnishes, and polyamides, among others.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If conventional amine compounds are used, then material options are limited, but the demand for expanded material options in various fields cannot be met

Engineering Contradiction:
Improvematerial optionsVSAvoidcompound structure
Core Design Contradiction:
Adaptability or versatilityVSStability of the object's composition

Solution Approach 1:

The patent introduces novel amine compounds with a norbornane diyl group structure, changing the structural parameters of conventional amine compounds. This structural modification expands material options while maintaining the essential amine functional group properties, thereby resolving the contradiction between versatility and compositional stability.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite amine compounds that combine the norbornane diyl group with amino functional groups. This composite structure integrates the stability of the norbornane framework with the reactivity of the amine group, enabling expanded material options while preserving compositional integrity.

Inventive Principle:
Principle #40Composite materials

2Adaptability or versatility

If novel amine compounds with norbornane diyl group are synthesized, then material options and properties are improved, but synthesis complexity increases

Engineering Contradiction:
Improvematerial propertiesVSAvoidsynthesis process
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent employs preliminary action by using pre-formed norbornane diyl group compounds as starting materials. This approach simplifies the overall synthesis process by preparing the complex norbornane structure in advance, allowing the final amine compound formation to proceed more efficiently with reduced synthesis complexity.

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 novel amine compounds and compositions provide improved performance in these applications, offering enhanced properties and broader material options.

Implementation Method 1

Patent Document 5 relates to norbornane-based cycloaliphatic methylene amine compounds and methods for making the same using nitrile hydrogenation reactions.

Methodology Applied
Scientific EffectHydrogenation: Hydrogenation

Data Source

PatentEP3932902B1Amine composition, amine compound, production method, and application thereof
Publication Date: 2026.01.28 MITSUBISHI GAS CHEM CO INC
  • EP3932902B1 patent drawing
  • EP3932902B1 patent drawing
  • EP3932902B1 patent drawing

AI summary

Provided are a novel amine composition and a novel amine compound. Also provided are a method for producing the amine composition and amine compound, and an epoxy resin curing agent, an epoxy resin composition, a cured product, a urethane prepolymer curing agent, a polyurethane urea resin composition, a polyamide varnish, and a polyamide, each obtained using the amine composition and amine compound. The amine composition contains a compound represented by Formula (1), wherein A is a cyclic alkylene group, and B is a group containing an aryl group or a heteroaryl group.